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The tuscan specialist.

A licensed tour operator & travel agency

Based in florence since 2001.

We're an award Tour Company

..with more than 5 Trip Advisor Certificate of Excellence

This is Tuscany: can you ask for more?

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Private and Exclusive Tours or Transfer in Tuscany

Most popular tours.

Four days Tuscan Private Wine tour

Montepulciano and Montalcino Wine tour

Chianti Wine tour

08 – Cooking class in Chianti

07 – Cortona and Arezzo

04 – Siena, Monteriggioni

01 -The best of Tuscany in one day

05 – Andrea Bocelli in concert, Lajatico 15th, 17th and 19th of July 2024

06 – Lucca and Pisa

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Tuscany in Tour: private and exclusive tours or transfers in Tuscany

What client say.

“Outstanding!”

My husband and I were overwhelmed with the level of service provided by Tuscany in Tour. We booked three full day tours with this company and each and every tour they went above and beyond what we had expected to make our tours fabulous..

“Amazing Company to Work With”

We were two couples who wanted to visit as much of Italy as we could in 2 weeks, with no idea how to handle all of our booking of tours, hotels, travel but we knew the places we wanted to visit. Lost & Found Viaggi was the greatest find..

“Brilliant Service! Highly recommended.”

A big thank you to the excellent service of Tuscany in Tour. I emailed the Staff to arrange transportation for us as a family of 5 from Pisa Airport to our hotel in Florence..

“Excellent!!!!”

This was one of the best holidays we have had. Max was wonderful in working with us on scheduling, selection and overall questions…

We will take care of you!

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Customers rate Zicasso's travel referral service  4.9  on a scale of 1 to 5 based on  1546  reviews on Trustpilot

We match you with top tour companies that specialize in the trip you want,  whether it's a customized private tour or a group tour.

The emerald rolling hills and expansive rustic landscapes of Tuscany have captured and inspired imaginations for millennia. Discover grandiose castles and medieval abbeys nestled in the hidden countryside. Explore the timeless and classic influences of the Renaissance, which sparked a cultural movement that forever changed the world.

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Trips curated by the world’s top destination experts

Concierge-level service leading up to and during your trip

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8  Day Custom Tour

Dynamic pricing from  $2,907

Come see extraordinary Tuscany on this 8-day tour through famous hillsides to vivacious coastlines. Explore Renaissance art and modern marble. This journey through Tuscany will have you watching the sapphire Ligurian Sea and sitting in a 17th century palace looking over the valley at sunset. Walk along medieval fortified walls and hold the Leaning Tower of Pisa in the palm of your hand. From Michelangelo’s David to the music of Puccini, Etruscan ruins to serene lakes, there is no end to the extraordinary sights of Tuscany and beyond.

14  Day Custom Tour

Dynamic pricing from  $10,915

When every day is personalized to your preferences, you can be certain that each moment will be captivating. Stand in front of Botticelli’s Birth of Venus on a private tour of the Uffizi Gallery. Stroll along cavernous halls in labyrinthine abbeys with views out to vast valleys. Sip wine in a private villa with a boutique vineyard and discover tiny towns untouched by time with locals who welcome you like beloved family. Your 2 weeks in Tuscany tour provides you with a unique view of Tuscany, tailored by our Tuscany travel agents, to ensure that every day is made specifically for you.

Dynamic pricing from  $2,859

Cuisine runs deep in Italy, connecting families and reflecting the soul of the chef, whether cooking rustic pasta at home or preparing gourmet dishes in a restaurant. The scent of celebrated confections emanates from display windows along the main avenues. Luscious cheeses maintain complex flavors, offering insight into the care taken during their production. Ruby-tinted wines glow against the verdant hills and cypress trees. Your 8-day foodie tour of Tuscany takes you deep into local tradition by highlighting cuisines and methods of creation, from the farm and vineyard to the table, showcasing the labors of love with every sumptuous bite you take.

13  Day Custom Tour

Dynamic pricing from  $4,649

From the lush green of Tuscany’s hills to the pearl blue water of Cinque Terre’s coastline, experience why Italy is one of the world’s top destinations. Tuscany and Cinque Terre are works of art that everyone can enjoy. In Tuscany and Cinque Terre you do not just view the art, you become a part of it. Find out for yourself what all the great reviews are about!

