wine tours in tuscany italy from florence

12 Best Tuscany Wine Tours from Florence for 2024

Have you been wondering which tuscany wine tour to take from florence i’ve got you covered.

If you’re thinking about exploring Tuscany and want to experience some of the best wines in the world, a wine tour from Florence is a fantastic choice. Tuscany is famous for its delicious wines and beautiful scenery.

Starting your tour in Florence, you will travel through stunning landscapes and visit vineyards where you can taste different types of wine and olive oil. This is a great opportunity to learn about how wine is made and discover new flavors (reds or whites).

Each tour offers something unique, whether you’re looking to visit big wineries or smaller, family-owned ones. So, if you’re unsure which wine tour to pick, continue reading this article, where I will show you 12 of the best tours . There’s a perfect wine tour waiting for you!

Table of Contents

My Top 3 Picks: Tuscany Wine Tours

Tuscany Day Trip from Florence

• 11-12 hours
• Siena, San Gimignano and Pisa
• Farmhouse lunch 

Small-Group Wine Tasting Experience

• 4 hours & 45 mins
• 2 wine estate
• 3 wines and olive oil tasting

Tuscan Villas with vineyards, Cheese, Wine & Lunch

• 9 wine & 2 olive oil tasting
• Food tasting & lunch

12 of the Best Tuscany Wine Tours from Florence

1. tuscany day trip from florence: siena, san gimignano, pisa and lunch at a winery.

⭐️  RATING:  5/5 Stars | ⏳  LENGTH:  11-12 hours | ✅  Book it!

Tuscany, Italy is a region that has it all. The Italian region is steeped in history, is full of delicious food and has a breathtaking landscape of rolling hills.

If you are visiting Italy, you must take the time to explore this area, especially to try the wine. This Chianti wine tour from Florence offers to show you the highlights as a local guide takes you around Siena, San Gimignano and Pisa. 

You will get to see the sights of Siena before heading to an organic vineyard. Here you will sample a delicious 3 course Tuscan lunch with accompanying wines. Next, you will head to San Gimignano and Pisa where you can view the famous Leaning Tower of Pisa. 

Olga says, “Everything was great including our guide Manolo and bus driver Lorenzo! Manolo is the best 👌! And very informative. Highly recommended. Money well spent.”

Your first stop for this small-group Tuscany wine tasting tour from Florence will be Siena. Enjoy a guided tour around the Italian city and admire the Gothic architecture of the Siena Cathedral. After this, you will board your coach which will take you to the rolling Tuscan hills.

Arrive in the Chianti wine region where you can take a leisurely stroll through grape lined vineyards and beautiful olive groves. You will get to enjoy a traditional Tuscan lunch with bread, cold cuts of meat, salad and pasta. All washed down with a wine tasting experience. 

Next on the itinerary is San Gimignano. Wander the cobbled streets, marvel at the medieval towers and explore the historic squares. Make sure you grab some gelato when you are here, it is delicious! The final stop of the day is Pisa, where you will venture to the Pisa Baptistry, the Pisa Duomo and the Leaning Tower of Pisa. 

Important details

• Start time: Check in at 7:45 am to depart at 8 am from Piazza della Stazione.
• Duration: 11 to 12 hours  
• Includes: Air-conditioned vehicle. Professional English speaking tour guide with you for the whole day. Guided walking tour of Siena with entrance fee to the cathedral. Hearty farmhouse lunch (veggie and gluten-free options available). Wine tasting of four varieties. Free time to explore the towns at your own pace.

🤩 Check Prices and Availability!

2. Small-Group Wine Tasting Experience in the Tuscan Countryside

⭐️  RATING:  5/5 Stars | ⏳  LENGTH:  4 hours 45 minutes | ✅  Book it!

If you are looking for half-day wine tours from Florence, then this could be the perfect one. Have the chance to explore the Chianti Classico region, take part in a four hour wine tasting experience and visit two of the top rated wineries in the area.

You will be able to explore the wine cellars, learn how the wine is made and taste multiple wines and olive oil. The tour also includes local delicacies such as bruschetta and fresh Italian cheeses. 

Bonnie says, “We enjoyed tasting the wine and snacks and enjoyed the stories about the wine, the area, and traditions. The vineyards and villa were beautiful.”

This Chianti wine tour will take you to two different wineries in the Chianti Classico hills. At the first stop you will be able to enter the production areas and learn how to the wine is produced, wander through the picturesque vineyards and also enter the barrel room. This is then where you will get to sample the local Italian wine in a fun wine tasting of three wines. There is also a chance to try the locally made olive oil.

The next stop is the second winery where you can roam the estate and tour the production areas. Another wine tasting will take place where you can sample three more wines. These will be perfectly paired with cheeses, olive oil, cold cuts of meats and other Tuscan specialites. At the end of the trip there is a wine shop you can browse for souvenirs. 

• Start time: Check in at 8:45 am if booked for 9 am or 2:15 pm if booked for 2:30 pm from Piazzale Montelungo.
• Duration: 4 hours 45 minutes.  
• Includes: Small-group tour (max. group size 25 people.) Transport by air-conditioned vehicle with free wi-fi on board. Professional and informative English-speaking driver/guide to lead you through the experience. Guided visit to 2 different wine estates. Tasting of 3 wines and olive oil at the first winery. Tasting of 3 wines and olive oil at the second winery paired with local Tuscan specialities (cheese, salami, cured ham and bruschetta).

3. Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence

⭐️  RATING:  5/5 Stars | ⏳  LENGTH:  9 hours | ✅  Book it!

This is one of the best wine tours from Florence. Not only do you get to visit two wineries, sample wine and cheese but also enjoy a 4×4 off roading expereince. Departing from Florence, you will be taken through the Tuscan countryside by a 4×4 off-road vehicle.

When you arrive at your destinations, you will get to explore a winery, estate, historic villa and a wine cellar. Take part in wine tastings that are paired with Italian extra-virgin olive oil and cheeses. The day finishes off with a tasty 3 course Tuscan meal. The restaurant has stunning views of the surrounding countryside. 

Sarah says, “Chianti Safari is a MUST DO! We had an incredible experience. Lavie is extremely knowledgeable about the area and the wine making process. We have never done anything like this and I would 1000% do it again. This shows you Tuscany from a whole new view. You truly can’t even express the breathing taking views! Our driver Roberto was fantastic as well!”

Begin your wine tour day trip by travelling through the rolling hills of Chianti. The first stop of the day is at a highly rated winery, Villa le Corti. You will spend a few hours exploring the wine estate. Take part in an exciting guided tour that takes you through the wine cellars, underground tunnels, olive mill and beautiful gardens. After this, sit back and relax as you are treated to a wine tasting with three wines, cured meats and two olive oils. 

The next stop on the tour is another winery restaurant named Località Rignana. Here, you will receive a 3 course meal where your plate will be filled with traditional Italian pastas. Of course, the fine Chianti wine will be flowing to accompany your meal. All with stunning views as your backdrop. 

The final stop on your wine tour experience takes you to Poggio Torselli. This smaller winery boasts two award winning varieties of wine that you will be able to sample in the afternoon’s wine tasting. You will tour the grounds of the winery, gaze at the unique villa on site and soak up the surrounding countryside. 

• Start time: Meet at 9 am from Piazza dei Cavalleggeri.
• Duration: 9 hours.  
• Includes: Transport by air-conditioned 4×4 vehicle. Professional guide. 9 samples of wine. 2 samples of olive oil. Food tastings and lunch.

4. Florence Sunset Walking Tour with Wine & Food Tasting

⭐️  RATING:  5/5 Stars | ⏳  LENGTH:  3.5 hours | ✅  Book it!

Florence is a beautiful Italian city waiting to be explored. It has a rich culinary heritage and many traditions and quirks waiting to be discovered.

If you are looking for wine tasting Florence city centre, then this sunset walking tour is a fantastic option. This tour has several elements to it including exploring the streets of Florence, tasting wine and learning all about Italian food. 

Discover Florence’s Official Wine Windows, explore a centuries old wine cellar and taste some of the best Tuscan wines on offer. You will also get to dive into the food scene where a local chef will serve you delicious pasta and traditional Tuscan soup.

Learn all about Florence’s most famous cocktail and make your own Negroni before eating some delectable Gelato, a must do in Florence!

Lauren says, “This was an amazing night. Eva was a wonderful guide and provided lots of information on wines, cheeses, meats, and other dishes. There was plenty of food and wine. We made wonderful friends with others in our group and all left the night feeling full and quite tipsy. Worth every penny and one of the highlights of our trip!”

Start off your evening wine tour in Florence by heading to Piazza Santo Spirito. Here you will cheer with a prosecco in hand before you begin your tour of Oltrarno, Florence’s coolest neighbourhood. On your first stop you will get to sample locally produced Italian cheese including one Parmigiano and two Pecorino.

Next up, enjoy the experience of a wine window. Here you will learn all about this quirky tradition in Florence, drink wine and eat bruschetta. You will pass by not one by two of the wine windows. The second wine window also serves an amazing charcuterie board that pairs great with their wine. 

Fiaschetteria, a traditional Italian wine shop is awaiting your next stop. Here you get to sample traditional Tuscan soup, a wild boar stew, a famous Negroni cocktail and of course some Super Tuscan wine. Learn all about ‘cucina povera’ which is the Tuscan zero waste cuisine and culture. 

You will then wander over to a traditional trattoria that uses new innovative cooking techniques. You will get to eat some pasta, prepared by the chef in front of you, along with some Chianti Classico. Followed by a quick course in real artisan gelato, can you spot the authentic varieties? 

• Start time: Meet at your booked time slot from Piazza Santo Spirito.
• Duration: 3 hours and 30 minutes.
• Includes: 14 samples at 6 different tasting locations. Negroni cocktail demo and drinking! Taste 5 amazing wines. Local english speaking guide. Florence – A food lover’s guide.

5. Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

⭐️  RATING:  5/5 Stars | ⏳  LENGTH:  6 hours | ✅  Book it!

If you want to experience the Chianti countryside in an alternative way, consider this Tuscany bike and wine tour. You will get to cycle through the Italian countryside with a breeze in your hair.

Witness the stunning scenery, olive tree lined paths and fertile land before heading to a 12th century castle. Here you will get to sample flavours that the Tuscan region has to offer such as Chianti wine and olive oil. A delicious lunch is also included in the tour. 

Caroline says, “My husband & I had a wonderful experience—such a great day trip from Florence! The tour guide was super friendly & knowledgeable, the views were beautiful (even with things just starting to grow, with it being earlier in the season), and the lunch + wine-tasting was delicious. At the end you have the opp to buy wine & olive oil, which we definitely did.”

This bike tour will create memories to last a lifetime. You will be dropped off in the countryside where your adventures begin. From here, ride along countryside paths that are lined with beautiful olive trees, vineyards and Italian villas.

Your amazing tour guide will ensure you get the best expereince possible as you travel through the Chianti region. There will be plenty of opportunities to stop, take a break and snap some photos of the breathtaking landscapes. 

You will then stop at one of the villas, where you will enjoy a light lunch. This will be accompanied by an olive oil and wine tasting experience. You will also have the opportunity at the end to purchase souvenirs to take home with you. 

• Start time: Meet at 8:30 am from Via Ghibellina.
• Duration: 6 hours.
• Includes: Round trip transport from Florence to our starting point in the countryside. Engaging, fun and professional tour guides. Wine and extra virgin olive oil tasting with the option to purchase them. Bike and helmet. Bike orientation and safety briefing. Approximately 2 hours bike ride. Eat at a Tuscan villa: light lunch is offered with wine and extra virgin olive oil tasting.

6. Chianti Wineries Tour with Tuscan Lunch and San Gimignano

⭐️  RATING:  5/5 Stars | ⏳  LENGTH:  8 hours | ✅  Book it!

This is easily one of the best Tuscany wine tours from Florence. The tour includes round trip transportation with a knowledgeable tour guide. This means stress free day with no hassle, just memories and lots of wine tasting!

Explore the famous Chianti wine region where you will learn all about the traditions of the Italian wine making process. You will get to enjoy a fantastic wine tasting expereince all with an authentic Tuscan lunch.

Rose says, “The driver Daniel was excellent! The tastings were amazing and we had such fun with the other couples.”

Throughout the course of this full day wine tour, you will visit two different wineries in the Tuscan hills. Here you will enjoy a wine tasting experience and dine on a traditional Tuscan meal. You will get to visit and walk around the streets of San Gimignano, a medieval village located in the Chianti region.

Here you will be taken to the local museum, SanGimigano1300 where you can learn all about the history of this village. Enjoy strolling around the streets, the historic squares and eat incredible Italian gelato. Make sure to take in the wonderful panoramic views as the village is built on a hilltop. 

The final stop on the tour is a visit to Piazzale Michelangelo. In the centre of this plaza, you will find a replica of Michelangelo’s Statue of David, with a backdrop of the below Renaissance city.

• Start time: Meet at 9 am in front of Cafe’ Gamberini.
• Duration: 8 hours.
• Includes: Transport by air-conditioned comfortable minivan. Lunch. Wine tastings. A visit of two wineries. Wine cellar and vineyards tour. Live commentary on board. A guided visit of San Gimignano. A visit to Michelangelo Square.

7. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

This wine tour in Tuscany from Florence takes you to three wineries in the Chianti region. Throughout the course of the day you will explore various wine cellars, vineyards and wine estates.

Furthermore, you will satisfy your thirst with a variety of wines to taste and sip, learning the different notes and flavours in each. At midday, savour a delicious Tuscan lunch with local products including salami, cheese and bruschetta. To end the day you will have the chance to explore the medieval village of Greve. 

Paul says, “Leonardo was fantastic Knowledge and humor all rolled into one. That and the beautiful scenery made it an unforgettable trip.”

The first winery on this full day tour is Fattoria di San Michele a Torri. The estate is a whopping 370 hectares of land, built on a hilltop in the Classic Chianti and Chianti Colli Fiorentini countryside. Enjoy a lovely morning at this estate whilst you tour the vineyards and sample their wines and olive oil. 

Afterwards, head to Greve, a classic Italian countryside village. You have time at leisure to wander the streets, explore the local shops and admire the Piazza Matteotti. After a while, hop back in your transport which will take you down Chianti Road. This is the most famous Tuscan wine road. You will see miles and miles of olive trees, rows of grapes in vast vineyards and lots of green rolling hills. 

Your second winery experience is based at Casa Emma. This will be an educational visit where you will learn about the traditions of their wine making process, the history of the estate and their top tips and secrets to making their famous Chianti red wine and olive oil. Once the tour is over, sit back and enjoy a tasty lunch with a side of their Riserva, Super Tuscans and Chianti Classico wines. 

To round off the trip, you will stop at Villa Poggio Torselli. The final winery of the day. This is family owned and is surrounded by stunning landscaped Italian gardens. 

• Includes: Small group tour: no crowds and more personalized experience. Transportation by air-conditioned and fully equipped vehicle. Free wi-fi on board. Professional and informative English speaking driver/guide to lead you through the experience. Quick stop to see Greve in Chianti, the most representative Village of the Chianti Classico area. Guided visit to 3 wineries, tasting of great wines, olive oil and more. Typical Tuscan lunch: assorted cold cuts, cured ham, salami, cheeses, bruschetta, pasta (usually handmade pasta), and dessert.

8. Tuscany Day Trip with Wine Tastings and a Visit to San Gimignano

⭐️  RATING:  5/5 Stars | ⏳  LENGTH:  7 hours | ✅  Book it!

On this exciting full day sociable wine tour, you will get to visit two wineries and explore the village of San Gimignano. You will take part in tours around the wineries where you will be given an insight into day to day life, learn about wine production and how to understand flavour profiles from a sommelier guide.

Whilst here, enjoy a wine tasting of world famous wines including Super Tuscan and Chianti Classico. Adding to this, you will get to taste and sample some age old balsamic vinegar, truffle oil and olive oil. To end the day, you will wander around the streets of San Gimignano at your leisure. 

Robyn says, “Don was a wonderful knowledgeable driver. The 2 vineyards were fabulous each highlighting totally different things. We had a wonderful day!!”

Begin your wine tasting experience with a comfortable drive down the famous Chianti Road. This scenic route boasts views of the Italian countryside like no other. You will reach the first stop, a winery and wine-tasting school. Here you will be provided with a generous four servings of wine to taste and learn about.

Varieties include Brunello of Montalcino, Super Tuscan and Chianti Classico. Alongside these, you will also get to sample other Italian classics including extra virgin olive oil,  aphrodisiac truffle oil and a 130 year old balsamic vinegar. 

Your second winery is located in the Vernaccia white grape region of Tuscany. Enjoy unparalleled views of the beautiful towers of San Gimignano. Tour through the plants in the vineyard, explore the wine cellar and taste three iconic wines, a rosè, a Colli Senesi and a Vernaccia. 

To round off the day nicely, you will have the chance to explore the streets of San Gimignano. You have free time to create an adventure of your own. One of the highlights of this medieval town is the San Gimignano Bell Tower. This is one of the best preserved medieval towns in Tuscany, expect winding streets, traditional shops and a tower filled skyline. Grab yourself some world renowned Italian gelato to end the day.

• Start time: Meet at your booked time slot at your designated pick up point.
• Duration: 7 hours.
• Includes: Private Air-conditioned minivan/minibus. Local expert tour leader with indepth knowledge of the area for a unique and authentic experience. Wine tasting at 2 wineries with 9 different types of wine. Tuscan products tastings including brushetta with tomates, Extra virgin olive oil & more.

9. Tuscany Hills Postcard View:Val D’orcia Scenery with Wine tasting

⭐️  RATING:  4.5/5 Stars | ⏳  LENGTH:  11.5 hours | ✅  Book it!

If you are looking for vineyard tours from florence, then this full day trip by coach is full of unique experiences. You will not only get to learn all about wines, but experience the historical towns of Montepulciano, Pienza and Montalcino.

Your day will consist of visiting a variety of wineries in the Orcia Valley, where you will sample the delights of Vino Nobile and Brunello. Furthermore, you will get a taste of Italian local cheeses. 

Linda says, “The views, the lovely Tuscany villages and the Talosa Winery experience in Montepulciano. Truthfully both winery experiences were wonderful and special in their own ways. Great day!”

Drive through the picturesque UNESCO-listed Val d’Orcia in a comfortable coach as you head to your first destination. Your tour guide will keep you entertained with fantastic stories, anecdotes and facts about the surrounding towns and regions. 

Your first stop is a medieval old town known as Montalcino. Here you will visit a local wine cellar where you will be treated to some premium Brunello wine. This educational stop will teach you all their is to know about the famous Brunello wine, how it is produced and how they get such a great taste. 

Afterwards, venture through the town itself as you stroll through medieval walkways and cobblestone streets. A notable building to make sure you visit is the Montalcino Fortress. If you make the climb up to this beautiful building, you will be met with breathtaking views of the surrounding area. Drink in the huge oak trees, rolling vineyards and lush valleys all around you. At this point in the day, you can also sit down for some lunch at your own expense. 

The next town to visit is Pienza. You will have ample free time to enjoy this Renaissance town, which was built by order of Pope Pius II. Here you can sample some authentic pecorino cheese as well as browse various local shops and stop to do some sightseeing. Make sure you go to Pienza Cathedral, a fantastic example of Renaissance architecture. 

Finally, head to Montepulciano, home to some picture perfect landscapes. On your way, your driver will pass by the iconic Madonna di Vitaleta rural chapel. Make sure you have your camera as this is one of the most photographed spots in the whole of Tuscany. Once you have arrived in Montepulciano, you will have some free time to explore. 

To end the day, you will meet back up with your tour group to have a final winery tour and Vino Nobile di Montepulciano tasting. Here you will learn about the Nobile wine making process and then be able to taste it for yourself. Enjoy some light snacks with the wine that has been produced with local ingredients. 

• Start time: Meet at 8 am at Piazzale Montelungo.
• Duration: 11 hours and 30 minutes.
• Includes: Journey by fully-fitted GT Coach with Free Wifi on board. Expert multilingual Tour Leader. Free time in Montalcino, Pienza and Montepulciano. Visit to a wine cellar in Montalcino with tasting of the world-famous Brunello wine. Visit to a winery in Montepulciano with tasting of the famous “Vino Nobile” and cheese pairing.

10. Florence Food and Wine Walking Tour with a Local Food Expert

⭐️  RATING:  4.5/5 Stars | ⏳  LENGTH:  2.5 hours | ✅  Book it!

If you only have a short amount of time in Tuscany, this may be one of the best Tuscany wine tours for you. Enjoy an afternoon full of foodie delights and Italian wine. Experience a walking tour around Florence, where your expert guide will share information about the city as well as its culinary history. 

Peruse a variety of market stalls, delicatessens and foodie spots with your small group to sample some of the top food choices in Florence. Some of the delicacies you will get to try include focaccia, handmade chocolate, truffle panini, gelato and Tuscan olive oil, all washed down with generous helpings of prosecco and Chianti wine.

Greg says, “Had a great time walking learning lots about Florence stopping and having something nice to eat and drink very nice way to spend an afternoon.”

During the course of the day, you will get to visit five different eatery locations. Throughout the tour, your expert guide will show you the way and educate you about the city of Florence. 

Enoteca Alessi is a delicatessen that specialises in truffles. At this place, you will get to try the truffles by eating a panino tartufato. This is a pâté sandwich topped with shavings of tasty truffles. You will also learn how the truffles are foraged and why they are so sought after. You will get to wash this all down with a sparkling glass of prosecco.

Migone is an artisan chocolate shop. This place is fantastic if you have a sweet tooth and love chocolate. You will get to sample three chocolates of your choice and enjoy a guided tasting session. You will learn all about how to make handmade chocolates. 

Perché no!… is an authentic gelato bar that serves indulgent Italian gelato. You will get to choose two flavours to enjoy during your visit. 

Alimentari Uffizi is another local delicatessen that is known for its farm to table style. Enjoy a tasting of olive oil, pecorino cheese, salumi, and wine. 

My Bakery & Bistrot Firenze will present you with homemade, fresh out of the oven focaccia bread along with a glass of Chianti wine. 

• Start time: Meet at 3 pm at Piazza della Repubblica.
• Duration: 2 hours and 30 minutes.
• Includes: Friendly Local English-speaking wine and food expert guide. Discover the best food (5 stops) and wine spots in Florence. Try local bread with savoury toppings. Taste Olive oil and balsamic vinegar, prosciutto and other typical salumi, Truffle petit panino. Taste glass of Chianti, and Prosecco and take an Expresso. Stop at the best gelateria in town. Taste delicious artisan chocolates. Get personalized tips for the area’s best bars and eateries.

11. Chianti Wine Tour from Florence

⭐️  RATING:  4.5/5 Stars | ⏳  LENGTH:  5 hours | ✅  Book it!

This half day wine tour from Florence is a great way to experience the Tuscan countryside. Joined by an experienced tour guide, you will visit the local wineries of the region and sample some delicious wines including Super Tuscans, Chianti Riserva and Chianti Classico. During the course of the trip, you will be educated on the secrets of wine making and sample traditional Italian snacks.

Adam says, “We had a great time! The tour was a good length of time. We tasted some good wines and saw the Tuscan countryside. Keiko and Danio were very friendly, informative, and kind.”

Hop on board your transportation which will take you through the picturesque countryside of Tuscany. You will drive along Via Chiantigiana, a beautiful route that boasts an array of medieval castles, olive groves and vast vineyards. 

Your first stop is at an organic production winery. Here you will learn all about the secrets of winemaking with the owner of the estate. You will get to enjoy the ones that they make by sampling local wines. There will also be accompanying food snacks. 

The next winery of the tour is family run and resides in the Sienese Chianti Classico area. The winemaker for the winery will begin your tour with a gentle stroll around the vineyard before taking you to the cellar and an aromatic garden. To end the day, you will get to taste four different wines all locally produced.

• Start time: Meet at 8:30 am or 2:30 pm at Piazzale Montelungo.
• Duration: 5 hours.
• Includes: Transport by G.T. air-conditioned coach with WIFI on board. Licensed Tour Leader. Wine-expert guided visit during Vineyards and Cellar tours. Tasting of 3 or 4 different kind of organic Wines in each Winery with typical Products. Possibility to buy Wine, balsamic vinegar, extra virgin olive oil and typical Tuscan food.

12. Half day Chianti Vineyard Escape from Florence with Wine Tastings

⭐️  RATING:  4/5 Stars | ⏳  LENGTH:  4 hours | ✅  Book it!

The Tuscan countryside is famous for its Chianti wine region and the wine that it produces. You can get a glimpse of this famous beauty with this half day wine tour from Florence.

You will visit two local wine estates where you will be taught the traditions of wine making and sample the wines that they produce. Furthermore, indulge in authentic Italian snacks such as bruschetta and cheese.

Jane says, “Driving through the Tuscan countryside and being able to taste a few wines without having to worry about driving. The guide was fabulous and friendly.”

Journey through the Chianti countryside where your tour guide will comment with interesting facts and stories of the region. Enjoy the views from Chianti Road and learn all about Gallo Nero (Black rooster).

You will visit two different wine estates on the trip. At each winery stop off for a wine tour and tasting where you will get to try the local delicacies. Try 3 to 4 different wine varieties at each winery along with some balsamic vinegar, local olive oils and cheese. During your visits, you will be taken out into the vineyards to appreciate the surrounding beauty of the Tuscan hills. 

• Start time: Meet at your booked time slot at Piazzale Montelungo.
• Includes: Journey by fully-fitted GT Coach with Free Wifi on board. English only tour leader. Visits of two charming wine estates with tour of the wine cellars and its vineyards. Sampling of up to 3-4 different types of wines at each winery and extra-virgin olive oil. Tasting of delicious regional products during the wine tastings. Panoramic stops along Chianti roads to take amazing pictures. Possibility of buying wine, oil, balsamic vinegar and other regional products.

FAQs About best wine tours from florence

The Tuscany wine region is very close to Florence. Some of the nearest areas, like Chianti, are just about 30 minutes to an hour’s drive away. Other well-known regions such as Montalcino and Montepulciano are about 1.5 to 2 hours by car.

Tuscany is most famous for its red wines, particularly Chianti, Brunello di Montalcino, and Vino Nobile di Montepulciano. These wines are primarily made from the Sangiovese grape, which is known for its robust flavor and ability to age well.

The answer can vary depending on personal taste, but Chianti is often considered one of the best wine regions in Tuscany due to its rich history, excellent wines, and beautiful landscapes. Another highly acclaimed area is Montalcino, home to the prestigious Brunello di Montalcino. These regions are known for producing high-quality wines that are appreciated worldwide.

Final Thoughts: wine tours tuscany from florence

Exploring the Tuscany wine regions through a tour from Florence is an experience you won’t forget. Each sip of wine tells the story of the land and the people who have made wine their life’s work.

Whether you are a wine expert or just starting to discover the joy of wine tasting, these tours offer a relaxing way to learn, enjoy, and take in the beautiful views.

So, pack your bags and set off on a journey that promises great tastes and wonderful memories in the heart of Tuscany. Don’t miss out on this unique adventure—it’s truly a highlight for anyone visiting this area!

• Best places to stay in Florence
• Best Family Hotels in Florence
• 12 Fun Things to do in Florence
• 48 hours in Florence – A 2 day Itinerary
• 3 Day Itinerary for Florence
• Best Day Trips from Florence
• The Ultimate Travel Guide to Florence

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Meet Alice, a seasoned traveler and marketing consultant from Derbyshire. Her adventures stretch from Singapore to Bulgaria, uncovering unique destinations. Despite her busy marketing career, she indulges in luxurious trips with her partner, offering insightful and engaging travel perspectives through her writing | | Specializing in luxury travel, couples' retreats, crafting detailed itineraries, and offering expert advice on select tour experiences and beach destinations, Alice brings a wealth of expertise to the table.

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8 Best Tuscany Wine Tours from Florence

By: Author Girl with the Passport

Posted on Last updated: November 21, 2023

Categories Europe

If you’re in Florence then you’re forbidden from leaving without taking a mega epic day trip to Tuscany.

I mean, not only is Tuscany SUPER close to Florence, but this region is home to rolling hills, medieval villages, incredible vineyards, and some of the best wine in Italy.

Now, sure, you can visit via train or hire a rental car in Tuscany . But, if you’re short on time – or just plan to drink like whoa – then book one of the best Tuscany wine tours from Florence instead.

Not only do these Tuscan wine tours from Florence make traveling a breeze, but they provide you with a stellar way of enjoying all of the area’s most epic highlights in a short amount of time.

Trust me, I have done tons of the best Chianti wine tours from Florence and 99.9% of them have been lovely. So much so that I’ve gone back and done even more wine tours.

So, if you love wine but want to quickly and easily see all that Tuscany has to offer then this post is for you.

This post may contain affiliate links. Please see my disclosure for more information. As an Amazon Associate, I earn a small commission from qualifying purchases.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour . It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence

1. from florence: tuscany wine & food tour with guide.

⭐️ Rating: 4.9/5.0 (688 Reviews) Price: $161.70 per person Duration: 8 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

Prepare for an epic day of fun during this Tuscany Wine and Food Tour with a guide .

See, this is one of the best Tuscany wine tours from Florence that will introduce you to three organic wineries where you can sample a wide variety of local wines.

So, start this small group tour with a scenic drive through the Tuscan countryside before learning all about wine-making at the very first vineyard you visit.

Explore the farm and tour the cellar before heading to a hilltop estate where you’ll meet a local wine expert before sitting down to lunch.

You’ll try delicious olive oil and amazing balsamic vinegar during your light meal before taking a walk through the idyllic village of Greve in Chianti.

“What a fantastic day! It was amazing being able to try 3 different wineries. Most were red wine (which I’m not a fan of, but actually very much enjoyed on this trip) but there were also a few white wines. Lunch was awesome. Personally, the trip was little long, so I would recommend doing the shorter trip (everyone started getting car sick to some degree with all of the hills). But, the tour guide did a great job and I would definitely recommend this activity.” Matalin ( read more reviews now )

Enjoy some free time in the main square before ending the tour at a historic family-owned villa.

You’ll take in stellar views of Florence and can explore one of the most gorgeous gardens in Tuscany before ending your Tuscany wine tour from Florence.

2. From Florence: Small Group Wine Tasting Tour to Tuscany

⭐️ Rating: 4.8/5.0 (1387 Reviews) Price: $96.39 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

If you’re looking for one of the best Tuscany wine tours from Florence that won’t take the entire day then book this Small Group Wine Tasting Tour to Tuscany .

Now, after departing from Florence in an AC-filled minibus, you and your group will make their way towards Chianti Classico.

Along the way, your English-speaking driver/guide offers in-depth commentary before visiting two amazing wine estates.

Enjoy three wines and fresh olive oil at the first place as you learn all about unique vinicultural practices.

“It was sensational. Fantastic guide, very good and comfortable transport. Short journey (45min) to the first winery and then the second is very close. Winery 1. Cheeses and breads with wonderful vinegars and oils + 4 wines (just the bottom of the glass). Winery 2. Cheeses, cold cuts and sausages, and bread + 5 wines (just the bottom of the glass). Possibility to buy wines, oils and vinegars on the tour. I thought the amount of wine was good, enough to make me neither sober nor drunk. I recommend going at the beginning of the trip, because if you make friends, they can be company for the next few days.” Rodrigo ( read more reviews now )

Continue to the second winery and sample a variety of wines and olive oils that are perfectly paired with local cheese, bruschetta, salami, and more. Seriously yummy food to say the least.

Yup, I loved this tour and thought that Raffaele and Alessio were both great. They shared a ton of great info and you got to try lots of great wines, olive oils, and balsamic vinegar.

It was a great way to get a taste of Tuscany without becoming totally exhausted by a massively long day trip.

3. Florence: Chianti Wineries Tour with Food and Wine Tasting

⭐️ Rating: 4.5/5.0 (4563 Reviews) Price: $53.18 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo bus stop Operator: Ciaoflorence Tours & Travel Details: Read more on Get Your Guide Now!

During this most excellent Chianti Wineries Tour with Food and Wine Tasting , you’ll drive to the Chianti region and visit two different wineries.

At the first stop, you’ll embark on a guided tour of the vineyard and learn about what a “Chianti Classico” distinction requires before sampling four incredible wines during an on-site tasting.

Your expert guide will explain each of the wines you’re sampling, teach you how to properly taste each one, and even give you local bread, cheese, olive oil, and salami to enjoy.

“Excellent tour – learnt something about wine; but that’s not really the point – had an excellent guide in Nathan and loved all the wines which we were served. The best place for us was the smaller winery where the tastings were excellent. Would recommend and def come back.” Neel ( read more reviews now )

Next, stop at a scenic overlook so you can admire the Chanti Hills before learning about wine production at the second winery.

You’ll even go on a quick guided tour of the vineyards and then sit down to enjoy three unique wines before returning to Florence.

4. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

⭐️ Rating: 4.4/5.0 (2895 Reviews) Price: $69.46 per person Duration: 12 hours 📍 Meeting Point: Sightseeing Experience Visitor Center Operator: Sightseeing Experience Details: Read more on Get Your Guide Now!

I love, love, LOVE this Pisa, Siena, San Gimignano, and Chianti Experience since it isn’t all about wine.

Yes, you’ll get to enjoy an amazing wine tasting. But, you’ll also get to see some of the top attractions in the region, making this one of the best Tuscany wine tours from Florence if you’re short on time.

So, your day will start with a lovely tour of Pisa. You’ll see the cathedral, the cemetery, the baptistery, and – DUH – the leaning tower before checking out a classic winery near San Gimignano.

Dig into an incredible Tuscan lunch and wine tasting before visiting the cobblestone streets, quaint squares, and local artisans of medieval San Gimignano.

“Barbara and Armando executed their roles admirably, ensuring seamless coordination throughout the tour. Navigating three major cities and historic sites was a pleasure, thanks to their competence. Barbara, our patient tour guide, adeptly managed the challenges posed by tardy and irresponsible attendees, displaying a commendable level of professionalism. Despite a few hiccups caused by irresponsible passengers, all individuals eventually boarded, and the return journey transpired without incident. The experience, albeit dramatic at times, was salvaged by Barbara’s unwavering professionalism. The driver’s exceptional skills contributed to a smooth and enjoyable ride. On the downside, the light lunch provided fell short of expectations. Regrettably, it resembled more of a simple snack with a sample wine tasting, and did not meet our culinary preferences. Nevertheless, the overall value derived from the expenditure was undeniably worthwhile.” Sam ( read more reviews now )

Afterward, stop to admire some panoramic views of Chianti before heading to Siena. Here, your guide will introduce you to Piazza del Campo and the cathedral.

You’ll then have free time to eat some panforte and shop for souvenirs before returning to Florence as the sun sets in the background.

So, all in all, this is one of the best Tuscan wine tours from Florence if you don’t feel like drinking wine all day but still want to see what this incredible region has to offer.

5. Tuscany by Vespa Full-Day Tour to Chianti Wine Region

⭐️ Rating: 4.7/5.0 (132 Reviews) Price: $161.70 per person Duration: 6 hours 📍 Meeting Point: Florencetown Booking Office Operator: Florencetown / Towns of Italy Details: Read more on Get Your Guide Now!

If you want to explore Tuscany in an entirely unique way – or just feel like channeling your inner Lizzie McGuire – then check out this Vespa Full Day Tour of the Chianti Region .

After all, you’ll start the day off with a quick pickup in a comfy, air-conditioned van that will take you to the beautiful, Chianti countryside.

Upon arrival, you’ll be briefed on how to use your 50cc original Piaggio Vespa safely before starting a magical ride through the scenic hills and charming country roads of Tuscany.

“An incredible day seeing the beautiful hills of the Chianti region outside of Florence. My husband drove the scooter and I got to take photos and experience all the magic of this wine country. Loved this trip!! Highly recommend. Tanya and Gracia were outstanding guides- friendly and knowledgeable.” Kelly ( read more reviews now )

You’ll cruise through enchanting medieval villages and stop at a villa from the 17th century to enjoy a traditional Tuscan meal.

You’ll even do a guided tour of the vineyard/cellars and take part in an iconic olive oil/wine tasting before heading back to Florence.

All in all, this is one of the best Chianti wine tours from Florence if you’re looking for a truly one-of-a-kind experience.

Pro Tip: I loved the fact that we got to drive through the town of Greve. We then got some nice sandwiches and 30 minutes of free time upon arrival.

We also got an excellent 3-course meal (apps, meat, cheese, and pasta) with wine.

6. Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

⭐️ Rating: 4.8/5.0 (93 Reviews) Price: $161.16 per person Duration: 4 hours 📍 Meeting Point: 500 Touring Club Operator: 500 Touring Club Details: Read more on Get Your Guide Now!

Stop what you’re doing and check out this mega epic wine-tasting and Tuscan lunch in a vintage Fiat 500 .

You’ll start your day with a crash course (pun intended) on using the Fiat 500. You’ll then drive as part of a vibrant group from Florence to the Tuscan hills.

“The Florence wine tasting and Tuscan lunch in a vintage fiat500 tour was brilliant!! Alessandro was our tour guide & he helped make the experience so memorable. Alessandro was very professional but very easy going, knowledgeable & friendly. During the tour, we made mutiple stops to enjoy the most beautiful scenery, Where Alessandro told us stories/facts etc. During the wine tasting, we were welcomed into a Tuscan families home, where they had prepared meats, cheeses and breads for us to taste with the wines. Alessandro was very informative with the wine pairing. We met 2 fantastic couples on the tour, who made the tour even more fantastic & enjoyable for us as we all shared stories and laughed from start to finish. We 10/10 would recommend this tour and we would absolutely come back to do it all over again Alessandeo, thank you so much for an unforgettable experience!” Michelle ( read more reviews now )

Next, step inside a historic, 15th-century, Renaissance villa where the owners will give you a tour of the grounds and vineyards before descending into the wine cellar for a tasting of their award-winning vinos.

Afterward, dig into a light lunch and sample a variety of local olive oils that will expertly complement your meal.

Just be aware of the fact that you will have to pay a fuel surcharge of €15 for using the car.

7. From Florence: Tuscany Day Trip with Lunch at Chianti Winery

⭐️ Rating: 4.8/5.0 (3043 Reviews) Price: $92.25 per person Duration: 12 hours 📍 Meeting Point: Santa Maria Novella train station Operator: Walkabout Tours Details: Read more on Get Your Guide Now!

If you’re looking for one of the more traditional Tuscany wine tours from Florence then have a look at this Tuscany Day Trip with Lunch at Chianti Winery .

Sure, it’s not a super unusual tour. But, you’ll get to see all of the area’s major attractions in just twelve hours.

Therefore, try to get a good night’s sleep so that you can meet your group early at Florence Central train station.

You’ll then head to Siena where you’ll enjoy a guided tour of this medieval city before taking some free time to walk around.

In total, you’ll visit for around 90 minutes to admire the stunning Gothic and Romanesque architecture of the area (specifically the main cathedral) before grabbing lunch in the Tuscan Hills.

“This was the best thing I have done the whole time in Italy! The absolute best thing to do when I’m Florence, our guide Noemi was amazing and so great. The lunch at the winery in Chianti was delicious and going up Pisa was also worth the stairs. Definitely recommend this trip, it was raining all day and we still had a really great time. Would do it again in a heartbeat!!” Marley ( read more reviews now )

This lunch is optional but HIGHLY recommended since you’ll eat a homemade, organic meal paired with four regional wines – all while admiring sweeping views of the area.

Afterward, continue to San Gimignano. It’s a fabulous, UNESCO World Heritage site where you can take in epic panoramas and see tower homes from the Middle Ages.

Explore the town for an hour and a half before ending your day in Pisa. You’ll see the Leaning Tower and will walk through the Piazza dei Miracoli before making your way back to Florence.

Just choose between a small group or a private tour and let the fun begin during one of the best Tuscany wine tours from Florence.

8. Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

⭐️ Rating: 4.5/5.0 (1178 Reviews) Price: $72.71 per person Duration: 11 hours 📍 Meeting Point: Varies Operator: CAF Tour & Travel Details: Read more on Get Your Guide Now!

Rounding out this list of the best Tuscany wine tours from Florence is this S. Gimignano, Siena, Chianti, and Wine Tasting Lunch .

During this epic experience, you’ll start off with a 70-minute scenic drive through Tuscany to San Gimignano.

You’ll then have around two hours to explore this ancient city on a hill before driving another 40 minutes to the Chianti Hills.

Upon arrival, relax at a local winery and sample three local wines, along with authentic balsamic vinegar.

“Just loved it all from start to finish just for me the walking was a bit much but that is because I hadn’t realised there would be quite so much..love the history of the area and learning more about the wine of the area and it was a nice small number of people on the tour.” Jayne ( read more review now )

Afterward, dig into a delicious three-course lunch and get a taste of authentic Chianti cuisine.

Menu highlights include things like bruschetta, penne with meat ragout, and a homemade tart for dessert.

Finally, end the day with a one-hour guided tour of Siena that is followed by an optional tour of the Cathedral.

You’ll then enjoy some free time where you can check out the Basilica of San Domenico before going back to Florence.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour. It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence FAQ

1. can you take a train from tuscany to florence.

Yes, you can take a train from Tuscany to Florence. That is because Livorno, Pisa, Siena, San Gimignano, and Lucca all have direct connections with Florence by train.

2. How Far is Tuscany from Florence?

Tuscany is very close to Florence and only about 9 kilometers away. Therefore, it could take you just twenty-five minutes to drive to Tuscany from Florence.

3. How to See Tuscany from Florence?

Some of the ways you could see Tuscany from Florence are by rental car, via one of the best Tuscany wine tours from Florence, or by train since two depart for Tuscany hourly.

One will take you to Siena directly while the other will take you to Empoli. Once in Empoli, you’ll have to change trains. However, one-way tickets for both trains usually cost just €6.80.

4. What to See in Tuscany in 3 Days?

With 3 days in Tuscany, you could spend your first day in Florence and see the Piazza Duomo, Giotto’s Bell Tower, and the Baptistery.

On day 2, make your way to Chianti and San Gimignano so that you can do some epic wine tastings and explore medieval architecture.

Finally, spend your third day in Siena where you can explore the Piazza del Campo, the Palazzo Comunale and Torre del Mangia, and the Duomo.

There you have it! That just about wraps up this guide to the best Tuscany wine tours from Florence.

Tell me, did your picks for the best tuscan wine tours from florence make the list if not then let me know., if you found this post helpful, sign up for our email list and join our facebook group for even more travel info..

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11 BEST Wine Tours in Tuscany from Florence in 2024

What are the best wine tours in Tuscany from Florence? How far is Tuscany wine region from Florence?

With my 100% Italian family still residing in the northern province of Cuneo (my maiden name!) and my grandfather’s homemade wine running through my veins, I can attest to Tuscany’s reputation as one of the best wine regions in Italy.

So, if you’re a wine lover visiting this iconic destination in Italy, you definitely don’t want to miss out on the region’s famous wines! From bold Chianti Classico to delicate Brunello di Montalcino, there are dozens of wine tours that will give you a taste of Tuscany’s impressive and diverse wine production that conveniently depart right from Florence.

But, in complete honesty… who wants to spend hours behind a computer researching the top wine tours from Florence trying to figure out which one is the perfect fit for their group? I do. And I did!

Don’t have time to read the whole post? No problem!

The Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence is easily the #1 tour on this list!

⭐ 2,800+ 5-Star Reviews ⭐ 9 Wine Samples & 2 Olive Oil Samples ⭐Traditional Tuscan Lunch

This post was created by vetting dozens of local companies running their business out of Florence, among other popular regions in Tuscany. I scoured reviews, made note of what the tours included, and found the top 11 that are deserving of a spot on your Italian vacation!

I’ve also gone ahead and broken it down into the best overall tours for your money, the top private wine tours, the leading luxury wine tours in Tuscany, and for those of you who are short on time, even the best half-day Tuscan wine tours.

I’ve also included ample information after these tours on the best time to take a wine tour in Tuscany, how much these tours typically cost, if it’s actually worth taking one of these Tuscan wine tours, what to pack, and more!

11 BEST Wine Tours in Tuscany from Florence

🍷1. chianti wineries tour with tuscan lunch and san gimignano.

Possibly the #1 tour on this list for those who want to learn about the winemaking process and indulge in numerous wine samplings across multiple Tuscan vineyards, the Chianti Wineries Tour with Tuscan Lunch and San Gimignano should be high on your radar!

Guests are not only treated to air-conditioned transportation (a dealbreaker in the summer heat of Tuscany), but also a multi-course Tuscan lunch to round off this full-day tour. Departing from the Florence city centre, this tour also makes a stop at the medieval village of San Gimignano, where guests have free time to wander or enjoy a guided visit if they please.

With expert knowledge from your guide on how wine is made and produced in Tuscany, it’s easy to see why this all-inclusive tour is one of the most popular in Florence!

🍷2. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

Looking for one of the best full-day wine tours in Tuscany from Florence? Well, the Essence of Chianti Small Group Tour with Lunch was put at the top of this list for a reason! With visits to three exquisite wineries, a guided tour of the wine cellars (something not typically included!), and an incredible Tuscan lunch complete with numerous wine and olive oil tastings.

In addition to providing some time to discover the enchanting medieval village of Greve, situated on the outskirts of the iconic Chianti wine region in Tuscany, this full-day wine tour offers a comprehensive experience that is carefully paced and unquestionably worth every penny!

🍷3. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

As crazy as it is to say, this tour has over 12,000 5-star reviews . Honestly, that’s all I would need to hear to book it, but it’s also good to note that this 11-hour tour provides a guided tour of Siena with entry to the Gothic Cathedral, allows ample time for exploring the stunning towns of San Gimignano and Pisa, and even an authentic Tuscan lunch at one of the most scenic wine estates in the region.

Need I say more? Well, you also get four immaculate wine tastings, all-day transportation in an air-conditioned vehicle, and a professional English-speaking guide able to answer your questions for the entire day.

Probably in the top 5 wine tours in Tuscany, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery is an easy yes in my book!

Private Wine Tours from Florence

🍷4. chianti wine tour with tuscan lunch open top van max 6 pax.

What better way to experience to sun shining over the vineyards in Tuscany than with an open-top van? This Chianti Wine Tour is the perfect choice for those wanting a more intimate wine tasting experience, or for anyone looking for one of the most scenic ways of seeing Tuscany!

Your knowledgeable guide will take you to two different wineries and provide history, tastings of fine wine, and a delicious Tuscan lunch inside a local cellar. I’ve also heard that these tour guides are wonderful about making quick stops along the way if they see a good photo opportunity!