10  Day Custom Tour

Dynamic pricing from  $5,525

Immerse yourself in the iconic landscape of rolling hills, terraced vineyards, and hidden medieval towns of Umbria and Tuscany during this 10-day Italy tour. Sip celebrated wines, indulge in the rich flavors of local cuisine, climb ancient towers, and discover the charms of cobblestone lanes. Embrace Italy’s relaxed pace and bask in endless beauty from Renaissance art to exquisite scenery while experiencing the vacation of a lifetime.

Medieval city walls and historic towers make each town in the Tuscan countryside feel like a fairytale, and you will feel like royalty. On your custom tailored Tuscany tour for lovers, each day takes you to the intimate villages and enchanting landscapes, from lush valleys to glistening seaside. Taste the traditions of elegant, regional cuisine and savor the treasured company of your partner. You will find the charms of history and the enchantment of sunsets over castle walls, sipping wine in a piazza, sharing gelato, and discovering all the different ways that Tuscany is for lovers.

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9  Day Custom Tour

Dynamic pricing from  $3,217

The red hue of a perfect bottle of wine shines like a ruby. The scent of freshly made pasta emanates from a restaurant located in a historic cellar. Chestnut trees and olive groves fill the open Tuscan valleys, leading you to far-reaching vineyards and medieval hilltop towns. Your custom tailored food and wine tour of Tuscany takes you on a unique blend of wine and culinary experiences set in the world-renowned countryside of Tuscany. Tuscany is where the cuisine is as artful as the region’s Renaissance paintings, the wine is as important as the medieval architecture, and the culture is rooted in the landscape.

Italy should be devoured on your 9-day Italy wine tour! Piedmont with its mountains and Tuscany with its hills: fill your senses with tastes from award-winning vintners, wines that range from robust to comforting, old to young, and food that sings and melts in your mouth, all with medieval towns at your fingertips. Italy allows you to slow down, smell the grass, smell the food, smell the wine, and devour it all.

When you think of Tuscany, you can already imagine the green hills and practically taste the lingering pleasures of Chianti wine. Your custom tailored Tuscany tour of Medieval cities shows you the celebrated Italian province by taking you deeper into the cities you already know, and into the countryside towns protected from the toils of time like a secret. Let your private guide lead you to Renaissance artwork and down preserved streets of medieval villages holding close to heritage and tradition. Taste award-winning local cheese and revel in a perfect view of Tuscany from atop a medieval tower.

16  Day Custom Tour

Dynamic pricing from  $5,723

The birthplace of Michelangelo and Leonardo da Vinci. The civilization that built the Pantheon and the Sistine Chapel. The destination of fashion enthusiasts and religious pilgrims alike. Italy’s history and beauty is endlessly inspiring to every visitor. From the ancient ruins of Rome to the magnificent Renaissance in Florence and surreal decadence in Venice, this tour of Italy promises to astound you.

Dynamic pricing from  $3,575

On this 10-day tour of Tuscany and Central Italy, immerse yourself in the encompassing culture of Italy and enjoy the sumptuous luxuries that the country has to offer. Taste wine from boutique wineries that have mastered the craft over centuries. The authentic Tuscan culture, the appetizing food, and the delectable wine are all within arms reach in this luxury Tuscany vacation.

7  Day Custom Tour

Dynamic pricing from  $2,501

Italy’s countryside is teeming with hilltop towns that are speckled across the breathtaking region of Tuscany, which you will explore on this handcrafted 7-day tour. Under the Tuscan Sun, you will appreciate the endless beauty of the emerald hills that roll from Montepulciano in addition to admiring the ancient architecture of the cultural heritage sites in San Gimignano. From town to town, you can find beauty in every charming destination against the beautiful countryside backdrop.

Step off the beaten path on your custom-tailored luxury vacation for a view of the unparalleled charms of Tuscany. From undulating open valleys to treasured shores, experience an unforgettable journey through the uncharted and overlooked splendors of Elba, Florence, and the surrounding beauty of Tuscany. The Mediterranean sun spreads over the rugged and lush niches of the Island of Elba. Emerald hills and cypress trees expand across the lengths of the horizon. Museums display breathtaking artwork. Ancient villages display remnants of their heritage along cobbled lanes and antique walls.

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Classic is another word for quality and charm, words that describe the splendor around you. Cafes set out tables alongside streets offering you a moment to yourself surrounded by indescribable history. Standing in front of Michelangelo’s David teaches you how to treasure a moment. Listening to the quiet passing of the Arno River provides a soundtrack to unforgettable memories. Your custom tailored 2020 Tuscan tour offers you the true meaning of classic, where no single image creates the wonders of the region. Instead, you find a unique combination of Tuscan experiences that shows why the word “classic” is synonymous with timelessness.