And with a maximum of six people per tour, this is the ideal option for small groups or couples looking for a very small-group experience. Just know that if you only book 5 or less spots, there is always a chance that somebody else joins your group.

🍷5. Semi Private Deep Wine Chianti and San Gimignano from Florence

Since there are extremely few options for fully private Tuscany wine tours that actually include wine tastings at the wine estates they’re bringing you to , I decided to include this “semi-private” tour instead.

This 8.5-hour tour has a group maximum of 8 people so you’ll still get that small group feel, and even includes a bottle of prosecco for your group in addition to your wine tasting, olive oil samples, and Tuscan lunch!

Plus, with free hotel pick-up and drop-off, this is a fantastic pick when it comes to private wine tours in Tuscany from Florence.

Luxury Wine Tours in Tuscany from Florence

🍷6. chianti safari: tuscan villas with vineyards, cheese, wine & lunch from florence.

Easily the #1 tour on this list (at least in my opinion), the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence has over 2,800 5-star reviews with a highlight of riding in a 4×4 minibus that allows you to go off-roading in the hills of Tuscany!

During this 9-hour tour, you’ll visit two stunning wine estates and be treated to numerous wine tastings (9 to be exact), extra virgin olive oil samplings, and local cheese tastings, as well as an impeccable 3-course Tuscan lunch.

Guests who opt for the Chianti Safari tour versus other tours on this list will get to see some off-the-beaten-path spots in Chianti that many other visitors miss, making it one of the most unique and authentic experiences you could book in Tuscany.

🍷7. Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting, Chianti Winery

When it comes to small group wine tours in Tuscany from Florence, the Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting and Chianti Winery Tour is easily one of the top-rated and luxurious!

Not only do you get to explore the beautiful Tuscan countryside on horseback, but you’ll also enjoy an indulgent 3-course Tuscan lunch, some sightseeing time in San Gimignano, and a wine tasting at a local winery.

Definitely one of the best options on this list, it’s no wonder why this tour always books up months in advance!

🍷8. Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

Winner of Viator’s Badge of Excellence, the Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing is a perfect option for those looking to visit multiple iconic Tuscan destinations in one day while still experiencing the region’s wine culture.

Departing from Florence, this full-day tour includes visits to the famous leaning tower of Pisa, the stunning medieval towns of Siena and San Gimignano, and a delicious Tuscan lunch complete with a wine pairing at a local wine estate.

Half Day Wine Tours from Florence

🍷9. small-group wine tasting experience in the tuscan countryside.

This small-group Tuscany wine tasting tour from Florence has over 3,400 5-star reviews and for good reason! At just shy of 5 hours in duration, your impressive tour guide will jam-pack as much into this tour as they can.

With visits to two different wineries, both including several wine and olive oil tastings, you’ll get a full picture of the Chianti wine region in Tuscany in just half a day. Plus, you’ll get to sample cheese, salami, cured ham and bruschetta at the second winery!

This tour also includes transportation to and from Florence, so all you have to do is show up and enjoy the wine! If you’re looking for a quick and hassle-free way to taste delicious wines in Tuscany, this is definitely the #1 half-day tour on this list.

🍷10. Chianti Wine Tour from Florence

One of the most affordable options on this trip, the Chianti Wine Tour from Florence is perfect for those on a budget but don’t want to miss out on experiencing Tuscan wine culture.

Lasting about 5 hours, this tour will take you to two different family-run wineries, where you’ll taste some of the region’s best wines including Chianti Classico. You’ll also get to enjoy a few tastings of traditional Tuscan food with stunning views of the countryside. Plus, transportation is included!

🍷11. Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting

Now, I know this one is a bit different than the other tours on this list, but if you’ve been dying to take a pasta-making class while in Italy… why not combine it with a wine pairing? At just 3.5 hours long, the Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting is the perfect addition to your Florence itinerary!

You’ll spend the morning or afternoon in a 900-year-old Tuscan castle while learning how to make pasta from a local master . Plus, you get to eat your work! Not to mention, you get to enjoy 3 amazing wine options right from Tuscany with your lunch.

If you’re short on time and want to combine your lunch and Tuscany wine tour, this is the #1 option!

FAQ: Wine Tours in Tuscany from Florence

In this last section, I’ll be answering some essential questions in regard to these Tuscany wine tours including the best time to go on a wine tour, average cost, what to pack, and more!

What is the Best Time to Take a Wine Tour in Tuscany?

The best time to take a wine tour in Tuscany is during the fall harvest season, from mid-September to early October .

This is when the grapes were most recently harvested at their ripest and most flavorful, making for an incredible wine-tasting experience! However, if you’re unable to visit during this time, don’t worry! Tuscany’s mild climate makes it a fantastic destination for wine tours year-round.

What is the Best Wine Tour in Tuscany from Florence?

The best wine tour in Tuscany from Florence, in our opinion, is the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence tour .

This full-day tour offers a unique and authentic experience, taking you off the beaten path to explore historic Tuscan villas and estates, enjoy wine tastings accompanied by local cheeses, and indulge in a traditional lunch complete with additional extra virgin olive oil tastings and epic with panoramic views.

Plus, the 4×4 minibus transport allows for a more immersive journey in the Tuscan countryside that no other tour on this list offers!

Is it Worth Taking a Tuscan Wine Tour?

Tuscany wine tours are definitely worth taking if you’re interested in learning about the region’s famous wines, want to see a local wine cellar or vineyard, or even just are fond of wine tastings!

These tours offer a unique and authentic experience, and you’ll learn a lot more about the process of winemaking, the history behind it, and appreciate tasting the wines even more. Plus, you’ll get to visit stunning countryside landscapes and charming villages along the way!

How Far is Tuscany Wine Region from Florence?

Florence is actually the capital of the Tuscany wine region, so it’s quite close! The Chianti wine region near the city of Greve, one of the most popular areas for wine tours, is only about 40 minutes to an hour’s drive from Florence.

Can you Visit Wineries On Your Own in Tuscany?

While it is possible to visit wineries on your own in Tuscany, it’s highly recommended to go with a tour guide or organized tour. Many wineries require advanced reservations to enjoy their wine tastings and visits to their vineyards which is much easier to do if you have a local company take care of it for you.

Plus, thanks to the affordability of many of these tours, they don’t often cost much more than doing a self-guided tour! Furthermore, they include transportation, a local expert guide, advanced reservations at the local wineries, wine tastings, and many times even lunch or snacks!

Without a doubt, opting for one of these wine tours in Tuscany from Florence will be well worth the extra investment for the added convenience and expert knowledge.

What Should I Pack for a Wine Tour in Tuscany?

For a comfortable and enjoyable Florence wine tour experience, here is a list of things you should consider packing:

• Comfortable walking shoes : Girls, I know you want cute pics of your Insta-perfect winery outfit complete with heels and a sunhat, but many tours will include a lot of walking or exploring dirt-covered vineyards on foot.
• Sunscreen and a hat : Speaking of hats, be sure to bring along some sunscreen as well to protect you from the sun, especially if you’re touring during the summer months.
• Light jacket or sweater : Evenings in Tuscany and cool off significantly, plus it’s best to be prepared for rain or unexpected chilly weather.
• Water and snacks : You’re going to be doing a lot of drinking, so it’s good to stay hydrated. Plus, if your tour doesn’t include lunch, you’ll be happy to have something to hold you over until you find your next Italian meal!
• Camera or phone : You will want to capture the fun memories and beautiful scenery along the way!

Do You Need Reservations for Wine Tastings in Tuscany?

Yes, it is highly recommended to make reservations for wine tastings in Tuscany, especially during peak tourist seasons . This ensures that you have a spot reserved at the winery and can also allow for a more personalized experience with the winemakers or tour guides.

Fortunately, all the wine tours mentioned above come with prearranged reservations for the wineries they visit. By choosing one of these tours, your reservations are already taken care of!

What is the Closest Wine Region to Florence Italy?

The closest wine region to Florence is Chianti, located about 40 minutes to an hour’s drive from the city . Other popular wine regions close to Florence include Montalcino and Montepulciano, both within a 2-hour drive from the city.

No matter which region you choose to visit, you’ll be treated to stunning views of rolling hills, charming villages, and of course, delicious wines!

Is Florence Good for Wine Tasting?

Florence is an excellent destination for wine tasting, as it sits in the heart of Tuscany – one of Italy’s top wine regions ! From Florence, you can easily access some of the most famous and beautiful wineries in Tuscany, including those mentioned in this guide.

There are also plenty of wine shops and enotecas (wine bars) throughout Florence, making it easy to sample and purchase a variety of wines during your trip. Plus, some restaurants offer wine tastings as well, giving you the opportunity to try local wines with a local meal.

What are the Best Wines To Try in Florence Italy?

Some of the best and most famous wines to try in Florence, Italy include Chianti Classico, Brunello di Montalcino, Montepulciano d’Abruzzo, and Vino Nobile di Montepulciano . These wines are all from the Tuscany region and are produced using traditional methods that have been perfected over centuries.

However, don’t limit yourself to just these famous wines – be sure to try a variety and discover your own favorites! With so many delicious options, you can’t go wrong with any wine tasting experience in Florence.

Can You Get to Chianti from Florence by Train?

Yes, you can get to Chianti from Florence by train , but it will usually require at least one line change and often takes around 2 hours. If you don’t have a rental car, then the best way to travel between the two is via a guided tour with hotel pick-up and drop-off like the ones above.

Otherwise, you can take the local bus which usually costs about $10 one way.

How Much Do Wine Tours in Florence Cost?

Wine tours in Florence usually range from $50 to over $200 per person, depending on various factors such as the number of wineries visited, type of tour (group or private), duration, and inclusions like lunch or transportation.

The average cost for a group wine tour with transportation and visits to 2-3 wineries is around $100-$150 per person. Private tours, which offer more flexibility and personalization, tend to be more expensive, starting at around $150-$200 per person for a half-day tour.

Keep in mind that while these tours may seem pricey, they often include tasting fees, transportation, and sometimes even lunch or other food tastings, making them well worth the investment for a hassle-free wine tour experience.

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The best wine tours from Florence offer the perfect opportunity to explore Italy’s most famous wine region while simultaneously providing the chance to learn about the wine-making process with seemingly endless vineyards as the backdrop.

The best part about these tours is they take care of all the logistics associated with going on a wine tour in Tuscany without the stress of planning your own transportation and reservations! So don’t forget to pack comfortable shoes, water, sunscreen, and a camera before embarking on one of these top wine tours in Tuscany from Florence .

Hey there! I'm Emily Concannon, a seasoned globetrotter who has backpacked her way across over a dozen European countries, immersing myself in the diverse cultures, languages, and cuisines of the region.

My passion for travel transcends personal experiences; I've spent years learning how to transform my globetrotting knowledge into personalized itineraries for fellow travelers worldwide.

With a tally of 26 countries (and counting!) under my belt, my day job involves extensive research on different countries which often leads me to booking a new adventure every chance I get!

15 Best Tuscany Wine Tours From Florence in 2024

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Home » 15 Best Tuscany Wine Tours From Florence in 2024

Have you been wondering about which Tuscany wine tour from Florence you should book? I’ve got you covered!

Tuscany is one of the most beautiful regions in Italy, and wine tours from Florence can be a fantastic way to experience the local culture and check out some of the country’s finest wineries.

🏆 BEST WINE TOUR FROM FLORENCE

Don’t have time to read the whole article? The best choice is this 1/2 day small-group tour: Small-Group Wine Tasting Experience in the Tuscan Countryside

As someone who has traveled to Italy three times, I can assure you that there is no shortage of amazing wines in Tuscany! I’ve spoken to travelers who want to visit Tuscany for wine tasting but are scared to book a tour – worried that it won’t be worth the money or have good wines on offer. Joining a tour is a must if you plan on wine tasting, as driving after may not be safe. Ensure a fun, worry-free experience by letting someone else do the driving while you indulge in all the wine you desire!

Here is a list of our top favorite Tuscany wine tours from Florence.

Quick Guide: Best Wine Tours From Florence to Tuscany

After a quick list of the top wine tours in Tuscany from Florence? Here are the best Tuscany wine tours.

Small-Group Chianti Wine Tour from Florence

• Half-Day Tour (Around 4 hours)
• Small Group Tour (Max 25 people)
• Visit 2 Chianti wine estates and taste 6 different wines
• Explore the cellars and discover the art of winemaking.

Chianti Safari

• Full-Day Tour (About 9 hours)
• Small Group Tour (Max of 26 travelers)
• Visit a wine estate and historic villa and taste 9 samples of wine
• Traditional Tuscan Lunch at a winery restaurant with breathtaking views

Vespa Wine Tour from Florence

• Half-Day Tour (Around 6 hours)
• Small group tour that is limited to 15 people
• Ride along the scenic hillside and visit two wineries while riding a Vespa
• Stop for a traditional Tuscan meal at a Farmhouse and taste the famous Chianti wines

Best 15 Tuscany Wine Tours From Florence

Here is your guide to the best Tuscany wine tours From Florence for travelers who would like to taste Italian wine during their Italian vacation. Your only task is to choose one!

1. Small-Group Chianti Tour from Florence

Tour Overview:

• Tour Type:  You’ll enjoy a more intimate Tuscan wine-tasting experience, as this smaller group-size tour of 25 allows for a familiar ambiance.
• Guest Rating: 5 Stars from over 2700+ travelers
• Tour Sights & Stops:  2 Different Chianti Wineries in the Tuscan Countryside
• Departure Point:  Piazzale Montelungo, Florence
• Length:  4 hours 45 minutes
• Check Tour Price on Viator

Tasting Italian wine in Tuscany is an experience unlike any other. Take this 4-hour small-group Wine Tasting Experience and explore two of the top-rated wineries in the Chianti Classico region.

Tour their cellars and learn how traditional methods are used to produce the best vintage.

Not only that, but you’ll also be able to sample 6 wines at both wineries, paired with local Tuscan specialties like cheese, salami, cured ham, and bruschetta.

Tuscan 1/2 day Wine Tasting We went on the 1/2 day tour to two vineyards. They were both amazing! The guide was friendly and informative. The view of the countryside and vineyards was breathtaking!!! I thought the tour was perfect, I as so happy we did it. Nancy_H   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note:

-Hotel pickup and dropoff is not included.

-The tour is only open to ages 12 and up, so no infants, please.

-Additionally, alcoholic beverages will only be served to those who are 18 and older.

Why You Will Love This Tour:

• This tour will have a maximum of 25 travelers, allowing for a more intimate and personalized experience.
• Vegetarians and those with gluten intolerances need not worry – special dietary requirements can easily be accommodated upon request in advance.
• You won’t just get to taste some fantastic reds typical of the Chianti region, like Chianti Classico Riserva Super Tuscans, Gran Selezione – your guide is also well versed in the history and culture of this beautiful area as well!

The small group Tuscany wine-tasting tour from Florence is the perfect way for travelers to get a taste of Italian wines without taking up a full day.

In just half a day, you will be able to tour some of the finest vineyards in Tuscany and enjoy 6 wine tastings of their carefully crafted wines.

So why not treat yourself to this unforgettable wine-tasting experience today?

2. Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

• Tour Type:   Full-day wine and food tour travel through the Tuscan hills by a 4×4 off-road vehicle departing from Florence
• Guest Rating: 5 Stars from over 2300 travelers
• Tour Sights & Stops: Historic wine estate (Villa le Corti), with lunch at Tuscan winery restaurant (Località Rignana), and Chianti Classico vineyard (Poggio Torselli).
• Departure Point:  Front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri
• Length:  9 hours

Indulge in a perfect Italian wine-tasting experience on this Chianti Safari Tour . Explore Tuscan villas and vineyards, and relish a sumptuous 3-course meal paired with award-winning wine.

Taste your way through nine rich wine varieties, perfectly complimented with cured meats and premium-quality olive oils.

At the first stop, you’ll be taken to a splendid winery owned by one of the most prestigious Italian aristocratic families.

Afterward, let your taste buds tingle with a tantalizing 3-course meal and wine at the second stop.

Finally, head to the last stop, where you’ll be able to taste two of the finest wines available.

So much fun! Beautiful views! Wow! We loved this tour. All tastings were amazing and at the most beautiful places. Lavi was an amazing host and tour guide. Her knowledge of the region and of wine was exceptional. The truck/van/bus was super comfortable. Lunch was delicious and we got plenty of time at each place to hang out or visit the grounds. Very worth it. IVONNE_N   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop off are not included.

– The tour is open to ages 18 and up only.

– Vegetarian options are not available and cannot cater to other alternative dietary requirements.

– This tour is not recommended for pregnant women and travelers with back problems.

• Explore the stunning gems of Chianti by embarking on an exhilarating off-road tour in a robust 4×4 vehicle.
• Provide a more personalized and intimate experience as this tour has a maximum capacity of 26 travelers.
• Conveniently located within close proximity to public transportation.

Embark on a wine adventure like no other – an immersive, unforgettable journey of flavors and aromas that’s sure to carve lasting memories!

3. Half-Day Chianti Wineries Tour with Food and Wine Tasting

• Tour Type:  Take a delightful half-day tour starting from Florence to visit two beautiful, authentic wineries nestled within the Chianti Hills.
• Guest Rating: 4.5 Stars from over 2100 travelers
• Tour Sights & Stops:  During the tour, you will visit two wineries. The first one, a larger producer, features modern techniques, while the second one embraces traditional methods and has a smaller size.
• Departure Point:  Piazzale Montelungo bus stop
• Length:  5.5 hours
• Check Tour Price on Get Your Guide

Indulge in a tantalizing Tuscan experience with this Chianti Wineries tour that features food and wine tasting in the breathtaking Florence region.

This tour includes a visit to two authentic vineyards that proudly produce the finest Italian wines where you will discover and tastes 7 different wines and sample other local delicacies.

Hear captivating stories from the guide as you learn all about the winemaking process and the materials used to produce barrels and explore the rich history and fascinating culture of this charming area.

Our favourite thing we did in Florence! Both the wineries were amazing especially the second one. We had about 8 tastings of different wines and the chance to explore the venues. Our guide during the bus trip also made it very entertaining would highly recommend! GetYourGuide Traveller – Australia   (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included. Unfortunately, pets are prohibited. It is recommended to avoid carrying bulky bags and luggage.

• During the tour, you will have the opportunity to visit two wineries.
• You have the option of buying wine by the bottle or box at both wineries. You can either take your purchase home with you or have it shipped.
• Following each wine-tasting experience, take a moment to bask in the beauty of Tuscany.

The Florence Chianti Wineries tour acquaints travelers with Italian wines, without requiring an entire day amidst the vineyards.

This is one of the best half-day wine tours from Florence for those who don’t have enough time for a full-day experience.

This tour promises not only informative insight but also a delightful experience that will leave you with a lasting impression.

4. Small Group Tuscany by Vespa Wine Tour

• Tour Type:  This tour has a maximum capacity of 15 individuals, offering a close-knit experience. Designed for those who don’t want to drink too much as you will have to drive on your own scooter.
• Guest Rating: 4.5 Stars from over 600 travelers
• Tour Sights & Stops:  Chianti Road (Very Scenic), Fattoria di Bagnolo (for a cellar visit, wine tasting, and lunch), and Greve in Chianti
• Departure Point:  Piazza Mentana in Florence
• Length:  6 hours

Looking for a unique and thrilling way to experience Italian wine in Tuscany? Look no further than this small-group Tuscany by Vespa !

Not only will you get to tour the region in style, but you’ll also get to enjoy a traditional Tuscan meal at a castle.

Savor the taste of local olive oils and prestigious Chianti wines during a visit to one of the region’s most renowned wineries.

All the while, enjoy the stunning scenery and the thrill of zipping through the countryside on a Vespa. Don’t miss out on this unforgettable adventure!

This tour was definitely worth the money! We rode the Vespa’s for a long amount of time, the tour included a sandwich and then a full wine tasting and dinner at the end. The tour guides were great as well. Overall great day and would recommend it to anyone looking to experience the Chianti countryside! Philip_G   (Read More  Review on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Single- or double-seater Vespas are available. A valid driver’s license is required, but a motorcycle license is not. Passengers between 12 and 18 years old are permitted.

• Children from age 12+ can join this tour as a passenger on the Vespa.
• Experience the thrills of riding a single- or double-seater Vespa on a scenic hillside, with stops along the way for photo opportunities and a guided visit to one winery.
• A yummy typical Tuscan meal is included in the price of this tour.

Discover the alluring Tuscan countryside like never before with small group tours on Vespa!

Savor the essence of Italy and choose from a morning or afternoon tour to indulge in the aroma of world-renowned Tuscan wine.

Perfect for wine lovers and anyone seeking a unique Italian adventure!

5. Chianti Wine Tour with Tuscan Lunch, Visit to San Gimignano and Organic Wineries

• Tour Type:  Explore the beautiful Chianti wine cellar and vineyards on a day trip, with a guided visit to San Gimignano (for a group of max 16 travelers).
• Guest Rating: 5 Stars from over 500 travelers
• Tour Sights & Stops:  San Gimignano’s first winery, San Gimignano 1300 museum, second winery, and Piazzale Michelangelo
• Departure Point:  Curtatone Firenze
• Length: approx 8 hours

Take in the essence of Tuscany on a Chianti Wine Tour, savoring the world-renowned flavors of Italian wine.

The itinerary features organic wineries where you can enjoy tastings alongside a traditional Tuscan lunch.

Explore the charming medieval village of San Gimignano , with its stunning hilltop location and renowned museum, San Gimignano 1300. Stroll the quaint squares before journeying on to the second winery.

Lastly, visit Piazzale Michelangelo, where you can gaze at Michelangelo’s replica Statue of David as it stands proud at the plaza’s center.

We loved this trip! It was the perfect way to spend the day in Tuscany. Our guide, Christian, was wonderful! He was friendly and taught us so much about Florence/Tuscany. The two wineries we visited were outstanding, we enjoyed our visit to San Gimignano, and the lunch was delicious. Everywhere you looked there were breathtaking views. This is a must do in our opinion! Emma_L(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included.

• The place offers accessibility for wheelchairs and strollers, as well as the availability of infant seats.
• A vegetarian option is available and can accommodate any specific dietary requirements travelers may have.
• A private tour can be arranged at request.

Indulge in Italian wine amidst the stunning hilltop medieval village of San Gimignano, through the Chianti Wine Tour with Tuscan Lunch.

Experience a world-champion gelato and relish the most breathtaking panoramic view of the surrounding landscape.

Perfect for travelers searching for an authentic Tuscan experience.

6. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery

• Tour Type:  This tour is more of a sightseeing tour, however, it does include lunch and wine tasting at a winery.
• Guest Rating: 5 Stars from over 11500 travelers
• Tour Sights & Stops:  Siena, San Gimignano, Pisa and Lunch at a Winery
• Departure Point:  Piazza della Stazione
• Length: approx 11-12 hours

Experience the allure of Tuscan wine country on a day trip from Florence!

Begin your adventure exploring the stunning medieval city of Siena and taking in its grand cathedral before basking in the serenity of the Chianti hills.

A sumptuous 3-course lunch, showcasing the finest in local Tuscan cuisine, awaits, along with an indulgent wine tasting in a Tuscan winery.

Your journey continues with a stroll through charming San Gimignano and culminates at Pisa’s Cathedral Square, a UNESCO World Heritage Site that boasts the iconic Leaning Tower of Pisa.

This day trip is an exceptional way to explore Tuscany’s beauty, history, and world-renowned culture.

Highly recommend this tour… The tour was a ton of fun, be prepared for some walking but each town you visit is so different in history and character that alone we would never have been able to learn or discover. The wine/lunch add-on is 100% worth it, we left with 6 bottles of wine and the food was delicious. The farm is such an extraordinary and beautiful place. We also did the Pisa tower add-on, the climb is doable and the view from the top is really something. We watched the sunset from the top and it was very memorable. VictoriaG(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-Hotel pickup and drop-off are not included. -There is an admission fee to enter the Siena Cathedral. -Wine tasting is only available on tours that include lunch. -Visitors looking to explore the Leaning Tower should book their tickets in advance to secure guaranteed entry -While visiting the Leaning Tower of Pisa, please note that children under 8 years of age are not admitted. -Unfortunately, due to uneven surfaces, individuals with walking disabilities or those using wheelchairs are discouraged.

• Indulge in a sumptuous farm-style lunch, with vegetarian and gluten-free options readily available.
• Operates regardless of the weather conditions.
• Explore two of the world’s most stunning and culturally significant UNESCO World Heritage Sites!

Embark on a wondrous day trip through the charming Tuscan wine region, where you’ll visit three enchanting locations.

The Tuscany Day Trip from Florence offers stops in the stunning cities of Siena, San Gimignano, and Pisa, with a delightful winery lunch for good measure.

Discover the heart of Italy’s wine country while tasting some of the finest vintages.

7. E-Bike Florence Tuscany Ride with Vineyard Visit

• Tour Type: Tour a vineyard on the outskirts of Florence conveniently and efficiently on an e-bike.
• Guest Rating: 5 Stars from over 480 travelers
• Tour Sights & Stops:  San Domenico Fiesole, Chiesa di Santa Maria Assunta, Agriturismo Poggiopiano, Piazzale Michelangelo
• Departure Point:  Via San Gallo
• Length: approx 4-7 hours

This E-bike Florence Tuscany ride with a vineyard visit is a must-do for travelers seeking a taste of Italian wine in Tuscany.

Immerse yourself in the experience as you ride an electric bike to a countryside vineyard in Fiesole, an ancient hill town above Florence.

Indulge in a wine-tasting session and purchase a picnic of authentic Tuscan products at a bespoke vineyard.

To top it off, relish in the romantic views of the city from the stunning Piazzale Michelangelo.

This journey promises a truly unforgettable experience.

Can’t beat this tour! Would recommend as your first tour in the area so you know your way around Florence. Awesome views with vineyard visit. Shipped some delicious wine back to the states… You won’t regret taking this tour!!! John was awesome. Eric_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Must know how to ride a bike.

– Not recommended for children aged 1 year and below.

– Children aged 7-12 are ineligible to participate in this activity while children weighing less than 22kg and aged between 1 to 7 years are required to ride in child seats.

• Explore your own pace with this self-guided tour! Rent an E-bike and receive a GPS device for your independent exploration.
• Experience the flavors of Chianti without embarking on a long day trip.
• Relish a glass of wine while purchasing a picnic basket filled with typical Tuscan delicacies at a charming boutique vineyard.

Discover the charming vineyards around Florence with the e-bike Florence Tuscany ride – now it’s easier than ever with e-bikes!

This allows easy exploration of Italian wine territory in picturesque Tuscany for an unforgettable experience!

8. Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

• Tour Type:  A self-drive wine-tasting experience in a group with a tour leader in his own Fiat – driving a vintage Fiat 500 from the 1960s.
• Guest Rating: 5 Stars from over 400 travelers
• Tour Sights & Stops:  15th-century Renaissance villa and wine estate in the heart of Tuscany
• Departure Point:  Via Corbinaie
• Length: approx 4 hours

Indulge in a once-in-a-lifetime experience while visiting Tuscany – explore the rolling hills, picturesque vineyards, and enchanting olive groves on a guided tour in a vintage Fiat 500!

Embark on a journey through the luscious Tuscan countryside as you drive from Florence to a 15th-century Renaissance villa & wine estate.

Experience a 1.5-hour tour of a prestigious Super Tuscan wine estate. Explore vineyards, cellars, and savor local wines.

Indulge in a light lunch in the wine cellar and unwind on the beautiful grounds.

We had an absolutely amazing time on this excursion. Bella and her father were wonderful hosts and clearly love their Fiat 500 family. The cars were so much fun to drive and we spent so much time driving through Tuscany that you felt like you were back in the old days of Italy. Everything was very relaxed, fun, energetic and as professional as it gets. The lunch and wine tasting was a blast. We learned so much history and tasted some great wines. We even left with a bottle of wine because it was that good… Do yourself a favor and book this excursion. If we ever make it back to Florence, I’m booking this again! Shawn_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

• The minimum age is 18 years to drive. Bring your driver’s license.
• Familiarity with operating manual gears is a must.
• Each booking must have a minimum of two people.
• We recommend that the designated driver in your group spits out the wine rather than swallowing it.
• There is a fuel surcharge
• Sit down in the wine cellar to enjoy a yummy light lunch of crostini, meats, and cheeses. 
• Discover the acclaimed Super Tuscan wines of the region during an immersive 1.5-hour tour at our esteemed wine estate.

Soak up the charm of this delightful Italian region, sample the incredible cuisine, and savor the sensations of a self-drive vintage Fiat 500 tour that will stay with you forever!

9. Florence Sunset Wine & Food Tour with Eating Europe

• Tour Type: For those who have limited time, but still want to taste some of the Chianti wines right in Florence.
• Tour Sights & Stops:  Florence
• Departure Point:  Piazza Santo Spirito
• Length: approx 3.5 hours

If you’re a traveler looking to taste some exquisite Italian wine while in Tuscany, the Florence sunset wine & food tour with Eating Europe is just what you need!

You’ll get to visit Florence’s Official Wine Windows, as well as a secret centuries-old wine cellar, where you’ll savor delicious artisanal cheese and freshly sliced cured meats made by local producers.

But that’s not all! You’ll also learn to make a perfect Negroni, Florence’s most famous cocktail, and sip on the best Tuscan wines, from Chianti Classico to Super Tuscans.

As you end the day, indulge in a real gelato and learn the difference between the “fake” ones, all while being treated to great storytelling.

This was a great walking tour. Our guide was excellent. Good for adults of any age. There was plenty of wine and food. We thoroughly enjoyed ourselves! Cheryl_H(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-A minimum of 2 guests is required for this activity. If this requirement is not met, it will be rescheduled or provide reimbursement.

• Discover the captivating tradition of wine windows in the charming city of Florence.
• Experience the marvels of Tuscan “cucina povera” – the exquisite craft of zero-waste cuisine, in perfect harmony with the sublime indulgence of Super Tuscan fine wine.
• Experience the charm of a historic Trattoria, where tradition meets innovation. Witness the master chef skillfully tossing and perfectly plating pasta, capturing the essence of culinary excellence.

This is one of the best Florence wine tours if you don’t have time for a full day trip.

You’ll be able to Visit Florence’s Official Wine Windows, sampling 14 different wines from 6 different tasting locations – after that, enjoy a Negroni cocktail demo and drinking session, all served with cheese and freshly sliced cured meats.

Book this tour today and let your adventure begin!

10. Full-Day Tuscany Wine & Food Tour with Guide

• Tour Type: Experience the authentic essence of the Tuscan wine region on a captivating small-group tour departing from Florence.
• Guest Rating: 4.9 Stars from over 400 travelers
• Tour Sights & Stops:  3 Wine Estates
• Departure Point:  Piazzale Montelungo

Discover the charm of Tuscany’s wine scene on this magnificent Tuscany Wine & Food Tour with Guide.

Indulge in an exquisite experience of visiting three remarkable organic wineries, where you’ll be treated to a delectable lunch paired with tantalizing local wines, balsamic vinegar, and olive oil.

Immerse yourself in the art of winemaking as you explore the farm and cellar, unveiling the secrets behind the wine’s creation.

To top off this enchanting journey, sit down to a delightful light lunch, featuring the winery’s own exceptional wines and delectable products.

Embark on this captivating adventure and let your senses be captivated by the enticing flavors of Tuscany’s renowned wines.

This tour was one of the highlights of our trip! 10/10 recommend. Sofia and Irene were wonderful guides. All three wineries were amazing and all very unique. The individuals at each winery were very knowledgeable. The wines were excellent! This tour far exceeded expectations. You will not regret doing it! GetYourGuide traveler – United States (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop-off are not included.

– Not suitable for children under 12 years – Pets are not allowed – Bring passport or valid ID

• Satisfy yourself with the flavors of locally produced wines, exquisite olive oil, and rich balsamic vinegar through tastings at three enchanting wineries.
• Enhance your experience with a small group tour, offering intimacy and engagement for an unforgettable journey.
• Explore Greve, renowned as the quintessential village that best embodies the essence of the region.

This remarkable small-group tour takes you on a journey from Florence, where you will discover three authentic wineries. This tour promises an exquisite taste of Italy’s finest!

11. Tuscany Wine Tour (For 18 – 39 Year Olds )

• Tour Type: This tour is specifically for young adults aged 18 to 39 years old.
• Guest Rating: 5 Stars from over 380 travelers
• Tour Sights & Stops:  2 Wine Estates plus San Gimignano
• Departure Point:  Parcheggio Oltrarno
• Length: approx 7 hours

Indulge in a captivating full-day social wine-tasting tour for 18 – 39 year olds , immersing yourself in the heart of the Tuscan countryside.

Explore 2 unique wineries, each offering a tantalizing array of regional varietals like the renowned Chianti Classico and the esteemed Super Tuscan.

Delve into the artistry of traditional winemaking methods, as knowledgeable guides illuminate the intricacies of each glass.

Don’t miss the opportunity to wander through the marvels of San Gimignano, a beautifully preserved medieval village that adds an extra touch of magic to your extraordinary wine-filled expedition.

A great day for wine tasting! The tour was very organized, nice bus to transport us, amazing views and great staff. Would definitely use the company again for other excursions in Europe. Carly_S(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: :

– Hotel pickup and drop-off are not included

– Minimum age is 18 years old, kids are not allowed.

– This tour/activity can accommodate a maximum of 40 travelers. – Not recommended for pregnant travelers

• An enthusiastic wine producer will guide you in discerning distinct flavors and honing your palate.
• Indulge in the flavors of four distinct wine varieties, including the renowned Chianti Classico, Brunello of Montalcino, and Super Tuscan wines.
• San Gimignano boasts a splendid selection of shops that offer a diverse range of locally crafted goods and produce.

Experience the Tuscan Wine Tour, a delightful 1-day excursion that indulges travelers with a selection of seven exquisite Italian wines.

Perfect for younger wine enthusiasts seeking to discover and appreciate the essence of Italian winemaking.

12. Montalcino, Orcia Valley, Pienza, and Montepulciano – Wine- and Cheese-Tasting Guided Tour

• Tour Type: Full-day trip for those who want to combine a Brunello wine tour from Florence with a bit of sightseeing
• Guest Rating: 4.5 Stars from over 300 travelers
• Tour Sights & Stops:  Montalcino (visit to a wine cellar/museum), Pienza, Val d’Orcia, and Montepulciano plus a visit to a winery.
• Length: approx 11.5 hours

Join this sightseeing plus wine and cheese tasting tour , designed for travelers eager to savor the best of Italian wines in the scenic Tuscany region.

Delight in visits to the charming hill towns of Montalcino, Montepulciano, and the UNESCO World Heritage site of Pienza.

Indulge in the taste of renowned regional wine varietals, including the esteemed Brunello and Vino Nobile, accompanied by delectable local cheese.

This tour includes a visit to a wine cellar/museum in Montalcino, where you’ll explore the fascinating wine cellars and savor a delightful tasting of the world-famous Brunello wine.

The tour also includes a visit to a winery in Montepulciano with a tasting of the “Vino Nobile” and some tastings of Pienza’s pecorino cheese.

This tour was perfect for us because we wanted to experience the Tuscany region without renting a car or committing a few days. Our tour guide, Elisabeth, and driver, Sergio, were wonderful people… We had a wonderful time and highly recommend this to anyone looking to visit and experience several sights of Val d’Orcia in one long day-trip. Airi_W(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Please arrive at the tour departure location 20 minutes prior to the scheduled start time.

• Experience a delightful one-day tour aboard a comfortable coach bus.
• Embark on a journey to explore renowned filming locations that have become popular tourist destinations.
• Explore the charming hill towns of Montalcino, Montepulciano, and the World Heritage-listed Pienza, a delightful trio that promises a truly enchanting experience.

Experience the ultimate wine and cheese tasting adventure on the Montalcino, Orcia Valley, Pienza, and Montepulciano guided tour from Florence.

This one-day excursion offers round-trip transportation for added convenience, allowing travelers to indulge in the exquisite flavors of Italian wine in the beautiful region of Tuscany.

Experience the allure of Tuscany in an engaging and memorable way!

13. Val D’Orcia: Cheese and Wine Tasting Tour from Florence

• Tour Type: Visit the Val D’Orcia Valley on this day trip from Florence and explore the towns of Montalcino, Pienza, and Montepulciano on a round-trip bus tour.
• Guest Rating: 4.4 Stars from over 200 travelers
• Tour Sights & Stops:  Val D’Orcia, Pienza, Montalcino, Montepulciano with 2 wine tasting stops.
• Departure Point:  Piazzale Montelungo Bus Terminal 

Embark on a captivating Cheese and Wine Tasting Tour from Florence to the splendid Val D’Orcia region of Tuscany, a paradise for wine enthusiasts.

Indulge in a sensory journey as you visit a renowned wine estate in Montalcino, where you’ll be treated to an exclusive tour of the wine cellars and have the pleasure of savoring the world-famous Brunello.

Immerse yourself in the charm of Montepulciano as you explore a prestigious winery and delight in the distinctive flavors of the “Vino Nobile.”

To make your experience even more delightful, relish in enchanting tastings of Pienza’s exquisite pecorino cheese.

The experience was perfect! I was worried about how long the day would be, but it was such and easy day! Comfortable transportation and the winery’s were spectacular! Our guide was funny, easy going, and very knowledgeable! And our driver was stellar! I highly recommend this experience! GetYourGuide traveler – United States(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – Large or big bags are discouraged

• Experience the ultimate comfort of a roundtrip journey by GT Coach on a one-day tour.
• Indulge in a glass of wine as you explore the historic winery’s underground cellar, where the aged bottles rest beneath ancient walls.
• Free visit of Montalcino, Pienza, Montepulciano

This exceptional one-day roundtrip coach tour offers travelers the opportunity to indulge in the captivating beauty of Tuscany while savoring two splendid wine tastings.

Get ready to discover the essence of Italian wine in the heart of Tuscany, with free visits to explore Montalcino, Pienza, and Montepulciano.

14. Horseback ride, visit to S.Gimignano, Tuscan lunch, wine tasting, Chianti winery

• Tour Type: Join a small group full-day tour that includes one hour of horseback riding, a delightful lunch, wine tasting, and sightseeing in the picturesque town of San Gimignano.
• Guest Rating: 5 Stars from over 190 travelers
• Tour Sights & Stops:  San Gimignano + Chianti Winery
• Departure Point:  Via Curtatone

Embark on a captivating horseback ride through olive groves and picturesque Tuscan landscapes, immersing yourself in the charm of the region.

Traverse the stunning medieval village of San Gimignano, perched atop a hill, and delve into its rich history while visiting the renowned San Gimignano 1300 museum.

Satisfy yourself with an authentic Tuscan lunch, savoring the flavors of the region.

Then, elevate your wine knowledge with a guided tasting class, where you’ll learn about the nuances and complexities of Tuscan wines in an engaging and immersive environment.

An extraordinary journey that combines adventure, culture, and the exquisite taste of Italy’s finest wines awaits you in the heart of Chianti.

This was such an amazing experience! Small, lovely group, relaxed pace, friendly and knowledgeable guide – Michael. The town was charming and gorgeous. The wine tasting was excellent and the food was too. Views all along the way were some of the prettiest I’ve ever seen. My favorite part of our Italian vacation. Aimee_B(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Infants (0-6 yo) are not allowed to horse ride but can participate in the tour – Kids (older than 6 yo) are allowed to horse ride if they are taller than 1.10 meters – Not recommended for pregnant travelers

•  Experience a scenic one-hour horseback ride with abundant opportunities to capture stunning photos along the way.
• Indulge in an authentic Tuscan wine pairing lunch featuring three delightful courses at a picturesque winery in Chianti.
• Exploring the charming beauty of San Gimignano while enjoying world-champion gelato

Experience a delightful one-day tour in Tuscany, featuring a horseback ride, a visit to the charming S. Gimignano, a delectable Tuscan lunch, and an exquisite wine tasting at a renowned Chianti winery.

Indulge in the perfect blend of adventure, culinary delights, and a chance to savor authentic Italian wine amidst the picturesque beauty of Tuscany.

15. Wine Tasting and Dinner in the Vineyards of Chianti

• Tour Type: Embark on a delightful half-day tour, traveling in an air-conditioned coach or minivan with a cozy dinner capacity of 20-25 participants.
• Tour Sights & Stops:  Chianti Wine Estate
• Departure Point:  Villa Costanza
• Length: approx 5.5 hours

Experience the enchantment of wine tasting and dinner amidst the picturesque vineyards of Chianti, a must-do for travelers eager to delight in the essence of Italian wine in Tuscany.

Begin your journey by immersing yourself in the charming estate, relishing in its exquisite wines.

As you continue to explore the farm’s wineries, make sure you are carrying a glass with you and indulge in a variety of wine tastings along this charming wine route.

After the tastings venture into the serene vineyards, where a captivating evening awaits.

Under the gentle glow of candles and torches, serenaded by sublime music, indulge in a delightful array of local dishes, savoring the farm’s fresh products and pairing them with exquisite wine.

Let this extraordinary experience immerse you in the true essence of Tuscany’s culinary and viticultural heritage.

We were so glad we found and booked this experience. We only had 2 nights in Florence and this was well worth it. The scenery at the winery was spectacular. We loved the idea of eating in the vineyard and the experience as a whole was better than we even thought it would be. The food was fantastic and served feasting platter style for each table and was more than enough. We got to try a few reds and white’s from the winery as well as a desert wine to finish and these were all very good nice. Plus they were quite generous pours with the tastings. GetYourGuide traveler – Australia(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – This tour is not suitable for wheelchair users – If the weather turns inclement, dinner will be relocated to the restaurant within the estate.

• Bask in the warm glow of candles and torches while relishing farm-to-table cuisine in a charming open-air dinner setting. All are accompanied by a soft melodic backdrop, creating the perfect ambiance to delight your senses.
• A delightful journey of wine tasting at the exquisite wineries nestled on the estate, followed by a visit to the farm’s charming historic chapel.
• A vegetarian or celiac menu is available upon request

Embark on a mesmerizing half-day tour through the scenic vineyards of Chianti and engulf yourself in the delightful combination of wine tasting and dining.

Satisfy your senses with an array of delectable local dishes and fresh produce, paired elegantly with exquisite wines sourced directly from the farms of this captivating Italian region.

This enchanting journey is tailor-made for travelers yearning to discover the essence of Italian wine amidst the picturesque landscapes of Tuscany.

FAQs About Wine Tours of Tuscany From Florence

Here are some answers to some of the most commonly asked questions about the best wine tours of Tuscany from Florence.

The wine region of Chianti is an ideal day trip from Florence. It is a 30-kilometer (20 mile) drive to reach the rolling hills of the Tuscan countryside.

Chianti is an idyllic destination for wine enthusiasts, particularly if you choose to stay in Florence. Its allure as an Italian wine region makes it highly recommended for a memorable visit.

The easiest way to get around in Tuscany is either via rental car , bus, or by tour. If you love being more active you might like to explore the region on a bicycle.

They are not the same. Chianti is a stunning, mountainous area within the Tuscany region. It is located close to Florence.

Yes, it is not easy to get around without a car – you can easily rent a car in Tuscany . If you are doing wine-tasting we recommend a tour so you can enjoy as much wine as you want.

Final Thoughts on Florence Tuscany Wine Tours

Tuscany is one of the best places in Italy to experience great wine and beautiful scenery all in one place.

By taking a wine tour from Florence, travelers can taste the area’s delicious wines without having to worry about having to drive.

In addition to sampling amazing wines, travelers will also enjoy stunning views of iconic vineyards, charming castles, and olive groves as they journey through Tuscany.

Whether you’re a connoisseur or just looking for an incredible experience, a wine tour from Florence is sure to be an unforgettable adventure.

So get your Tuscan holiday started with a visit to one of the region’s many vineyards and make sure you raise a glass of local vino and soak up the Mediterranean beauty of it all!

Make sure to book your stay in one of the best neighborhoods in Florence for an unforgettable experience.

Hungry for some Florence authentic delicacies? Check out our recommended Florence cooking classes here.

If you’re headed to Florence with kids, find a list of things to do in Florence with kids here.

And if you are heading to other destinations in Italy, you will find our Italy blog posts helpful.

More Blog Posts About Tuscany:

• Family Tuscan Toad Trip Ideas
• Best Places to Visit in Tuscany
• Best Places to Visit in Northern Italy

Jolene Ejmont

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Life is Grape in Tuscany

Premium wine tours from florence exclusive small groups of max 8 people guided by local wine professionals.

Grape Tours in Florence is run by a bunch of Italian wine lovers.

With close to 20 yrs of experience, our premium guided wine tours go to some of the best wineries.

We support family-run wineries that are sustainable and offer high-quality wines.

The meeting point in central Florence is at our office,

now also a renowned  Wine & Cheese Bar  that you can visit at the end of your tour.

Finally, you can collect wine on your tour and ship your bottles home .

Take a moment to explore our selection of 9 distinct wine tours and choose the experience that suits you best.

Small Group Wine Tours from Florence

With a max group size of 8 people

discover the wines & foods of Tuscany

on one of our 9 different wine adventures:

Signature tour

Super chiant i.

When:   All year

Days:   Monday-Saturday

Time:   Start from Florence  at 9, 9.30 or 10 am - 7 hrs 

Size:   Max 8 pp

Price:   € 210  

SUPER CHIANTI

This is a delightful day trip to explore the rich flavors of the region just south of Florence, immersing yourself in its time-honored traditions of exceptional wine, olive oil, cheese, and meats.

Your journey will take you to two distinct organic wineries, where you'll gain insight into the concept of terroir, unraveling the secrets behind the production of Chianti and Chianti Classico. Your Grape guide will expertly guide you in distinguishing the unique characteristics of each wine.

Indulge in an extraordinary lunch at the renowned butcher Dario Cecchini, savoring traditional dishes and the iconic Bistecca.

In the morning, experience a tasting of at least 4 wines at a family-run winery in Chianti Fiorentino, followed by another tasting of 4 wines at a traditional Chianti Classico winery in the afternoon. Return with a full belly and cherished memories of Tuscany's enchanting wine country.

Grape Classics

  wine time.

When:  All year

Days:  Every day

Time:   Start from Florence  at 10.15 am - 5.5 hrs

Price:   € 170

WINE TIME 

Escape the city and become part of our delightful half-day Wine Time tour, venturing into the charming Chianti Montespertoli region to explore two distinct family-owned wineries.

Immerse yourself in the rich history of winemaking in Tuscany, uncover the secrets of local grape varieties, and, most importantly, delve into the wine cellars as you absorb captivating stories from the passionate winemakers.