From shore to shore,  your 8-day Italy trip around the art capitals shows a country filled with masterpieces. The immaculate statues of Michelangelo and the soaring grandeur of the Duomo of Florence, the gorgeous scenery and grand basilica at Assisi and the charming streets of Padua, the graceful domes of Saint Mark’s Basilica and the intricate glasswork of Murano, all highlight classical inspiration and timeless beauty when in Italy.

When imagining Tuscany, you can easily conjure up medieval towers and historic walls, undulating hills and vibrant sunflowers. Cities radiate historic artwork and the countryside bursts with vineyards. Step beyond the imagined, venturing past the veil of your imagination and into the true grandeur of history. Your custom tailored tour immerses you in the splendor of Tuscany and lets you experience the beatitudes of alpine foothills, overlooked Renaissance towns, and even poetic vendors, allowing you the chance to discover the character of life in every day Tuscany.

In Tuscany, eating is more than sustenance. You do not eat to live,  but you truly live to eat. Home cooks understand the reason for pairing types of pastas with different types of sauce. A local butcher is happy to share home recipes. Chefs cook with their hearts, basing their recipes on traditional flavors with modern twists. Your custom tailored tour of Tuscan Gourmet Cuisine leads you through seven Tuscan destinations known for specific types of cuisine, ensuring your immersion into the soul of the province, and showcasing the uniqueness of each personal recipe, in each town, and in each region of Tuscany.

12  Day Custom Tour

Dynamic pricing from  $4,291

The road to Rome remains unchanged in parts of Tuscany, leading across the unspoiled landscape. Vineyards decorate hillsides. Cypress trees shade unpaved country lanes. Medieval towns that were built around historic churches maintain strong connections to their roots. Your custom tailored Tuscany tour takes you on the route of pilgrims known as Via Francigena. Stroll alongside historic walls; meander around ancient burial grounds; discover the antique abbeys that once connected the Western World. Slow down, take a look around, and know that each step brings you closer to another inspiring moment, whether in the countryside or an ancient Tuscan village.

Tuscany is not just a region in Italy; it is a state of being. The landscape rolls along the horizon. Unforgettable wine accompanies even more memorable cuisines. Restaurants fill historic cellars, and castles decorate the skyline with bell towers. Treasured artwork fills churches. Designer stores fill ancient buildings. The true essence of Tuscany is captured and expressed along the Renaissance streets of Florence. On this 8-day in-depth tour of Florence, you will settle in like a local and find that when in Florence the rest of Italy disappears behind the city that has it all.

This is a land of gentle rises and fecund meadows, where grapes grow fat in the summer sun and Italian nobles retire to enjoy the countryside. It’s a place of fine art and delectable food, cosmopolitan cities and entrancing towns, timeless history and endless culture. It’s a region of untrammeled natural beauty and unbounded imagination, the home to some of the great minds and great landscapes in the world. This is Tuscany, and there’s nowhere else quite like it.

Step into the hidden towns of Tuscany tucked away along the northern border of the province. The imagery leaps out of a storybook, filled with rolling hills, towering mountains, cool streams, and quaint villages. Palaces perch on a hilltop overlooking the valleys below. Traditions persevere in culture and cuisine, adding layers of flavor to every dish. Your custom tailored tour of Tuscany takes you into the lesser-traveled region of Mugello, where the wonders of the past are real, and the treasures of homemade cooking loom large.

11  Day Custom Tour

Dynamic pricing from  $3,933

The rolling meadows of the Tuscan countryside and the famed Seven Hills of Rome. The soaring dome of the Duomo in Florence and the floating marvel of San Giorgio Maggiore in Venice. With the bucolic countryside and the bustling cityscape, the allures of fine food and the inspiration of fine art, this is the tour that will show you it all, offering an unmatched glimpse into the incomparable jewels of Italy.

Dynamic pricing from  $5,007

Your 14-day Italy honeymoon is remarkable, filled with fine food and fun times, dictated by nothing but the slow circuit of the sun across a cloudless blue sky. It is notable for its uniqueness, taking you to the wonder of Rome and the marvels of Tuscany, the beauty of Florence and the luxuries of the Amalfi Coast for an experience that can only be done in inimitable Italy.