Indulge in the sensory delight of tasting at least 8 different wines, and savor a delectable home-cooked Tuscan lunch at the second winery, creating an unforgettable experience for your palate.

Grape CLASSICS

Chianti & cheese.

When:   April-October

Days:   Monday-Friday

Time:   Start from Florence  at 9.45 am - 7 hrs

Price:   € 19 5

CHIANTI & CHEESE  

Embark on a leisurely excursion through the scenic Chianti and Chianti Classico region, exploring small organic wineries dedicated to crafting exceptional wines. Enjoy visits to three distinct wineries, indulging in multiple wine tastings throughout the day.

Experience a farm-to-table concept for lunch at a "natural wine" organic farm, where you'll relish a delectable three-course Tuscan meal.

The third winery will treat you to an award-winning dairy visit, offering a taste of some of Tuscany's finest cheeses alongside the concluding wine tasting of the day.

Grape CLASSICS 

CHIANTI TRADITION

When:   March-October

Time:   Start from Florence at 9.30  am - 6.5  hrs

Price:   €185  

Join in on this delightful day trip to the verdant heart of Tuscany, where you'll discover the production of one of the region's DOP extra virgin olive oils. Gain insights into the olive oil-making process, learn the art of tasting, and discern the characteristics of an exceptional olive oil.

The journey continues to a panoramic spot nestled on the ridges of the Chianti Classico mountains. Explore an organic-certified winery committed to biodynamic agriculture, with a cellar tour and a tasting of four delightful wines.

Proceed to another enchanting winery in a picturesque location. At this small, family-owned vineyard, savor three more wines paired with a delectable three-course Tuscan lunch.

When: April-October

Days:   Saturday

Time:   Start from Florence  at 9.45 a m - 7 hrs

Size:  Max 8 pp

Price:   € 18 5   

CARMIGNANO MEDICI WINES & VILLAS

Embark on a journey to the quaint DOCG region of Carmignano, where the cultivation of Cabernet dates back to the Renaissance! Immerse yourself in the rich history of the Medici family, woven into the fabric of Carmignano.

Explore two historic estates that now specialize in crafting top-tier organic wines.

Delight in the scenic vineyards and charming cellars throughout the day, indulging in tastings of exceptional wines, exquisite olive oil, and a freshly prepared lunch in a picturesque setting.

ELITE Experience

CLASSICO GRAND CRU

When:  April-October

Days:  Monday ,Thursday & Friday

Time:   Start from Florence at 9 am - 9 hrs

Price:   € 28 5

Venture on an exclusive semi-private day trip from Florence that grants you exclusive access to the inner workings of Tuscany's renowned wineries. Guided by our expert Grape guide, you'll traverse between estates, savoring private visits and tastings of Tuscany's most coveted wines.

Indulge in a sumptuous 3-course lunch set against the panoramic backdrop of Lamole, complemented by three additional wines crafted from the surrounding vineyards. A brief stop in Panzano allows you to marvel at the oenological wonders nestled in the Conca d'Oro valley.

ELITE Experience 

Brunello di montalcino.

Days:  Tuesday & Saturday

Price:   € 285

BRUNELLO di MONTALCINO

Embark on a comprehensive semi-private day trip to Montalcino, the birthplace of the revered Brunello di Montalcino. Immerse yourself in the region's rich viticultural heritage as you explore three wineries of varying sizes, situated in different areas around Montalcino.

Engage with owners and vineyard workers, savoring the wines at their origin.

Delight in a delectable lunch at the second winery, thoughtfully paired with several of the estate's finest wines. Make a brief stop in the charming Montalcino town to absorb the village's unique atmosphere.

SAN GIMIGNANO

Days:  Wednesday

Time:   Start from Florence  at 9 am - 9 hrs

TOWERS of SAN GIMIGNANO

Join us on a captivating journey to the enchanting town of San Gimignano, and indulge in a visit to one of the most distinguished wineries in this white wine region, celebrated for its unique approach and exceptional wines.

Proceed to a charming winery restaurant, where a delightful feast awaits, complemented by wines sourced from the renowned Chianti Classico.

Conclude your day at a splendid castle, where you'll explore the picturesque grounds and historic cellars, culminating in a memorable wine tasting within the castle's elegant rooms.

NOBILE DI MONTEPULCIANO

Days:  Thursday

NOBILE di MONTEPULCIANO

Embark on a unique journey to explore the captivating southern Tuscan wine region of Montepulciano. Our adventure begins with a visit to a family-owned winery in Montepulciano, boasting breathtaking views and exceptional wines.

Indulge in a delightful lunch at our favorite restaurant in the region, offering a culinary experience that will surely leave a lasting impression. A leisurely walk through Montepulciano follows, allowing us to savor the charming surroundings.

In the afternoon, our exploration continues with a visit to another outstanding winery in Montepulciano, ensuring a truly unforgettable day in this remarkable region.

View some of the wineries we work with here

Exclusive private tours.

We organize all-inclusive private guided wine tour experiences.

In Tuscany with Grape Tours

Visit 2 to 3 great wineries on a private escorted tour with our Grape guide in a region of your interest. Chianti Classico, Montalcino, Montepulciano, San Gimignano, Carmignano, Bolgheri...all the best wine regions 

Grapetrotters Journeys

Come on a Grapetrotters adventure with Grape Tours, multiple-day tours exploring renowned French regions like Bordeaux, Champagne, Rhone Valley, and Italian regions such as Sicily, Piemonte, and Veneto. Take a sneak peek at our carefully planned itineraries, and contemplate the possibility of joining us for an unforgettable journey:

Florence Meeting Point & Contact

All tours meet in central Florence: Via dei Renai 19 / 23R.

You will see the sign for our   Cheese & Wine Bar  "Formaggioteca Terroir" that you are also very welcome to visit after your tour to sip an extra glass of wine or to browse excellent wines to ship back home.

Ask a Grape Question: [email protected]

Grape phone number (unless urgent, we prefer you shoot us an email): +393337229716

Our guests have been amazing!

The good, the better & the GRAPE

We treasure every comment!

10 of The Best Wine Tours in Tuscany from Florence, Italy

This article may contain affiliate/compensated links. For full information, please see our disclaimer  here .

Table of Contents

What’s a trip to Italy without having some amazing ruby red super Tuscan wines from the Tuscany region? Florence is a common stop in many Italian travel itineraries and is the perfect home base to leave on a day or half-day wine tour adventure! Why coordinate transit and specific wineries to go to yourself? Tuscany wine tours are a way to have a relaxing day in the beautiful wine region in central Italy.

Can you take a train from Florence to Tuscany? Technically, yes you could take a train from Florence to Siena for example but there’s no easy way to get to the wineries unless you drive or hire a driver from there. This is an option, although it requires much more planning and logistics. So, I highly recommend taking a wine tour from Florence to Tuscany. It makes it a much more enjoyable experience! You can truly relax while the details and navigation is handled by a local.

There are many different types of wine tours. You may prefer a private wine tour of Tuscany vs. a small group wine tour. Both private wine tours of Tuscany from Florence and wine tours of Tuscany from Florence are included below so keep reading!

Let’s dive into the specifics of some of the best tours to leave the driving to the locals so you can enjoy the amazing Italian wine and have a truly relaxing day!

Best Wine Tour to Tuscany from Florence

If you don’t want to review all of the details for all of the tours here’s my TOP PICK! (I actually did this tour!)

3 Wineries in Chianti

You’ll visit THREE wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group wine tour. The day will start by gathering at a meeting point in Central Florence at the Tuscan Wine Tours office. 

This tour is just under a full day experiencing three different Chianti wineries. You’ll have a Tuscan lunch at one of the wineries is included in the tour. You will try over 12 different Tuscan wines throughout the course of your winery visits in Chianti.

A private guide and driver will whisk you all over Tuscany while you sit back and enjoy the beautiful scenery of the rolling Tuscan hills, vineyards, and olive groves. This is one of the best Florence wine tours in Tuscany!

# 10 One Chianti Winery & Day Trip to Siena

Do you want to have a wine tasting tour experience in Tuscany but multiple wineries in one day sounds like too much? This tour is perfect for you! It combines a trip to one Chianti winery, lunch, and a day trip to the gorgeous medieval town of Siena.

Traveling along the Chianti Road in Italy from Florence is sure to be a highlight of your time in Italy. In an air-conditioned van, you will enjoy this PRIVATE tour, wine, and extra virgin olive oil tasting without the hassle of logistics or even dealing with others. This tour is perfect for a honeymoon!

#9 PRIVATE Brunello Wine Tour from Florence

A private wine tour with your very own tour guide to the sought after wine region of Tuscany: Brunello di Montalcino. 

During your tour you will visit three wineries to tour their cellars, learn of their production methods, and of course, taste the delicious wine! Your lunch of local farm fresh specialties at one of the wineries is included in your experience. The food will be paired with your wine for an all encompassing but unforgettable experience.

#8 PRIVATE Siena & Chianti Classico Experience

A very in depth tour of Tuscany. This private tour has many stops in the Chianti Classico region of Italy.

Keep in mind, this tour does offer lunch to be arranged and a wine tasting that is an additional price to the actual tour so plan accordingly! This tour is more focused on other sights and learning the history of the region.

This is a great tour to take in some historical sights and wineries. The best of what Tuscany has to offer!

#7 PRIVATE Day Tour from Florence to The Chianti Region

If you want a VIP experience of a private tour and being picked up and dropped off at your hotel this is an excellent option. Although, only visiting two wineries in Chianti it will give you a taste of Tuscany but leave you wanting more.

You’ll also explore San Gimignano a beautiful medieval town in the rolling countryside of Tuscany.

This tour is more laid back if that’s what you’re looking for. A little more exploration and self paced day while also getting to see the Tuscan countryside and taste some delicious wine!

#6 Chianti Wine Tour, Siena Underground & San Gimignano

Don’t just focus on red wine! In this small group tour with multiple stops, you’ll get to sample white wine as well as the well known red wine, Chianti.

This tour starts and ends in central Florence while visiting San Gimignano, Siena (including the medieval caves!), and touring a vineyard, and cellar as well as a wine tasting paired with local meats and cheeses.

All in all, this tour is a bargain including transportation and a full day of adventures in Tuscany from Florence.

#5 Exclusive Chianti Classico Day Trip from Florence

Tuscany’s Chianti wine region is famous for a reason! Take a day trip from Florence to experience the delicious wine and beautiful scenery.

You’ll learn the different specifications of Chianti wine DOC and visit three family run wine estates. The best part, is you won’t have to drive or set up logistics OR have to research what wineries to go to!

What are you waiting for? This is a fantastic wine tour from Florence for an unforgettable day in Italy.

#4 PRIVATE Brunello Full Day

If you’re in for a full-day adventure! (Almost 12 hours) in the stunning Siena region, this tour is perfect. Brunello is a full bodied wine that is denoted with the DOCG classification. Meaning, this wine is truly a VIP experience!

This wine region is one of the most prestigious in Italy so you won’t go wrong with this wine tour from Florence. Brunello is only produced in the hilly vineyards surrounding the town of Montalcino.

After being picked up outside of your accommodation in Florence, you will visit three boutique Brunello wineries with tastings, and have a leisurely lunch with a certified sommelier accompanying you the entire day. 

#3 Chianti Classico Tour

This small group Chianti Classico tour is the perfect wine tour from Florence. You’ll visit two wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group. Special stops for photo ops along the journey as well! You’ll also enjoy a delicious two-course lunch as well! The day will start with meeting your group and guide mid-morning in Central Florence.

This tour is a must-do while spending time in Florence!

#2 Full day Castles & Wine Tastings

You’ll visit two wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group. A delicious two-course lunch is included as well! The day will start with meeting your group and guide in Central Florence.

During the course of your small group tour, you will experience two historic wineries in the Chianti region with cellar and grounds tours, and a delicious lunch, all while exploring beautiful castles that will make for the perfect Insta photo!

What are you waiting for? This is the perfect tour to add to your Italy Itinerary while staying in Florence.

#1 Three Wineries in Chianti

You’ll visit THREE wineries and get to taste delicious Chianti wine in Tuscany all in the comfort of a small group. The day will start by meeting in Central Florence at the Tuscan Wine Tours office. 

This tour is just under a full day experiencing three different wineries. Lunch at one of the wineries is included in the tour. You will try over 12 different wines throughout the course of your winery visits in Chianti.

A private guide and driver will whisk you all over Tuscany while you sit back and enjoy the beautiful scenery of the rolling Tuscan hills, vineyards, and olive groves.

In addition, if you want to explore Tuscany but are not as into wine this Full Day Private tour is perfect!

PRIVATE Full Day Tour

You’ll visit THREE medieval cities all in the comfort of a small van. The day will start with you being picked up from your hotel (airport and train station pick-up up not available.) Plan the day you’re doing this tour accordingly!

This tour is a full day seeing the highlights of Tuscany. You’ll visit the cities of Siena, San Gimignano, and Monteriggioni. Getting to these beautiful countryside gems can be difficult without a car! Especially if you want to enjoy the wine, this door-to-door service is a perfect way to maximize your day.

A private guide and driver will whisk you all over Tuscany all while being offered cold water and WiFi during the journey. Once you’re in the heart of Tuscany, local guides will greet you but you will have free time to wander as well.

Final Thoughts: Wine tours in Tuscany from Florence

You won’t regret having a relaxing day in Tuscany being whisked from vineyard to vineyard and having door-to-door service from your hotel or a central location in Florence. 

After spending 15 days in Italy it was one of my favorite days because I wasn’t worried about the logistics, planning the day, and getting there myself. Literally, it was a just show-up type of scenario which is much needed on vacation at times. (Even for the Type A chronic over planner like me!)

So what are you waiting for? Book a wine tour in Tuscany from Florence today!

Additional Italy Planning Resources:

Italian craft beer guide, italy travel tips, guide to visiting pompeii, italy, 15 day italy itinerary, similar posts.

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Tuscany Wine Tours

SD › Italy › Florence › Wine Tours in Tuscany Updated: June 10, 2022 By Santorini Dave

• My Favorite to Stay in Florence
• My Favorite Hotels in Florence
• My Favorite Family Hotels in Florence

Scenery on the wonderful Tuscany Wine Tasting Full-Day Trip from Florence. One of our favorites.

Wine Tours & Day Trips in Florence & Tuscany – My Recommendations • Best Tour from Florence: Tuscany Wine Tasting • Best Tour from Siena: Chianti and San Gimignano • Best Tour from Rome: Tuscany Taster Tour • Best Wine & Food Tour: Tuscany Wine & Food • Best Private Tour: Chianti Wine Tour Best Private Wine Tour in Tuscany: The Chianti Wine Tour: Full-Day from Florence with Tastings Tip: Book early! Wine tours from Florence are very popular and sell out months in advance. I’ve listed more good ones below in case other recommendations are fully booked. Florence tours are typically very high quality and great value for what you get. Good Alternatives if Fully Booked Small Group Wine Tasting Tour to Tuscany (4.5 hours) From Florence: Tuscany Wine & Food Tour with Guide (8 hours) Full-Day Countryside Tour with Lunch (9 hours) – Siena, Wine Estate, San Gimignano The Best Wine Tours from Florence 1. Tuscany Wine Tasting Full-Day Trip This budget-priced wine tour is designed for younger travelers, aged 18 to 35. (They aren’t strict about the max age and will often say 41, 45, or 51 when asked about an upper limit – if you have a fun attitude you’ll be fine.) Leaving from Florence, the tour travels to San Gimignano, home of Vernaccia, Tuscany’s best white wine variety. The tour covers a little bit of the winemaking process but focuses more on tasting (read: drinking). Expect lots of laughs, gorgeous scenery, and big pours of several varieties of Vernaccia, rosés, Chiantis, and Super Tuscans, but remember you don’t have to finish every glass. After visiting two vineyards, the tour stops inside medieval San Gimignano for some free time to explore. An excellent all-ages alternative is the Small Group Wine Tasting Tour to Tuscany . 2. Grape Tours: Super Chianti This full-day, small-group excursion covers all the best in Tuscany, including informative guided tours of two vineyards and wineries, lunch at Dario Cecchini’s famous butcher shop in Panzano, and a visit to the quaint village Greve. Guided by an expert sommelier, guests will get an in-depth look into the full process of winemaking from grape to glass. Special attention is given during the tastings to show what gives Tuscan wines their distinctive characteristics. Learn how to identify specific features of wine, especially Chianti, Chianti Classico, and Super Tuscan, how to choose a great bottle, and how to pair wine and foods—all while surrounded by miles of luscious grapevines and olive groves. Also recommended: Chianti Private Wine Tour: Full-Day from Florence with Tastings 3. Tuscany Vespa Tour Flat out fun and exhilarating, this scooter tour visits a 12th-century castle for a tour of their vineyard and winery, followed by a wine and olive oil tasting, and tower climb for panoramic views of the Chianti wine country. Guests drive their scooters through winding hills, past villas, vineyards, and ancient olive groves. The drive is broken into two portions with an authentic Tuscan lunch (wine included) served in a rustic bistro overlooking a valley. Guides are very helpful and especially accommodating for those who haven’t driven a scooter before. All tours begin with a lesson in a quiet parking, and the drive itself is along low-traffic roads with slow speed limits. Also recommended: From Florence: Tuscan Countryside Tour on a Vintage Vespa 4. Walkabout Florence: Chianti Wine & Food Safari This full-day, four-wheel-drive tour explores some of the less accessible portions of the Chianti Classico region and focuses especially on Tuscan food traditions, olive oils, and wine pairings. Visit two wineries, one at an aristocratic villa and the other an award-winning vineyard, for an exclusive look at their winemaking process and olive oil mills. Enjoy a hearty, rustic lunch with jaw-dropping views at a popular, local restaurant. The tour finishes in Greve with a visit to the historic butcher shop (since 1729, one of the best-known in Italy for its salumi and its strange selection of gelatos topped with meats) and free time to wander the village, check out its church, wine museum, or cozy up to an espresso bar. 5. Under the Tuscan Sun: Chianti Shared Wine Tour Half Day The best half-day wine tour out of Florence. This small-group tour travels to two vineyards in the Chianti Classico region, offering a behind-the-scenes look into the full winemaking process from harvesting to fermenting to bottling. Both wineries offer tastings of three or so varieties from different vintages, mostly Chiantis with one or two Super Tuscans mixed in. Rates for morning or afternoon tours include a meal, as well as a stop at Piazzale Michelangelo for a panoramic view of Florence. This half-day tour is ideal for travelers who have a limited amount of time in the city. Book the afternoon tour (start times are flexible), so that you have all morning to take in the city sights, before heading to the countryside for rich wines and a glorious Tuscan sunset. 6. Angie’s Personal Tour: Chianti & Super Tuscan Tour A full-day tour of boutique vineyards between Florence and Siena, highlighting the unique flavors of Chianti and Super Tuscan wines, alongside other local varieties of white and rosé. Tours can be scheduled for three wineries plus lunch or four wineries without lunch (don’t worry; there will be plenty of snacks) The first two wineries visited include tasting and tours of their vineyards and cellars, where the winemaking process is explained. The third stop focuses less on making wine and more on tasting and pairing. For tours with four stops, the final winery boasts a 12th-century cellar and a 14th-century olive grove.

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12 Best Wine Tours and Tastings in Florence

By Erica Firpo

A nearly 9,000-square-mile region of rolling verdant hills, salty coastline, and picturesque hilltop hamlets, Tuscany is an incredible play land for the eno-curious. The region's heavy-hitters are many, from Chianti Classico, to Brunello, and Vino Nobile di Montepulciano—and, of course, the famous Super Tuscans. It's filled with landmark wineries and epic winemakers who know it, so they've created incredible experiences and tasting rooms to attract visitors, from fairytale to futuristic, combing natural landscapes with award-winning architects. Whether you've only got time for a light tasting or want to make a day out of a full regional experience, we've got you covered. Exploring this countryside is the tastiest way to truly understand Tuscany, which is why we've picked our favorite wine tours and wine tastings in Florence.

Badia a Coltibuono Arrow

Badia a Coltibuono is set in a beautiful landscape of rich greens near Siena. Its charming medieval building, a historic abbey with a romantic atmosphere, looks like the backdrop to a Raffaello painting. Guests reserve their Chianti tasting in advance, so you can be sure that everyone here has done their research—you'll be in good company. The entry-level wine tasting, though well planned, doesn't include snacks. If you're looking for a bite, go for the more advanced tasting, which includes charcuterie and bruschetta.

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Cantina Salcheto enjoys an enviable and jaw-dropping location—in the beautiful hills of Montepulciano—and manages to toe the line between rustic and futuristic, if that's possible. The 40-acre main vineyard is Tuscany at its best: rolling hills, rich colors, and a state-of-the-art cellar that's impressive in looks and, of course, in inventory—here, you're drinking Rosso di Toscana IGT and Vino Nobile di Montepulciano DOCG. There's no food in the basic tasting, but you can upgrade to the paired tasting or enjoy lunch at Salcheto's onsite enoteca.

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Rocca di Frassinello is a beautiful and modernist winery designed by Italian architect Renzo Piano. The feat of geometry—whose rich ambers and reds seem to fold into the greens of Grosseto along Tuscany's coastline—is a must-stop for architecture buffs and oenophiles alike. Rocca di Frassinello isn't the kind of place you just happen upon—Maremma, in the south of Tuscany, is rugged cowboy country, so there are no crowds; rather, you'll be tasting cult favorite wines alongside well-researched and well-traveled culture vultures.

Ornellaia Arrow

Ornellaia, which produces superb Super Tuscans that most can only dream of tasting, is one of the most exclusive wineries in Tuscany, and it's the perfect place to come with wine-loving friends. The landscape itself is worth the trip, with verdant and beautifully landscaped hills dotted with castle and towers here and there along the coastline between Livorno and Grosseto. Visitors will gain a fully immersive lesson in the world of winemaker Axel Heinz's Super Tuscans and innovative wines, which are favorites among collectors sommeliers the world over.

Matt Ortile

Scott Laird

Siobhan Reid

Meaghan Kenny

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Located in a beautiful medieval hilltop town just north of Siena in Chianti, Castello di Ama feels like an old-fashioned fairytale—one that also happens to be a destination for contemporary art. Lush vineyards produce award-winning wine; gardens are a backdrop to 14 site-specific works and installations by 13 international artists, a combination that attracts wine connoisseurs and art lovers alike. The tour and tasting of Chianti Classico Riserva DOCG also includes bruschetta, though if you're looking for something heartier, the surrounding picturesque village has an enoteca.

Biondi Santi Tenuta Greppo Arrow

One of the most popular wineries in the world, Biondi Santi's tours and tastings are superbly rated—for good reason. This is the seat of Brunello di Montalcino, one of the most popular reds coming out of Tuscany around the world. When you book, you're asked a series of questions relating to your knowledge of and interest in wine; from there, you'll be matched with a guide and tour type. Even those with little (or no) knowledge can enjoy the sweeping views and the history of the vineyard, as well as the universally edifying experience of learning about a trade and practice.

Antinori Nel Chianti Classico Arrow

Antinori nel Chianti Classico is nothing if not monumental: a striking contemporary sculptural edifice that epitomizes the winery's impact on Italy's history and culture. Antinori is one of the biggest (if not the biggest) producers of wine, and one of the most historic: the label defined, and then redefined, Chianti Classico, upgrading it from a table wine to a prestige one. The architecture, designed by Marco Casamonti, best exemplifies this grandeur. Antinori plays the classics; expect plenty of silky Chianti Classico.