Italy is like a great masterpiece waiting to dazzle the viewer. On first impression, she amazes you with her beauty. Upon a closer look, her details and history enrapture you—as you’re awestruck by the ruins of Rome, the majesty of the Vatican and the surreal waterways in Venice. Finally, you leave changed forever by the magic of this incomparable place. We invite you to indulge in the enchanting experiences that await you in this itinerary as well as our carefully selected collection of Italy tours on Zicasso.

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Private and Small Group Tours of Tuscany and Cinque Terre

Be spoiled like a guest , travel like a local .

We’re a tour operator based in Florence that specializes in providing the best tours of Tuscany and Cinque Terre. Our drivers are experienced tour guides that will show you the best of what Tuscany and Cinque Terre have to offer.

During your tour, you’ll be able to enjoy our top-of-the-line vehicles, knowledgeable tour guides and 5-star rated service. Our team ensures that your experience will be unforgettable!

There's no need to stress out about finding the best tours, we've got you covered!

Whether you want to explore Tuscany or Cinque Terre for a day trip or a half-day trip, our tours are designed to give you the most authentic and enjoyable experience possible. We use only the latest Mercedes models and our drivers are highly trained tour guides and they will provide you a unique experience.

Our services meet very high standards which are also found in the reviews of our customers, who are always happy with their experiences with us!

Luxury Fleet

We pride ourselves on only using the best and most up-to-date Mercedes Van.

Private tours

Explore Tuscany at your own pace, without share or caring for other people around you

SMALL GROUP TOURS

Max 8 people x Mercedes van. Not too big, not too expensive - just right.

Private tours.

Private tours give you the freedom to explore Tuscany and Cinque Terre at your own pace, without having to share your car with other travelers.

Explore charming Tuscan villages and taste some of the best Chianti wine in the world.

Starting at

Take in the rolling hills and beautiful sunsets of Tuscany and end your day with a wine tasting and dinner at a local winery.

Come see the Cinque Terre and the Leaning Tower of Pisa in one day. These two UNESCO heritage sites will take your breath away.

Join a scenic tour of the Chianti region and taste a selection of some of the best wines that Italy has to offer .

Discover the famous Italian engines that have made their mark on history and taste the art of balsamic vinegar.

Tuscan Adventure: City Walls, The Leaning Tower Of Pisa & Wine Tasting

A Day Tour To The Heart Of Tuscany: Val d’Orcia, land of Gourmet Cheese, delicious Food and excellent Wine

Come with us to taste some of Italy’s most famous food products

Tuscan Adventure: The Leaning Tower Of Pisa and The City Walls of Lucca

It's time to discover Tuscany and Cinque Terre like never before.

Small Group Tours

Not too big, not too expensive – just right. As long as saving doesn’t mean giving up comfort or quality, we’ve engineered our tours so that won’t happen.

Save time, money and the headache of trying to navigate your way through an unknown destination. We will take care of everything.

Our drivers are highly trained tour guides that will let you enjoy the best Tuscan experience.

We know that you’ve been searching for the best way to experience Tuscany and Cinque Terre. We also know that you’re looking for a tour operator that will provide you with an unforgettable experience, and we want to be that company.

The first thing many travelers do when planning a trip to Tuscany is look for a rental car without considering the stress that comes with driving in an unfamiliar country. Streets in Italy are often narrow and curved, and if you don’t recognize a limited traffic area, you could get fined. The result is that you attempted to be independent and spend less, but the autonomous driving experience proved to be stressful and expensive.

By relying on our services, you can count on the professionalism of our drivers who are also excellent tour guides. They are ready to show you the most beautiful places in Tuscany and the Cinque Terre, making your experience unique and memorable. That way, you can relax and enjoy your tour without having to worry about getting lost or into any trouble. Hundreds of clients choose us every year because they know they can count on us to provide a great experience.

We are passionate about what we do and want to change your life with simple things like tours.

Private tours give you the freedom to explore at your own pace all the tour locations, without having to share your car with other travelers. Your driver/guide is at your exclusive disposal, which means that you can be more independent in choosing the stops you make and the places you visit.

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Tuscany Private Tours – 9 Exclusive Luxury Tours

Tuscany, Italy’s largest region, ranks high among travelers’ favorites for good reason. Its breathtaking views and flourishing wineries are one-of-a-kind. Of course, if you’re looking to escape the hustle and bustle of tourist traps and enjoy something completely unique, you might consider booking one of our Tuscany private tours. 