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Altesino is a postcard-perfect Italian country villa off a charming dirt road in the Montalcino hills. The late-14th-century Palazzo Altesino sets the stage for an elegant wine. Visits are private; often it's only you, your group, and the winemaker. The focus is Altesino's award-winning wines, from Brunello di Montalcino DOCG to Rosso di Montalcino, and you can also a enjoy a decent snacks pairing. The beautiful location promises to win everyone over, no matter how much they know about wine.

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DiVine Tours offers a series of bespoke wine tours around Tuscany and other select parts of Italy—Umbria, Sicily, Puglia, and Piedmont, among others—all of which are highly personalized and professional. Miriam, DiVine's owner and founder, is a consummate professional who hires top-notch guides and experts. Her tours are very organized and very easy to understand, and you can customize pretty much everything. These tours are excellent for those interested in attaining robust knowledge of area wineries and their history, but they're not for people who don't like wine.

Volpaia Arrow

A walled hamlet on a Chianti hill, Volpaia is the quintessential Tuscan wine fantasy visit. The town itself is charming and the castle drips with Florentine history, having served as a key defensive outpost for the Florentine Republic during its heyday. Volpaia wines are exceptional Chianti Classicos, and that's what you'll learn about on a private tour. The staff is very personable and friendly—but most importantly, they know and love Volpaia, and that enthusiasm is infectious.

Podere Le Ripi Arrow

A beautiful Tuscan drive through winding rustic roads ends at Podere le Ripi, a photogenic winery with a modern reception and tasting area. Winemaker Francesco Illy (of the Illy coffee family) is known industry-wide as an innovator; his wines are biodynamic—and he himself is dynamic, too. After a tasting and snack, you'll leave with one key takeaway: that you can at once embrace and buck tradition while still creating great wine.

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Felsina's picture-perfect stone entrance comes into view after you've slowly meandered around the hills and valleys of Chianti—and what a sight it is. Here, the mentality is purist; everything you eat comes from the surrounding land. The olive oil is from single cultivars, and the oil-making process strictly adheres to Veronelli's rules of pressing. You can have a simple Chianti wine tasting, a wine tasting with a light lunch, or a wine and olive oil tasting with lunch alongside other wine lovers, culinary travelers, and anyone interested in the hows and whys of wine- and olive-making.

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16 BEST Tuscany Tours from Florence by a Local

By: Author Stefania Guglielmi

Posted on Last updated: October 5, 2023

Categories Europe , Italy

Are you looking for Tuscany tours from Florence? Whether you’re eager to go wine tasting, photograph the landscape, or get lost in medieval walled towns, you’ll find just the tour for you in this post.

When it comes to immersing yourself in the enchanting beauty and rich cultural heritage of Tuscany, there’s no better place to start than the captivating city of Florence .

As the gateway to this idyllic region – and its capital city – Florence offers tons of opportunities to explore the surrounding Tuscan countryside. I’d say that if you have at least 3 days, you should spend the first two days in Florence exploring the city, and then absolutely go on a trip to explore the surrounding region.

We have curated a list of the 16 best Tuscany tours from Florence to help you make the most of your time in the area. You’ll find a diverse range of activities highlighting the region’s finest offerings, from winery tours and trips to nearby cities to private experiences. Check them out, and take your pick!

👉 Why should you value my insights on Tuscany tours from Florence? Growing up in Bologna, a 30-minute train ride from Florence, I’ve had countless adventures in the Tuscan countryside. With a deep-rooted connection to Italy and a decade of expertise in the travel industry, I carefully handpick each tour, ensuring that what I recommend offers a genuine Tuscan journey, just a stone’s throw from Florence.

I personally use Viator , Get Your Guide , and Walks to book activities around the world. I especially recommend them for their fantastic cancellation policy, which allows you to cancel most tours up to 24 hours in advance for a full refund. 

OUR PICK: The Most Comprehensive Tours to Tuscany from Florence

▶️ Our number 1 pick, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery is a full-day, super comprehensive tour into the glorious Tuscan countryside. You’ll start your trip by exploring Siena on a guided tour, admiring its impressive architecture and visiting its cathedral before making your way to a charming winery. 

Surrounded by the Chianti hills you’ll indulge in a Tuscan lunch and delicious wine tasting, and then venture to the hilltop town of San Gimignano. Indulging in gelato and walking around its medieval walls are the highlights of any visit to San Gimignano. 

Finally, prepare to tilt your head in awe at the iconic leaning tower of Pisa and the rest of the monuments in Piazza dei Miracoli. This tour is the ultimate shortcut to capturing the essence of Tuscany in just one day.

👉 Why is this the best tour to Tuscany from Florence? It’s one of the best San Gimignano tours from Florence as you’ll have plenty of time in the enchanting town, and it also includes visits to Tuscany’s major highlights such as Siena and Pisa. Plus, there’s wine too! It is probably the most comprehensive tour we’ve found and the reviews are excellent.

📝 This Tuscany day trip from Florence includes : Roundtrip transportation, a guided tour of Siena, entrance to the Siena Cathedral, lunch with wine tasting, and free time in San Gimignano and Pisa. ➥ BOOK IT HERE

▶️ Experience the region’s finest on this Florence to Tuscany Day Trip with Chianti, Siena, and San Gimignano . Enjoy jaw-dropping panoramic views of Florence from Piazzale Michelangelo, the prime viewpoint in the city, and then make your way into the land of rolling hills and vineyards. 

Your first stop will be the city of Siena, where you’ll marvel at the magnificent Siena Cathedral exterior and the majestic Piazza del Campo, where you’ll learn about the renowned Palio horse race that takes place there twice a year. Savor an exquisite gourmet lunch with locally sourced ingredients in a Chianti farmhouse and vineyard, paired with Italian wines, and then head to the medieval town of San Gimignano. 

There you’ll wander through its cobblestone streets and admire the towering medieval towers on a guided tour, and enjoy free time to try some delicacies or shop for souvenirs. 

📝 This Siena and Chianti tour from Florence includes : Roundtrip transportation, a guided walking tour in Siena and San Gimignano, lunch with wine tasting, and a guide. ➥ BOOK IT HERE

The BEST Tuscany Wine Tours from Florence

👉 I’ve written a whole post about the best wine tours from Florence . But I’ll save you time, here are the very best ones.

▶️ With this Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence you’ll get to delve into the deliciousness of Tuscany, sampling its local cuisine. Plus, you’ll also admire the wonderful landscape as you roam through the Tuscan hills in a 4×4.  

Immerse yourself in the captivating history and flavors of the region as you learn all about them from your knowledgeable guide, and pay a visit to a renowned wine estate and a historic villa with underground tunnels. There you’ll relish tastings of cheese, olive oil, and wine. 

Lunch break takes place at a charming winery restaurant with panoramic views, where you’ll enjoy a tantalizing 3-course meal and a second wine tasting. 

📝 This Chianti tour from Florence includes : Roundtrip transportation, a guide, lunch, and food + wine tastings.➥ BOOK IT HERE

▶️ Embark on a captivating Small-Group Wine Tasting Experience in the Tuscan Countryside for a fun-filled half-day adventure from Florence. Wind your way through the enchanting Chianti Classico region, passing olive groves and vineyards on your way to two renowned wineries.

In the historic wine cellar of Fattoria di Montecchio, you’ll sample fine wines and olive oil, while you’ll enjoy a delightful spread of wines, olive oil, balsamic vinegar, cheese, salami, prosciutto, and bruschetta in the second winery. 

With limited spots available, it ensures a personalized and utterly pleasurable experience in which you’ll also learn about the production of wine and the traditional methods used in Chianti. A Tuscany-in-one-day sightseeing tour from Florence enables you to taste its delicious product, take in magnificent vistas, and share your time with like-minded people. It’s a win from wherever you look at it!

📝 This Tuscany wine tour from Florence includes : Roundtrip transportation, a guide, a visit to two wineries, and all food and wine tastings. ➥ BOOK IT HERE

▶️ Elevate your wine game with the Florence: Chianti Wineries Tour with Food and Wine Tasting . You’ll be taken to two authentic wineries in the Chianti Hills where you’ll get up close and personal with the local winemakers. 

Engage in the winemaking process by exploring the facilities and strolling through the vineyards, and treat your taste buds with tastings of up to 7 different wines. Alongside the vino , relish regional treats like cheese, olive oil, and balsamic vinegar. 

This half-day Tuscany tour from Florence will charm you not only by the delicious flavors of Tuscany but also striking views of its countryside with a stop at a lookout point overlooking the Chianti hills. 

📝 This tour includes : Roundtrip transportation, winery tours, a guide, wine tastings with food pairings, and a stop at a viewpoint. ➥ BOOK IT HERE

An Essential Pisa Tour 

Get ready for a Pisa Day Tour with Leaning Tower of Pisa to discover one of the most renowned works of architecture and take advantage of the hilarious photo ops in front of it! 

You’ll enjoy a guided tour around Piazza dei Miracoli, learning about the history and architectural facts of each monument, and get to snap some pictures holding the famous Leaning Tower before skipping all lines into the landmark.  

After climbing its 294 steps you’ll be rewarded with a fantastic view of the square. Make sure to also explore the interior of the magnificent Cathedral, an inspiring example of Romanesque Art, with the included tickets.  

Take your time to admire the intricate details and soak in the history before visiting the Monumental Graveyard to appreciate its architectural beauty. You’ll be awarded some free time at the end of the tour to explore at your leisure. 

📝 This tour includes : Roudntrip transportation, a guided tour of Pisa, free time to wander on your own, and entrance fees to the Cathedral and the Leaning Tower. ➥ BOOK IT HERE

👉 Looking for something different? Check out this other post about the best Pisa tours from Florence .

The Best Tours to Siena 

▶️ Embark on a delightful Siena and San Gimignano: Small-Group Tour of Tuscany from Florence with Lunch for a memorable day filled with history, architecture, and deliciousness. Your trip starts with a scenic drive to Siena, one of Tuscany’s most charming cities. 

You’ll enjoy a guided walking tour through its winding cobblestone streets, all the while learning about it and admiring its main landmarks: the Siena Cathedral and Piazza del Campo.

Then, venture to San Gimignano, where you’ll be enchanted by its iconic medieval towers and historical atmosphere. Enjoy your free time to explore at your own pace and try its traditional gelato, and hop back on the bus to head to the last destination. 

Fattoria Lornano is a beautiful winery where you’ll get to explore its old wine cellars and savor a lunch of seasonal Tuscan delicacies paired with a great selection of wines. 

📝 This Tuscany bus tour from Florence includes : Roundtrip transportation, a guide, a tour of Siena, free time in both Siena and San Gimignano, and lunch with wine tastings. ➥ BOOK IT HERE

▶️ Escape the Florence frenzy and dive into Tuscany’s charm on this San Gimignano & Siena Tour with Wine Tastings . You’ll be whisked away from the city in an air-conditioned coach and taken into the  UNESCO-listed town of San Gimignano, which you’ll get to explore at your leisure. 

You’ll drive through the picturesque Val D’Elsa hills and stop for a quick visit at Monteriggioni Castle before continuing your journey toward Poggibonsi, a town in the Chianti countryside where you’ll visit a winery for an interesting tour and tastings of Chianti Classico. 

Finally, delve into Siena’s architectural wonders and soak up the vibrant atmosphere of Piazza del Campo during a comprehensive tour around the city. You’ll then get some free time to continue exploring on your own before it’s time to return to Florence. 

📝 This tour includes : Roundtrip transportation, a guide, free time in San Gimignano and Monteriggioni Castle, a guided tour of Siena, and wine tastings. ➥ BOOK IT HERE

👉 Again, for more options make sure to check out my other post about the best tours to Siena from Florence .

The BEST Tuscany Private Tours from Florence

▶️ Sip Chianti wine, explore medieval towns, and witness stunning bucolic landscapes on this Private Siena, San Gimignano, and Chianti Day Trip from Florence . 

Accompanied by your closest friends, you’ll get to marvel at Siena’s clamshell-shaped Piazza del Campo and its majestic Cathedral as you wander around the city and visit the fortified village of Monteriggioni for a picturesque stroll. 

You’ll also enjoy a very picturesque ride through the Chianti hills with magnificent photo opportunities, and visit the hilltop San Gimignano, an enchanting medieval town. You can also opt to include a tasty lunch with wine pairings at a farm or a winery, to be paid on the spot. This will, however, reduce the time in Siena and San Gimignano and exclude Monteriggioni from the itinerary. 

📝 This tour includes : Roundtrip transportation from your hotel, free time in Siena, San Gimignano, and Monteriggioni, bottled water, and an English-speaking driver. ➥ BOOK IT HERE

▶️ Join this Private Tuscany Tour: Siena, Pisa, and San Gimignano from Florence to benefit from having a personal chauffeur taking you around Italy’s most famous wine region. You – and up to seven of your friends – will get to explore Siena, Pisa, and San Gimignano at your own pace during a full day. 

Let your private driver take you from Florence to Tuscany’s captivating city of Siena, where you’ll get to stroll around its captivating historic center as you learn about local artists and check out the main landmarks. Your driver will then take you through the Tuscan countryside to San Gimignano, a medieval gem recognized as a World Heritage Site by UNESCO. 

It’s also the perfect place to sip on the region’s Vernaccia wine and enjoy a hearty meal (own expense) before you head to your final destination: Pisa. Pose in front of the famous Leaning Tower and opt to climb to the top for the views, and be in awe at Piazza dei Miracoli’s other monuments before returning to your hotel. 

📝 This tour includes : Hotel pick-up and drop-off, free time in Siena, San Gimignano, and Pisa, bottled water, and a flexible itinerary. ➥ BOOK IT HERE

▶️ Savor tantalizing tastes and picturesque vistas of Tuscany on this Private Tuscany Wine Tour Experience from Florence . With a sommelier guide, uncover the hidden gems among the rolling hills and vineyards of Tuscany while sampling exquisite regional varietals and olive oil in three wine estates. 

Delight in a traditional Tuscan lunch accompanied by fine wines, and discover the art of winemaking as you embark on a cellar tour and listen to interesting insights from local vintners. 

Time permitting, you’ll also get to explore charming medieval villages like Castellina in Chianti and Radda in Chianti. This customizable journey offers a flexible itinerary, promising a grape escape like no other.

📝 This tour includes : Hotel pick-up and drop-off, lunch, and wine tastings. ➥ BOOK IT HERE

Tuscany Cooking Classes

▶️ Unleash your inner chef in this Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence . This culinary adventure starts at a bustling market, where you’ll follow a local chef as they pick the freshest ingredients for your class. 

Once at the farmhouse where the lesson will take place, you’ll put into practice the tips and techniques they teach you to craft a mouthwatering 4-course lunch. From a bruschetta starter to a handmade tagliatelle dish, a meat course, and tiramisu for dessert, you’ll relish your very own creations paired with Tuscan wine. 

Take a cooking diploma and the recipes home to show off your newfound skills. Prepare to impress friends and family with your Italian culinary prowess!

📝 This tour includes : Roundtrip transportation, a market visit, a cooking class with all ingredients, a hearty lunch with wine pairings, a cooking diploma, and all the recipes. ➥ BOOK IT HERE

▶️ Dive into a gastronomic adventure with this delightful Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence , in which you’ll get to prepare Italy’s most renowned comfort food dishes. Because what trumps pizza and gelato?!

Enjoying the stunning scenery that surrounds you and under a chef’s guidance you’ll craft a 3-course feast that you’ll get to indulge in later. You’ll knead the dough for a focaccia, and choose your favorite toppings for a mouthwatering pizza. 

As if that wasn’t enough, you’ll also whip up your very own, creamy gelato to end your lunch on a very sweet note. You’ll go home with the recipes to recreate these delectable dishes at home. 

📝 This tour includes : Roundtrip transportation, cooking class with all ingredients, a 3-course meal paired with wine or beer, a cooking diploma, and all recipes. ➥ BOOK IT HERE

Tuscany Bike Tours from Florence

▶️ Want to try a bike tour?  E-Bike Florence Tuscany Ride with Vineyard Visit might be the very best one, as it includes the region’s prime attractions: scenery and wine. You’ll ride through the enchanting Tuscan countryside and scale the picturesque hills of Florence effortlessly, thanks to the battery-assisted boost, on this self-guided trip.

Stop by a vineyard in Fiesole, where you can sip Chianti-style wine and indulge in Tuscan treats, and enjoy breathtaking views of the city from Piazzale Michelangelo. 

With an e-bike rental and GPS device, you’re free to roam independently at your own pace, getting your dose of wine, views, and adventure—Tuscany style!

📝 This Tuscany bike tour from Florence includes : E-bike and helmet rental, GPS route, and a phone holder. ➥ BOOK IT HERE

▶️ An alternative is this Tuscany Countryside E-bike Tour: From Florence to Chianti with Lunch and Tastings . You’ll get to pedal across the Arno River to the stunning viewpoint of Piazzale Michelangelo, and immerse yourself in the beauty of the Chianti wine region. 

Ride along scenic country roads, surrounded by ancient olive groves and vineyards, and indulge in wine tastings and a traditional Tuscan lunch after touring two wonderful wineries. You’ll also visit a Terracotta factory and tour an olive oil mill, benefitting from the company of a professional guide. 

📝 This Chianti bike tour from Florence includes : Bike and helmet rental, a guide, bottled water, a Tuscan lunch, wine and olive oil tastings, and a Terracotta factory guided visit. ➥ BOOK IT HERE

A Multi-Day Tour To Tuscany from Florence

Experience the Best of Tuscany in 3 Days with a Local , a delightful multi-day trip into the countryside that allows you to discover all of its gems without rushing.  Day 1 starts in San Gimignano, where you’ll explore its delightful attraction followed by a visit to Siena’s magnificent ancient center. 

You’ll spend the night in this interesting city and then make your way to the renowned Chianti Classico region to explore three wineries and sample delicious olive oil and wine. You’ll also visit a very famous butcher and deli shop in Greve. 

On Day 3 you’ll unwind in the natural hot springs of San Filippo and delve into the stunning landscapes of Val d’Orcia, with a visit to a medieval village like Montalcino or Montepulciano included. It’s the ultimate Tuscany experience, and the perfect excursion if you’re looking for a Val d’Orcia tour from Florence.

📝 This tour includes : All transfers, 2 nights’ accommodation, all meals, fuel surcharge, and a driver/guide. ➥ BOOK IT HERE

Tours To Tuscany from Florence FAQs

In my opinion, the best tours in Tuscany from Florence include these:  • Tuscany Day Trip: Siena, San Gimignano, Pisa, and Wine Tour from Florence with Lunch • Tuscany in a Day Tour from Florence: Chianti, Siena and San Gimignano • Chianti Safari: Villas with Vineyards, Cheese, and Tuscany Food and Wine tour from Florence  

You certainly can! There are many amazing day tours from Florence to Tuscany that you can join to make the most of your time and explore the major attractions in the countryside. 

I think that these are the ultimate private tours from Florence to Tuscany. Check them out! • Private Siena, San Gimignano and Chianti Day Trip from Florence • Private Tuscany Tour: Siena, Pisa and San Gimignano from Florence • Private Tuscany Wine Tour Experience from Florence

Stefania Guglielmi is the founder of Every Steph. Originally from Bologna, Italy, she's been traveling full-time since 2016 and has visited over 50 countries across 6 continents. She believes sustainable travel and luxury travel can go hand in hand and has been advocating for responsible tourism since 2014. Stefania's advice and travel experiences have been featured in important publications such as Business Insider, Refinery29, and Yahoo Money.

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Best Florence Wine Tours, Wine Tastings & Day Trips 2024

Learn About and Book the Best Wine Tours & Wine Tasting Experiences near Florence, Italy

Florence is not just famous for its Renaissance art, historic architecture like the Duomo, and the Uffizi Gallery, but also stands as a portal to the illustrious world of Italian wine. The city’s prime location offers #Winetravelers an unparalleled opportunity to delve into local enotecas and wine bars, as well as venture into the surrounding vineyards that have put regions like Chianti on the global wine map.

Why Florence Serves as an Excellent Base for Wine Tasting in Chianti and Beyond

Within the city itself, Florence is home to a plethora of both classic and new school wine bars and enotecas, offering a highly curated selection of local wines. A brief journey from Florence will take you to some of Italy’s most renowned wine regions, such as Chianti, Montalcino, Carmignano, Bolgheri and Montepulciano. Each of these regions offers stunning and unique scenery, diverse terroir, local cuisine and winemaking styles.

RELATED: Best Wine Tours to Book in Tuscany in 2024 and Beyond

Florence’s accessibility to these iconic wine regions is second to none. With a range of well-connected transportation options, including trains and organized tours , day trips to these vineyards are not just possible but highly encouraged. Exploring Florence and the surrounding countryside through the lens of wine offers an experience that goes beyond traditional tourism. It’s a multi-sensory journey that connects you to the very essence of the region.

Imagine sipping a glass of Chianti Classico while overlooking the vineyard-scapes and Tuscan Hills from the Piazzale Michelangelo. Secure your ideal experience here .

Quick Tips for Wine Tasting in Florence

Getting to florence, where to stay in florence.

• Best Florence Wine Tasting Experiences

Fly into the Florence Peretola Airport (FLR) . For the most current flight prices, check here . Upon landing, you’ll find that the city center is conveniently accessible, making it easy to start your Florentine wine adventure right away.

If you’re someone who values the freedom to explore at your own pace and wishes to soak in stunning landscapes, we recommend renting a car in advance through Kayak . This gives you the flexibility to venture beyond Florence and into the surrounding wine regions like Chianti and Montalcino.

For travelers seeking a more personalized and stress-free arrival, especially if it’s your first time in Florence or you simply prefer the ease of pre-arranged transport, booking a private transfer through a reputable service like Ciao Florence is an excellent option.

Once you’re in Florence, you’ll discover that taxis and public transportation options like buses are readily available. These provide a convenient way to navigate the city and reach local wine bars and other attractions if you opt not to rent a car. Additionally, some of the wine tours mentioned in this guide offer transportation as part of their packages, ensuring pick-up and drop-off services from your accommodation in Florence for a seamless wine-tasting experience.

Grand Hotel Minerva

• Location : Piazza Santa Maria Novella 16, Florence
• Star Rating : 4 stars
• Lowest Rate : $640 per night
• Booking : Grand Hotel Minerva

Grand Hotel Minerva is a sanctuary of luxury and sophistication, located in the historic Piazza Santa Maria Novella. The hotel offers an extensive wine list featuring local wines, perfect for the discerning Winetraveler to use as a base for exploration.

• Fun Fact : The hotel’s rooftop pool offers panoramic views of Florence, providing a unique setting to enjoy a glass of wine.

Four Seasons Hotel Firenze

• Location : Borgo Pinti, 99, Florence
• Star Rating : 5 stars
• Booking : Four Seasons Hotel Firenze

Four Seasons Hotel Firenze is a masterpiece of Renaissance splendor, offering an unparalleled luxury experience. The hotel’s wine cellar is a treasure trove of fine wines, including rare Italian vintages.

• Fun Fact : The hotel is set within a centuries-old private park, offering a serene backdrop for wine tasting sessions.

COMO Castello del Nero Hotel & Spa

• Location : Strada Spicciano, 7, Tavarnelle Val di Pesa, Tuscany
• Booking: Castello del Nero Hotel & Spa

For a countryside experience, we recommend looking into Castello del Nero Hotel & Spa in Tavarnelle Val di Pesa, Tuscany. This 5-star hotel is set in a restored castle and offers wine-tasting experiences, including vineyard tours.

• Fun Fact : The hotel has its own Michelin-starred restaurant, La Torre, where you can pair your wine with some of the best cuisine in the region.

Best Wine Tasting Experiences from Florence

Voted best tour in Florence in 2023 (also very affordable), learn about Florentine history, culture, and the legendary Medici dynasty behind the city’s rise to power with this introductory walking tou r. Stroll by highlights like the cathedral, Uffizi Gallery, and Piazza della Signoria for an overview of the city’s wonders in just a couple of hours

Go on a day trip from Florence to Siena, San Gimignano and Pisa , plus have lunch at a Winery

Visit “Italy’s Riviera” in Cinque Terre on a guided day trip from Florence

Go horseback riding or rent a Vespa to explore the countryside

Best Florence Wine Tasting Experiences & Food and Wine Tours, Day Trips

Day trip from florence: siena, san gimignano, pisa and lunch at a winery.

Winetraveler Rating (over 12,675 reviews):

For Winetravelers pressed for time but eager to experience the essence of Tuscany, this one-day tour from Florence offers a meticulously planned itinerary that covers the region’s must-see attractions. Priced at $93.27 per adult, this tour is an all-encompassing journey through the countryside, medieval towns, and world-renowned landmarks.

RELATED: Best 25 Things To Do in Florence Italy: Visitor’s City Guide

Images courtesy Walkabout Florence

Highlights:

• Spectacular Countryside Views: Explore the rolling hills of Tuscany, capturing the essence of the region’s natural beauty.
• Guided Tour of Siena: Begin your day with an expert-led walking tour of Siena, including exclusive entry to its awe-inspiring Gothic cathedral.
• Chianti Wine and Culinary Experience: Elevate your day with a traditional local lunch paired with a wine tasting session, all set against the backdrop of the picturesque Chianti hills. This experience is available as an upgrade and takes place at an organic wine estate, offering a genuine taste of the region.
• Explore at Your Own Pace: Enjoy free time to wander through the cobblestone streets of Siena, the medieval skyscrapers of San Gimignano, and the iconic Piazza dei Miracoli in Pisa.
• Up-Close with the Leaning Tower of Pisa: Witness the UNESCO World Heritage-listed Leaning Tower of Pisa in all its glory. Skip-the-line admission tickets are available as an upgrade, allowing you more time to marvel at this architectural wonder.
• English-Only Tour: To ensure the highest quality of customer service and a cohesive tour experience, this excursion is conducted exclusively in English.

Price: from $93.27 per adult

Lowest price guarantee, Reserve now & pay later, Free cancellation

Chianti Safari: Villas with Vineyards, Cheese, Wine & Lunch from Florence

Winetraveler Rating (over 2,550 reviews):

This full-day tour from Florence, also offered by Walkabout Tours, provides a meticulously planned itinerary in a 4×4 vehicle, safari style. The tour includes visits to three distinct wineries, one of which is a historic villa’s private Chianti cellar, typically off-limits to the general public. The 3-course lunch is not a generic meal but a curated dining experience at a winery restaurant renowned for its local cuisine and setting.

Images courtesy Walkabout Tours

• Expert Commentary: Gain in-depth insights into Tuscan cuisine, winemaking, and history from your knowledgeable guide.
• Exclusive Access to Wineries: The tour’s 4×4 off-road vehicle allows you to visit three unique wineries, including a private Chianti cellar at a historic villa, for tastings of premium wines, extra-virgin olive oil, and artisanal cheeses.
• Authentic Tuscan Lunch: The 3-course lunch is served at a handpicked winery restaurant, known for its traditional Tuscan recipes and locally-sourced ingredients.
• Safe and Convenient Transportation: The tour includes a designated driver, allowing you to fully engage in the wine tasting experience.
• Travelers’ Choice Best of the Best 2023

Price: Currently on sale for Winetravelers at $182.71 per adult, down from $203.01

RELATED: Best Wineries in Tuscany to Visit This Year

Scent of the Sea: Full-Day Cinque Terre Exploration from Florence – A Comprehensive Trip to the Italian Riviera

Winetraveler Rating (over 1,924 reviews):

Suitable for solo travelers, couples or families, and those interested in experiencing the Italian Riviera’s unique blend of natural beauty and cultural richness, this full-day trip to Cinque Terre from Florence offers a well-organized and hassle-free experience.

Led by Ciao Florence, this excursion provides seamless transportation between each of the small, picturesque fishing villages, through a combination of pre-arranged car, train, and boat transport. The tour covers most of the region’s key destinations including Monterosso, Riomaggiore, Manarola, and Vernazza, each offering its own distinct character and scenic views.

Images courtesy Ciao Florence

• Multi-Modal Transportation: The tour efficiently uses coach, rail, and boats to transport you between the villages, maximizing your time and experience in each location.
• UNESCO-Listed Cinque Terre: Explore the unique character and scenic beauty of each fishing village, all of which are part of a UNESCO World Heritage site.
• Traditional Italian Lunch: An optional upgrade allows you to enjoy a traditional Italian lunch in Monterosso, known for its quaint atmosphere and local cuisine.
• Swimming Opportunity: The tour includes a stop for a swim in the turquoise waters of one of the area’s pristine beaches, offering a refreshing break.
• Why Travelers Choose This Tour: The tour takes the guesswork out of transportation and dining, providing an affordable and efficient way to experience the Italian Riviera’s diverse offerings.

Price: from $64.74 per adult

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 2,479 reviews):

This special Vespa tour from Florence offers a unique way to explore the region’s scenic hills and lesser-known landmarks. Led by a local guide, you’ll ride your own iconic Italian scooter through winding roads, passing notable sites like the Piazzale Michelangelo and the Church of San Miniato al Monte. The tour culminates in a traditional Italian meal at a country estate, providing a fitting end to an unforgettable journey. To ensure a personalized experience, this tour is limited to just 15 travelers.

• Drive Your Own Vespa: Experience the thrill of navigating the Tuscan hills on your own iconic Italian scooter, guided by a local expert.
• Off-the-Beaten-Path Sights: Visit lesser-known landmarks like the Church of San Miniato al Monte, offering a unique perspective on the region.
• Traditional Tuscan Meal: The tour concludes with a meal at a country estate, featuring a menu of bruschetta, pasta, and a cheese and salami board.
• Small-Group Experience: With a maximum of 15 people, this tour ensures you receive personalized attention from your guide.

Price: from $246.90 per adult

Horseback Ride: Visit San Gimignano, Countryside Lunch, Chianti Wine Tasting

Winetraveler Rating (over 230 reviews):

This full-day tour from Florence combines the adventure of horseback riding with wine tasting and lunch at a beautiful location. Your guide from Chianti Wine Tours provides a gentle horse and all necessary riding gear for a journey through the vineyards, olive groves, and rolling hills of Chianti. The tour also includes a visit to the medieval town of San Gimignano and concludes with a 3-course Tuscan lunch accompanied by a wine tasting session. With an option to substitute a farm tour for the horseback ride and limited to just eight people, this tour offers both flexibility and intimacy.

Images courtesy Chianti Wine Tours

• Horseback Riding Experience: Witness the scenic landscapes of the Chianti region on horseback, guided by an experienced local.
• San Gimignano Exploration: Visit the picturesque medieval town known for its historic towers and charming streets.
• 3-Course Tuscan Lunch and Wine Tasting: Enjoy a traditional Tuscan meal and learn the nuances of local wines through a guided tasting session.
• Small-Group Limit: With a maximum of eight people, this tour ensures a personalized and intimate experience.

Price: from $208.50 per adult

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 532 reviews):

Offered by Walkabout Florence, this half-day tour offers the unique opportunity to drive a retro Fiat 500 through the region’s scenic landscapes. Led by an expert guide, you’ll venture into the Tuscan hills, making a stop at the Church of San Miniato al Monte and enjoying panoramic views of Florence. The tour includes a visit to a private terrace where you’ll enjoy in a traditional Tuscan lunch before returning to your original departure point in Florence.

• Drive a Retro Fiat 500: Take the wheel of an iconic Italian car and explore the Tuscan countryside, guided by an expert.
• Visit to San Miniato al Monte: Stop at this historic church, known for its stunning views over Florence.
• Photo Opportunities: The tour includes stops for photo opportunities, and the option to change drivers if you wish, ensuring everyone gets a turn behind the wheel.
• Tuscan Lunch on a Private Terrace: Enjoy a traditional Tuscan meal in an exclusive setting, adding a touch of luxury to your adventure.

Top 5 Wine Bars in Florence for Wine Tasting

Le volpi e l’uva.

Piazza dei Rossi, 1R, Florence

Le Volpi e l’Uva is a charming wine bar located near the Ponte Vecchio. It offers a curated selection of Italian wines, focusing on small producers. The intimate setting and knowledgeable staff make it a must-visit for any wine enthusiast.

Enoteca Pitti Gola e Cantina

Piazza de’ Pitti, 16, Florence

Situated across from the Pitti Palace, Enoteca Pitti Gola e Cantina is renowned for its extensive wine list, including rare Tuscan vintages. The elegant ambiance and exceptional service make it a standout choice for wine lovers.

EnotecaBar Fuori Porta

Via del Monte alle Croci, 10R, Florence

EnotecaBar Fuori Porta is a vibrant wine bar located in the Oltrarno district near Piazza Michelangelo. Known for its extensive wine list and casual atmosphere, it’s a popular spot for both locals and tourists. The bar also offers a variety of small plates, making it ideal for a wine and food pairing experience.

La Divina Enoteca

Via Panicale, 19R, Florence

La Divina Enoteca is a modern wine bar that offers a diverse selection of wines from around the world. The bar also features wine-tasting events and masterclasses, making it a hub for wine education in Florence.

Enoteca Alessi

Via delle Oche, 27R-31R, Florence

Enoteca Alessi is located near the Duomo and offers a wide range of Italian and international wines. The bar also has a deli section, where you can find gourmet products to pair with your wine.

*All Florence day trip and wine tour pricing is accurate at the time of publication. Prices are subject to change based on operator availability.

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Florence Wine Tours

Small-wine tours from florence, unforgettable florence wine tours with lunch..

Our guests will be guided away on a Full-Day Wine Tour with departure from Florence. This is a unique experience.

During these wine tours, you will visit fabulous vineyards with an organic production of grapes. The experience starts in a small square in the city of Florence. Our English-speaking tour guide will pick you up and take you to the first winery in our comfortable minivan. As the vine-covered hillsides come to view, you will visit 2/3 of our favorite Black Rooster wineries for wine tastings and a cellar tour. Next, stop at a small boutique winery for lunchtime, and have a lunch of traditional Tuscan food.

Choose here below the Best Florence Wine Tours 2024:

Shared wine tour of chianti  wine tour in chianti, shared white-wine tour  wine tour of san gimignano, shared montalcino wine tour  brunello wine tour, see also the following wine tours:, best 6 guided wine tours   tuscan wine tours, best small-group wine tour in tuscany  chianti wine tours.

Brunello the big red

• from 9:00 a.m. to 6:00 p.m.
• Tuesday, Thursday and Saturday, from March until November

Castle and Chianti wine tour

• from 9:30 a.m. to 5:00 p.m.
• Chianti Rufina
• Tuesday, Thursday and Saturday, from March until December

Chianti & Super Tuscan 3 Wineries

• Chianti Classico
• Monday, Tuesday, Wednesday, Thursday and Friday, All year round

Florence: Chianti Wine Tour Half-Day

• from 9:30 a.m. to 3:30 p.m.
• Sunday, Tuesday and Saturday, All year long

Nobile di Montepulciano wine tour

• from 9:00 a.m. to 5:30 p.m.
• Montepulciano
• Monday, Only on May, Jun, Jul, Sep, and Oct

San Gimignano Wine Tour

• From 9:30 a.m. to 5:30 p.m.
• San Gimignano
• Monday, Wednesday, Friday and Saturday, All year round

Truffle Hunting & Wine Tasting

• from 10:00 a.m. to 5:00 p.m.
• San Miniato
• Monday, Tuesday, Wednesday, Thursday, Friday and Saturday, All year round

Best Wine Tastings & Tours to book In Florence

In a city known for its art, history, and culture, you’ll be filled with “I can’t believe this is happening” moments. Booking a wine tour and/or wine tasting is one of the most booked experiences in Florence.

Florence, Italy , often referred to as “Firenze” in Italian, is the capital of the Tuscany region and is considered one of the world’s most beautiful and influential cities. It offers fantastic opportunities for wine enthusiasts to explore and indulge in wine tastings and tours.

We’ve lined up the best wine tastings and tours in Florence that you’ll find. No matter what your budget or interests, there is a wine tasting or tour in Florence that is perfect for you.

So raise a glass and enjoy the best of Tuscan wine!

unforgettable Sunset Wine Tour In Florence

Region: Florence, Tuscany, Italy

Tour : Florence Sunset Wine Tour

Combined wine tasting with sightseeing on a Florence sunset tour . The evening walking tour goes from the Ponte Vecchio to Oltrarno and then back across the river to return to the historical center.

Throughout the trip, you’ll be able to enjoy snacks and up to five tastings of Tuscan wines.

Our tour went over 2 hours because we were asking a lot of questions. No complaints here!

Why we love this tour: You know, I just love the classics. The history lessons from this tour while drinking fine wines really got me. Have you heard about the Medici family???

From $84.67

Florence Wine Tasting and Aperitif with the Best View

Tasting : Florence rooftop wine tasting

This is an opportunity to enjoy the most breathtaking view of Florence and its monuments while sipping fine wine from a private rooftop accessible only to owners and their guests.

Spend two hours on the roof enjoying bottomless Prosecco while your guide tell your the story of Florence.

It really is an incredible experience to drink wine with the best view in the entire city. Talk about an insta-worthy moment to make everyone at home jealous!

Why we love this tour: The view!!! It’s a simple wine-tasting experience, but memorable. includes light snacks too.

From $64.88

Discover hidden-gem wineries, learn how to get around, explore Tuscany’s food scene, find the perfect accommodation, experience Tuscany’s stunning landscapes, and much more .

Florence Private Food and Wine Tasting Tour with Local Expert

Tour : Private Florence neighborhood tour

Experience authentic Florentine cuisine during this private culinary tour in the center of Florence while you meander around the city and take in its sights.

As you explore neighborhood restaurants, market stalls, and artisan food stores, get to know your gastronomic guide and learn about the best places to get anything from espresso to gelato.

Savor up to ten delectable and savory delicacies while taking in views of Ponte Vecchio, the Duomo, and the old Sant’Ambrogio area.

Why we love this tour: The food is insane! We had cantucci, coccoli, pizette, meats, cheeses, olive oil, truffle, and more!

From $131.95

Florence Walking Tour with Wine Tasting

Tour : Walking Tour with Wine Tasting in Florence

Enjoy a guided walking tour of Florence and make the most of your stroll through the city. Take in a detailed account of the history and culture of the city as you walk.

The Old Bridge, the Santa Maria del Fiore Cathedral, and an aperitivo at the famed Cafe Gilli are among the highlights of this tour.

Why we love this tour: The best part is that you can stop and explore everything because you’re traveling by foot. If you’re a fan of art and architecture you’ll also love this tour. 

From $97.86

E-Bike Tour and Wine Tasting in Tuscany from Florence

Tour : Private tour from Florence

Dream tour alert! Take a guided private 6-hour bike tour through the Tuscan countryside.  

Nestled amidst rolling hills bathed in golden sunlight, you discover a haven of tradition and taste – a family-owned farm where generations have poured their hearts (and grapes!) into crafting culinary magic.

Silvia, the owner with a smile as warm as the Tuscan sun, will personally whip you up an exquisite lunch that’ll tantalize your taste buds. But before you dive into deliciousness, your guide will embark on a captivating journey through time, revealing the farm’s rich history dating back to 1825! ️

Prepare to be mesmerized as you witness the secrets behind their exquisite wines, extra virgin olive oil, and even honey.

And then, the moment you’ve been eagerly awaiting – lunchtime! ️ Get ready to savor a symphony of flavors as you indulge in:

• 4 wines:  Each sip bursting with the essence of the Tuscan terroir.
• Grappa:  A fiery finish to cleanse your palate and ignite your senses.
• Amazing extra virgin olive oil:  Drizzle it on everything, because trust me, you’ll want to! 
• Homemade pasta:  Crafted with love and guaranteed to melt in your mouth.
• Luscious bruschettas:  Fresh, vibrant, and bursting with flavor.
• Mouthwatering cold cuts:  Artisan-made and bursting with savory goodness.
• Homemade biscotti:  The perfect sweet ending to an unforgettable experience.

Why we love this tour: Ummm…. I already said above! It was all so perfect!

From $391.45

Chianti Wine Tour From Florence

Tour : Florence and Chianti Wine Tasting

This is the perfect opportunity to experience the city and the countryside. Take part in a five-hour sidecar trip of Florence and Chianti .

First, you’ll travel up and down the Oltrarno district and Piazzale Michelangelo. Learn about the wine making process and meet the winemakers who will guide you through their portfolio.

After that, indulge in endless savory sampling or, if your appetite so demands, a Tuscan lunch. On this sidecar tour, you’ll be able to take pictures of classic rural vistas as you tour the vineyards.

Why we love this tour: This sidecar tour is a unique experience. It was fun to ride down the most famous street in Florence then into Chianti. We loved our much needed stop for coffee in Impruneta.

From $229.81

Wine Tasting in Two Family Wineries Near Florence

Tour : Wine tasting with a Tuscan lunch

Antica Fattoria del Giogo is a winery located in the Chianti hills outside of Florence. They offer a variety of wine tastings, including a Chianti Classico tasting and a Super Tuscan tasting, as well as a delicious Tuscan lunch.

The owner of the winery will give you a tour of the wine cellars and give you overview and history of their land.

Why we love this tour: The 1400s villa is incredible.

From $175.93

Guided Floating Tour of Florence with Wine Tasting

Tour : Boat tour on the river Arno

The Arno River runs through the center of Florence and has helped the city’s political and economic development over the millennia.

On this tour, you’ll float (or be rowed, rather) under the Ponte Vecchio to Ponte alla Carraia. All while drinking Tuscan wine and snacking on tasty “schiacciata” (traditional Tuscan flatbread with tomatoes, yum!).

Why we love this tour: I learned a lot about Florence’s history through this boat tour. You will pass by several historic places you’ll want to come back to visit.

From $335.37

wine day trip from florence

Tour : Full day tour from Florence across the country to Bolgheri

Prepare for an incredible day trip exploring some of the top wines from Tuscany that will blow your mind. Discover the world of Bolgheri and the processes involved in producing the esteemed Super Tuscan wines. 

During your two stops on this amazing tour, you will get a guided tour of two wineries, their vineyards and cellars. You’ll sample a variety of wines. 

Enjoy the ride along the cypress-lined Via Bolgherese as you spend a whole day exploring the distinctive Bolgheri wine region in the cozy car that is included in the tour package.

Why we love this tour: Tenuta Campo Al Signore and Tenuta Di Vaira are the two wineries we visited on this tour. I’m not sure if I enjoyed the food or the wine better.

From $493.71

Wine Tasting Near Florence with Castle and Ancient Cellars Tour

Tour : Castle Tour

Take a tour of a 900-year-old castle and winery to learn about the history and cuisine of Tuscany.

You’ll tour the castle courtyard, the grounds, and a few private chambers to learn about the history of the estate and the Italian family who has resided there for many centuries.

After that, make your way down to the historic wine cellars to discover more about the age-old techniques used in winemaking. 

You can also sample four distinct wines made on the premises, each served with a snack consisting of cheese, salami, and extra-virgin olive oil. You can upgrade this tour to include a true Tuscan meal at the castle restaurant.

Why we love this tour: We upgraded our tour to experience having dinner at the castle restaurant. We wouldn’t pass up the opportunity to feel like royals!

From $76.97

Book The Best Wine Tour in Florence, Italy

Numerous companies in Florence organize guided wine tours to various wineries in Tuscany.

These tours often include transportation, visits to vineyards and cellars, explanations about the winemaking process, and, most importantly, tastings of different wines.

Within the city, there are plenty of wine bars, enotecas, and tasting rooms where you can sample various local wines.

These establishments often have knowledgeable staff who can guide you through the tasting process and provide information about the different wine regions.

But if you want to experience the local food and drink without the worry of planning the perfect vacation, book a tour!

Wine Tours In Florence FAQs

What is the most famous wine in florence.

One of the most famous wines associated with Florence and Tuscany is Chianti. Chianti is a red wine that originates from the Chianti region, which includes parts of the provinces of Florence and Siena. Chianti Classico, a subregion of Chianti, is particularly renowned for its high-quality Sangiovese grapes.

Is Florence good for wine tasting?

Yes, Florence is an excellent destination for wine tasting. It is located in the heart of the Tuscan wine region, known for producing some of the world’s finest wines. The surrounding countryside is dotted with vineyards and wineries offering wine tours and tastings, allowing visitors to savor the rich flavors of Tuscan wines.

What wine city is near Florence?

The city of Siena is a notable wine destination near Florence. Siena, like Florence, is located in the Tuscany region and is surrounded by renowned wine-producing areas. The Chianti region, which is famous for its Chianti Classico wine, is situated between Florence and Siena.

Can you walk around with wine in Florence?

Generally, it is legal to walk around with an open container of alcohol, including wine, in most public areas of Florence. However, being mindful of local regulations and cultural norms is always a good idea. It’s advisable to use discretion and consider the specific rules of your area.

What is the best red wine from Florence?

While Florence is not known for producing its own red wine, the region of Tuscany, including areas near Florence, is renowned for its high-quality red wines. Some notable red wines from Tuscany include:

Chianti Classico: A red wine made primarily from Sangiovese grapes, known for its rich, robust flavor.

Brunello di Montalcino: Produced in the Montalcino region, this red wine is made from 100% Sangiovese grapes and is known for its complexity and aging potential.

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Best Tuscany Wine Tours

W hen we think of Italy’s food, there are a few things that come immediately to mind. Fresh pasta, hand-made and served al dente …  the sun-dried tomatoes and delicious cheese… there’s fresh herbs and cured meat… and of course, there’s wine! Because what Italian meal would be complete without a helping of red wine ?

Producer of some of Italy’s best wines, Tuscany  is also one of the world’s best wine regions. It is a place that grows the important Sangiovese grapes. They are primarily used for such wines as Brunello di Montalcino, Vino Nobile di Montepulciano, and Chianti.

When you’re in Tuscany , your experience would not be complete without getting to know some of the wineries more intimately. Hence, this list of the best Tuscan wine tours that allow you to indulge in the taste and culture of the Italian regions!

Siena Wine Tours : Chianti and San Gimignano 5-Hour Tour

Siena is second only to Florence when it comes to tourism in the Tuscan region, what with its extensive collection of art, history, and architecture. It’s also from here where you could strike out to the Chianti vineyards and the magnificent landscapes that surround them. In this wine tour, your guide will lead you beyond the beaten path and onto the place where the ruby fragrance of Chianti wine is born.

Your tastebuds will enjoy this product in one of the best cellars of the area, complete with a platter of cheeses, bruschetta, salami and meats — perfect companions for this drink.

After enjoying the sights, sounds, and tastes of the Chianti countryside, the tour will lead you to the UNESCO World Heritage Site that is San Gimignano. This medieval town has perhaps one of the first tower-lined skylines in the world, long before the skyscrapers of the modern day.

It is also home to the famous Vernaccia di San Gimignano wine, which you will also taste. The experience goes perfectly with a tour that spans the whole of the town, with its many squares, churches, alleys, and more.

Book Siena wine tours here .

Florence Wine Tours: Small Group Wine Tasting Tour to Tuscany

The attraction-dense Florence is also a great starting point for a wine tour! Take your time to walk around this treasure-laden city on your own. Then join your guide and a small group as you travel to the historic Chianti Classico area.

There’s just something special in this part of the world that produces some of the best wines known to man. It’s more than the beautiful sights. You will learn more about the secrets of the earth as your first stop, a wine estate, tours you around the wine’s production process.

This particular estate has three special wines for you to sample, together with some fresh olive oil. A second wine estate tour allows you to compare and contrast not just the taste but also the production methods of the various wines. As a plus, you’ll get a firsthand experience of just how well the wines pair with famous local meats such as ham, salami, bruschetta, and more!

Book this wine tour Tuscany here .

Poggibonsi: 4-Course Cooking Class with Wine Tasting

A good wine is best savored with a good meal, and fortunately Italy is all about both. This tour takes place within the picturesque confines of San Gimignano . It is a bottega that is as authentic an Italian kitchen as you can get.

After taking your own time to absorb the town’s treasures, a chef will give you and expert-level cooking class. Feel like an expert yourself as you make some of Tuscany’s classic kitchen specialties, such as pasta, chicken stew, and some dessert.

Join 14 other students as you master the traditions and techniques of the Tuscan kitchen. After this, take time to appreciate how well your meal pairs with a few fine glasses of local wine.

Don’t worry — a bit later on you’d be able to go on a proper local wine tasting session where you’ll learn to appreciate the finer flavors of the red nectar. Other wine tours shift your focus to the sights around you. But this one focuses on the stimulation of your palate.

Book this Poggibonsi wine tour here .

San Gimignano: Vineyard Walk and Lunch with Wine Tasting

Lately, vineyards are no longer simply revered places that produce wine grapes. They have also been turned into aesthetic marvels, especially with the introduction of “spiral vineyards” — grape vines arranged in a spiral pattern, with a vantage point at the center from which to view the marvel.

Visit one such spiral vineyard in this tour, owned by the Giachi family. Here you’ll learn not just about the vines but also about the history and context of almost every structure in sight. Of course, you will also get ataste and context of the estate’s wines. You’ll be able to trace their interesting history.

The tour is capped with a sumptuous Italian lunch, with such Tuscan food as Truffle lasagna, Tuscan ribollita, cantuccini, and more.

Book the San Gimignano wine tour here .

Montalcino, Pienza, and Montepulciano Food Tour from Siena

It says food tour on the label, but the real highlights here are the wine cellars you would be visiting. There’s one in Montalcino, which on its own is famous for its IG-worthy rolling hills and fresh produce. Its streets and fortress are typical of the Tuscan region, and its wines are as excellent.

The Pienza leg of the tour explores the area’s architectural treasures, especially the Val d’Orcia whose lanes overlook beautiful landscapes. The last leg, at Montepulciano, explores the stately buildings hand-in-hand with the area’s own ancient wine-making tradition. Finally, a bus drives you back down to Siena. Your exploration of the finer points of wine and history may continue there.

This is just a small cross-section of what Tuscany has to offer in terms of wine and all the fun that surrounds it. Wine production and wine-tasting is as much an art as is the region’s paintings and architecture. It is as much a product of nature as the unrivaled landscape that makes Tuscany such a draw for tourists the world over.

Book this multi-town Tuscany wine tasting tour here .

Of course, since the place is such a draw. You’ll want to have a way to avoid the crowds and jump the lines. This is why pre-booking, especially with a reputable tour company as Get Your Guide, is highly recommended!

Best Tuscany Wine Tours was written and photographed by Karla Ramos

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Tuscany with pasta and wine

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Places You’ll See

• Introduction
• **Day 1 Arrival. Lucca **.
• **Day 2 Florence
• **Day 3 Chianti. **
• **Day 4 Siena. **
• **Day 5 San Gimignano - Monteriggioni.
• **Day 6 Montepulciano - Montalcino. **
• **Day 7 The Abbey of San Galgano in Chiusdino.
• **Day 8 Pisa. Departure. **

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The Trends in Travel

The romance of a Tuscan road trip

Key in the ignition, winding roads through olive groves, vineyards and ancient villages ahead… Get revved up for the Italian drive of a lifetime

About Tuscany

Language: Italian Time zone: UTC+1 (CET) Currency: Euro

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Halfway through our Tuscan road trip, between two famously beautiful drives—the Val d’Orcia and the Via Chiantigiana—we find ourselves lost. Part of the route we had plotted is temporarily closed, so we follow our noses, and soon we’re bumping down a strada bianca , a white road, so-called because they’re unpaved, the dusty gravel crunching under our tires and leaving a cloud in our wake.  But this is far from a disaster. This region of Italy is famed for many things: Its ancient cities of Florence , Siena and Pisa , rich with Renaissance art and iconic architecture. Its world-class wine. Its prized truffles and pasta. Its distinguished designers. And then, of course, there are its astonishingly beautiful landscapes where, around each snaking turn, you’ll find yet another breathtaking view of a verdant valley or historic hilltop town.  

Our journey begins and ends in Florence, a city that is becoming increasingly pedestrianized—and harder to drive into, with one of Italy’s many urban zone a traffico limitata (limited traffic zones), where fines are easy to accumulate. So, rather than picking up our rental car from Florence Airport straightaway, we hop on one of the cheap, speedy trams into town, and spend our first 24 hours cramming culture (the Uffizi Gallery ’s Botticelli paintings), vintage shopping (San Spirito’s superb market) and sunset aperitivi (snacks and spritzes at Hotel Continentale ’s chic rooftop bar, La Terrazza, with its views across the River Arno). 

The next morning, we return to Florence airport to pick up our rental car, and are soon on the road. We’ve plotted a clockwise loop, a jagged oval skewing south southeast. Our first destination is Montepulciano , a hilltop town famous for its wine, on the western edge of the Val d’Orcia, a valley so beautiful it’s been made a UNESCO World Heritage Site. Barely are we on the highway, however, before my copilot declares we need to make an emergency stop: a very worthwhile seven-minute detour to The Mall Firenze , a temple to every major Italian designer, with deep discounts and a clientele so chic, we even spot a baby in a trench coat.  

Refueled by high fashion and strong coffee, we rejoin the A1, and after an hour on the highway, peel off onto a country road and begin to climb the 1,985 ft hill on which Montepulciano perches. Its maze of honey-colored stone streets provided the setting for one of the Twilight films, while San Biagio church was featured in Under the Tuscan Sun , but wine is the star here. Every door seems to lead to a wine cellar, and its Nobile di Montepulciano is one of Italy’s oldest varieties, first documented in 789 CE. “Red wine in Tuscany is like an institution—50 years ago, nobody drank white wine here,” says Francesco Maramai, a sommelier who has served Hollywood stars and a former U.S. president at his family’s restaurant and wine cellar, Osteria del Borgo . ( Read more about wine tasting in our perfect pit stops, below .)  

Driving in Italy: Your need-to-know

Highways are toll roads

While some allow you to pay by card, some do not, so ensure you have a stash of cash at the ready. 

Observe the speed limits

You will be in the minority, but there are plenty of speed cameras that may catch you out. Speed limits will be in km/h: from 50 km/h (30 mph) on urban roads, up to 130km/h (80mph) on autostrade (highways). Look out for signs saying controllo elettronico della velocità (speed camera), and warnings to rallentare (slow down); rallentamenti means “delays.” 

Enter a ZTL at your peril

Rental cars don’t have the right to drive into any zona a traffico limitato (limited traffic zone), which you find in most city centers, including Florence and Siena. Fines will be issued if you’re caught. 

Pack your attitude

Italian drivers are assertive. They may drive close to you, sometimes beeping or flashing their lights before they pass. You may also want to consider taking out full insurance on your rental car; scratches and dings are a common sight. 

Seatbelts must be worn

That’s for the driver and all passengers. The law also requires there to be a reflective safety vest in the car, and (over winter) snow chains. 

Have your headlamps on at all times

Even in bright sunlight. It’s the law. 

Parking is color-coded  

A white outline means it’s free (but could be solely for residents; look for signs saying solo residenti or solo autorizzati ), yellow are reserved, and blue are paid. The safest option is to find a car park. Parking can often be paid via the EasyPark app; download it in advance to pay quickly and easily. 

Our drive the next day takes us into the Val d’Orcia, through velvety, luminous green valleys studded with poppies. To say it is breathtaking is to undersell it; each new vista of rolling hills and perfect avenue of cypress trees striking you dumb. The 15th-century Pope Pius II built his summer residence here, in the tiny town of Pienza , which was conceived as the ideal city; and after pausing in his serene garden, it is hard to disagree.  

The Mall Firenze has a clientele so chic, we even spot a baby in a trench coat

We pause for lunch in the wisteria-draped main square of Bagno Vignoni , which takes its name from one of the natural hot springs found across the region. Renaissance architects channeled the waters into a perfectly rectangular pool, but as our waitress tells us, you can’t swim in it; instead, she recommends heading further south to local favorite, Bagni di San Filippo ( see below ).   Tonight, we are staying in the tiny medieval village, Lucignano d’Asso, where the local bar has a docile visiting fox and excellent food, while our accommodation, Borgo Lucignanello Bandini , has a hilltop pool, and apartments with pretty bathrooms in grapevine tile and towels monogrammed with a cursive P. This, it transpires, is for its Sienese owner, Angelica Piccolomini, whose ancestors acquired the village in 1485, and whose family tree includes a certain Pius II. The hotel also arrange our next morning’s activity: a trip with a truffle hunter ( see below ).

Three perfect pit stops

Go truffle hunting (and eating!)

Spend an enormously fun morning with award-winning tartufaio (truffle-hunter) Paolo Valdambrini, whose three talented dogs help him scour the forests near San Giovanni d’Asso for one of Tuscany’s most valuable commodities. Mily, the oldest of his three dogs, a cream-colored, curly-haired lagotto romagnolo , an ancient breed prized for their super-sensitive noses, leads you by her nose through a forest, sniffing out treasure as she goes. Once, she found a 21-ounce specimen: “It didn’t fit in my pocket, so I put it in my hat and carried it home,” laughs Valdambrini. Afterwards, visit the Osteria delle Crete , where talented chef Donatella Varrunghi will whip up bruschetta and tagliolini, both topped with shavings of truffle. 

Soak in natural hot springs 

The steaming sulphuric waters of Bagni di San Filippo are a favorite of locals and visitors alike: Bring your water shoes and climb as high up as you safely dare—the higher you go, the hotter the water. While there are other hot springs across Tuscany, this one is notable for its size, and for the small natural pools—like bathtubs—scattered across it. Locals swear the white mud is good for your skin. Don’t forget to bring a big towel (or even a bathrobe) for the walk back to the car. There’s no entry fee, but you must pay for parking. 

Sample the local wines

There are countless vineyards in Tuscany, but if you’re driving, pick a tasting in a town so you don’t have to drive afterwards. In Montepulciano, sommelier Francesco Maramai demystifies Italian wine, showing you why you can ignore the striped paper ribbons often mistaken for a designation of quality. You will try prosecco, two Tuscan whites, three of its reds including a Brunello that’s “like a battleship,” and a divine 1996 vin santo (which we are advised not to dip cantucci into). Snacks keep you relatively sober on the way. All can be shipped worldwide.  Book here

The last leg of our journey takes in another storied stop: the medieval city of Siena , with its seashell-shaped Piazza del Campo. In July and August, the grand piazza hosts the annual Palios, raucous bareback horse races pitting the city’s ancient wards against each other. Today it is merely mobbed by tourists; after finding a spot in one of the bigger car parks outside the city walls, we happily join the throngs to soak up the history.

Back on the road, we join the SP222, also known as the Via Chiantigiana—named for the Chianti wine region through which it winds. As Maramai warned us at our wine tasting, you could drive from Siena to Florence in just over an hour; but the undulating, snaking switchbacks of SP222 are not about speed. This is a route lined with densely forested hills, ancient olive groves, and the neat stripes of vineyards—hence its other name, the “Strada del Vino.” It’s a route to be lingered over like a lazy lunch, where the landscape is as much to be celebrated as a glass of Chianti Classico. With a plate of tagliolini al tartufo , of course.  

Kate Bussmann

Kate Bussmann is an editor at Expedia Group, covering all aspects of culture and style. She has hosted live and online events, written and edited for titles including  The Times ,  The Telegraph ,  InStyle ,  Glamour , and  Marie Claire , and appeared on NPR, the BBC and Sky News. She has lived in London, New York and Naples, and one day plans to move to Paris. 

An Italian adventure

Take the wheel in Tuscany

The joy of a road trip is having the freedom to travel wherever the breeze may take you… with spectacular stop-offs planned along the way, of course. From car hire to castles, restaurants to hotel rooms, here’s our ultimate itinerary.

Pick up your car: Hertz Florence Airport

Via Palagio degli Spini, Florence 50145

Stay: The Artists’ Palace hotel

Piazza San Lorenzo 6, Florence 50123

Shop: The Mall Firenze

Via Europa 8, Leccio 50066

Stay: Delcorto Suites

Via di Gracciano nel Corso 28, Montepulciano 53045

Drive: Val d’Orcia

From Pienza to Montalcino via San Quirico d’Orcia

Experience: Hot springs

Bagni San Filippo

Stay/experience: Borgo Lucignanello Bandini and truffle hunting

Località Lucignano d’Asso, near Montalcino 53024

Drive: Via Chiantigiana

From Greve in Chianti to Gaiole in Chianti

Last stop: Florence

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The best cooking class EVER - Walkabout Florence Tours

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The best cooking class EVER

Such an amazing and fun cooking class with Luca and Carmela. I haven’t laughed that hard in a long time! Especially loved the pasta making and learning proper Italian tiramisu. Thankyou!

Great value it is worth the day spent at Tuscany no words to described. A lot of history culture and gastronomy of this beautiful place

We spent a magical day with family and friends exploring the Tuscan countryside eating tasty food and drinking delicious wine. Our fellow tour companions appreciated our tour guide's knowledgeable descriptions of the countryside and wine

Absolutely amazing trip with our amazing guides Daniel and Gabriel! We loved the history and their knowledge of the area and the amazing spots they pointed out. Absolutely a mist on your next trip to Italy!

This tour was awesome - Sara and Nando are really the best! Such a great team. The meeting point for the tour was very easy to find and Sara was friendly from the second we saw her. Nando was an amazing driver and Sara was a wealth of knowledge paired with a ton of humour. The villas and wineries that are on the tour are excellent. All of the wines were fantastic and the food as well. Definitely worth the money and such a great experience.

This was an amazing unforgettable experience! Im so glad we took the time and the money to do this. Even if you think it is a little bit expensive i promise it will be worth it. You will learn alot about pizza and gelato making, taste some wine/beer, eat your ownmade pizza and taste the different types of gelato that you made. the wiew and the silence up on that farmhouse is wonderful. 🤩 the guides are fantastic and are making the whole cooking class understandable and funny😂 Thanks alot to our guides Levi, arlo and titiano (if i remember correct) From a norwegian couple❤️

One of our favorite days of our 10 day trip!!! Sara was our tour guide and Emiliano was our driver. Sara was full of knowledge and excitement about wine and the wine making process. Not only did we get to see the process, she also talked us through what happens at each step and answered any questions we had. It wasn’t just fun and enjoyable, it was a learning experience which was quite the plus! The first wine tasting was at the winery where we saw the whole process and the tasting included accompaniments of meat, bread, and olive oil. The second was nestled in a beautiful location with sweeping views of vineyards. We had a wine tasting and an incredible lunch here. The last place we went to was a private villa that only allows for visits with select tours. What a treat! The views were beautiful, the garden of the villa was breathtaking, and the inside of the villa was art. The wine was delicious here and paired with cheeses. We had the best time and would highly recommend this tour to anyone going to Florence.

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Home / The Ultimate Guide to Christmas Markets in Florence and Tuscany

The Ultimate Guide to Christmas Markets in Florence and Tuscany

The beauty of Tuscany is evident year-round, but it is especially enchanting during Christmas. The charming Tuscan villages dress up for Christmas, with their decorated streets and stores, markets, and activities that take place around the holidays. This makes the Christmas markets in Florence – and Tuscany – special places for locals and visitors alike.

Italian Christmas markets are a great way to get into the holiday spirit. They pop up all over Tuscany, offering a variety of goods that range from food to clothing. If you are visiting Florence in the winter , make sure to check the most popular Christmas markets in the region!

Christmas Markets in Florence

Santa croce christmas market.

Alluding to the typical German markets that we love, the  Santa Croce Market is one of the most important Christmas markets in Florence. A stroll through its allegorical wooden houses is infused with the aromas and flavors of traditional German and Austrian cuisines. 

Located in Piazza di Santa Croce, you’ll find exquisite sausages, street food, pretzels, and  glühwein  (mulled wine), as well as Christmas decorations. This is the perfect market to find a holiday gift or two – and enjoy some delicious snacks along the way!

Christmas Market in San Donato Shopping Center

Although the San Donato shopping center ( Centro Commerciale San Donato, via Enrico Forlanini, 1 ) is not located in the center of Florence, it is worth the trek if you are in the city during the holidays. At this market, you’ll can find handicrafts, magnificent original gift ideas, and street food. With more than 40 wooden houses selling festive food and gifts, this is the perfect Florentine Christmas market to browse unique goods while enjoying the holiday spirit. 

Curiosando al Mercato

Curiosando al Mercato (“browsing the market”) is not specifically a Christmas market. This pop-up event is held on different dates throughout the year in diverse locations in the city, but at Christmas time, they usually carry special holiday objects. You’ll find clothes, craft samples, vintage garments, jewelry, books, and paintings. As the name suggests, it is a great place to search for unique souvenirs from your trip to Florence . 

Christmas Markets in Tuscany

Arezzo city of christmas (arezzo).

The  Arezzo Christmas Market  is one of the most important and well-known in Tuscany. Located in the town’s Piazza Grande, it is an event that brings the whole city together with activities for all ages. 

At this amazing Tuscan Christmas market, you’ll find food and beer-tasting booths, light projections, and guided tours. Attractions such as LEGO Christmas House and Santa Grotto – where children can write letters to Santa Claus in the post office – are especially great for families.

Empoli Christmas Market (Empoli)

In the small town of Empoli, located on the outskirts of Florence city, every year, the Piazza della Vittoria dresses up for the holidays with its typical  Christmas market . It has stands with hot chocolate, local products, vast gastronomic offerings, and handcrafted items, making it a wonderful experience.

Market in the Campo (Siena)

One of the shortest Christmas markets in Tuscany, Siena’s  Market in the Campo  of Siena is celebrated at the very beginning of December. Located in the magical Piazza del Campo with spectacular views of the main medieval buildings of the city. Its 160 stands are loaded with typical products that will make any palate happy. You’ll also find festive items such as gifts, clothing, handicrafts, and antiques.

Pistoia Green Christmas Market (Pistoia)

A group of companies in Pistoia is offering a twist on the traditional Christmas market. As its name suggests, Pistoia’s Green Christmas Market ( Centro Mati  1909, Via Bonellina 46 )  focuses on nature with that magical and enchanting touch of Christmas. Here you can buy natural fir trees that are grown exclusively for Christmas, as well as decorations and original gift ideas for your loved ones. There are also different activities for children which are focused on sustainability.

Yareli is a Dominican travel writer based in the beautiful city of Lucca, Italy. Traveling and exploring every corner of Tuscany are her passions. She enjoys trying new flavors while traveling. As well as sharing her travel experiences through her blog  Wandering and Tasting  and Instagram  @wanderingandtasting .

Greenville restaurant GM leads trip to explore food and wine in Tuscany

Jianna, a downtown restaurant known for its elevated Italian-inspired cuisine, featuring dishes from all regions of Italy, also offers a flavor-filled journey straight to the heart of Tuscany.

“The trips were first inspired by a friend who lives in Montalcino and who, like me, is extremely passionate about great food and wine,” says Michael Kramer, owner and chef at Jianna. “We thought we could share a unique food experience with others who feel the same way.”

Kramer said that the experiences during a trip last year included an exceptional winemaker dinner with a private chef. The culinary adventure is “a great way to get close to regional dishes and famous Florentine steaks,” he says. “We went truffle hunting and visited cathedrals and sights with our private tour guide – it was personal and one of the most memorable trips I’ve experienced.”

The next trip in Jianna’s travel series is set for Tuscany in April, with curated tours of Montalcino, Montepulciano, Florence and Pienza. 

Expert-guided excursions grant insider access to Tuscany’s culinary gems. Here, every bite has a story. Visit the farms and sources of many artisanal treasures Tuscany is known for, such as olive oil, cheese, and prized Tuscan meats, like heirloom Cinta Senese pigs. A lineup of interactive classes includes pasta-making and cooking with truffles. 

Wine tastings are an immersive experience that combines history, culture and art. Travelers explore vineyards, meet producers and taste some of the region's most revered wines at top wineries in Montalcino, the homeland of Brunello. 

Highlighting seasonal Tuscan dishes, dining experiences are arranged at wineries, farms and some of Montepulciano's most highly-rated restaurants. At historic Osteria Porta di Bacco, a five-course feast celebrates regionally focused ingredients, and specialties like roasted pig and classic duck ragu with pasta, paired with locally produced wines curated by an on-site wine shop. At Antica Trattoria II Marzocco, savor Old World classics like rabbit terrine, beef tagliatelle and hand-rolled Pici pasta.

Your home base for this culinary adventure is Villa Benefizio, a luxury hotel situated within the hills of Tuscany. Surrounded by fragrant gardens, ancient olive groves and vineyards, the intimate villa features a Wellness Center with an indoor and outdoor swimming pool. 

Beyond the pleasures of food and wine, there’s plenty of free time built-in to explore on your own, such as shopping excursions in Florence, spa treatments and a visit to a natural thermal bath. 

“It’s a bucket list trip of a lifetime for many,” says Jianna General Manager and Managing Partner Andrea Ciavardini-Royko. “From food, wine and culture, it hits everything you need to experience the best of what Tuscany has to offer -- plus you get to drink some really good wine.” 

Back in Greenville, Jianna connects diners with Tuscany's culinary traditions through special tasting events held throughout the year. 

“The trip has created long-lasting bonds,” Ciavardini-Royko says. “Those who have traveled with us in the past regularly get together for a reunion.”

Look for winemaker’s dinners, wine-tasting workshops, and other culinary-focused events at Jianna that tap into the Tuscany travel series. For more info, visit jiannagreenville.com.

Join wine expert Andrea Ciavardini-Royko, General Manager and Managing Partner at Jianna, on an immersive culinary journey to Tuscany, April 20-27, 2024. This seven-day curated excursion includes exclusive tastings at notable wineries, elevated dining experiences, cooking workshops, spa treatments, private tours, and more. Space is limited. The deadline to register is March 15, 2024. For details and more info, contact [email protected]