Private tours in Tuscany are excellent for many reasons. Whether you’re looking for a personalized itinerary, exclusive access to experiences that aren’t normally available to the public, or expert guidance from a passionate guide who can give you insight into the rich history and culture of the region, booking a private tour is the most immersive way to experience all Tuscany has to offer.

If you’re ready to savor the essence of “la dolce vita,” continue reading as we explore the ins and outs of taking a private tour of Tuscany.

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9 Private Tours in Tuscany

Once you’ve narrowed down some of your general interests, you can begin looking at specific Tuscany private tours and experiences that are tailored to your preferences. Here are 9 of our favorites.

1. Wine Tasting in an Exclusive Vineyard

Tuscany’s wine regions date back to the 13th century, with Chianti earning its legal definition in 1716. Legally , to be a Chianti, it must at least 80% Sangiovese grapes.

Tuscany’s iconic landscape provides the perfect foundation for the Sangiovese grape, which is not only renowned for its exceptional Chianti Classico wines, but also Brunello di Montalcino and Nobile di Montepulciano.

Private wine tours Tuscany offer a unique and unforgettable experience, as with each sip, you get to hear about the rich cultural heritage behind the process from passionate sommeliers.

2. Hot Air Balloon Expedition Over Chianti

  Visualizza questo post su Instagram   Un post condiviso da Balloon in Tuscany (@balloon_in_tuscany)

is an absolutely stunning experience. We wholeheartedly recommend it to anyone who wants to create lasting memories and capture breathtaking photographs of the Tuscany countryside.

Imagine the romance that envelops you as you float among the clouds, with the iconic rolling hills of Tuscany unfurling beneath you. Whether you’re looking to set up a marriage proposal or celebrate your anniversary with a sunset and a champagne toast, it’s a truly magical experience.

3. Private Yacht Excursion Along the Tuscany Coast

  Visualizza questo post su Instagram   Un post condiviso da Riva Yacht Official (@rivayacht)

Though many people think of rolling hills and endless vineyards when visiting Tuscany, there’s a beautiful strip of pristine coastline to explore as well

During your travels, you might consider setting sail on an exclusive private yacht excursion along Tuscany coast, where crystal-clear waters and rugged cliffs create a uniquely idyllic backdrop for a maritime adventure. 

A luxury yacht can offer a balanced blend of luxury and comfort, from personalized service to gourmet cuisine. 

Whether you want to explore hidden coves, snorkel in bright blue waters, or get your tan on at one of Tuscany’s many beaches that are only accessible by boat, a private yacht excursion can make for an unforgettable coastal experience.

4. Luxury Horseback Riding in Val d’Orcia

  Visualizza questo post su Instagram   Un post condiviso da Fun In Tuscany (@funintuscany)

Beyond the many relaxing Tuscany private tours, exploring the serene Tuscany countryside on horseback is an opportunity everyone should seize in their lifetime. It allows you to reconnect with nature’s rhythm among the pure Tuscany air and undulating hills.

We can’t think of a better way to enjoy the serene beauty of Val d’Orcia than with a luxury horseback riding excursion. You’ll get to traverse the region’s rolling hills, ancient olive groves, and rustic villages, all with the clip-clop of hooves on that echo the region’s rich equestrian history. 

5. Helicopter Tour of Tuscany’s Natural Wonders

  Visualizza questo post su Instagram   Un post condiviso da Florence Helicopter (@florencehelicopter)

The region’s landscapes are some of the country’s most diverse. Being hundreds of feet in the air offers a breathtaking bird’s eye view, from the rolling, cypress-covered hills of Val d’Orcia to the rugged peaks of the Apennine Mountains.

As you hover over Tuscany’s picturesque vineyards and pristine lakes, your private helicopter pilot will narrate your journey, offering insights into the geological formations and historical landmarks below.

6. Personalized Spa and Thermal Baths

  Visualizza questo post su Instagram   Un post condiviso da Wellness Tuscany Experience (@wellnesstuscanyexperience)

From the historic thermal baths of Montecatini Terme to the relaxing spas of Bagno Vignoni, there are many ways to experience tranquility and rejuvenation here in Tuscany. 

The beauty of a personalized spa or thermal bath tour is that you can tailor it to your preferences, choosing from a curated selection of treatments, including massages, facials, and hydrotherapy sessions.

7. Private Castle Visits

With a delightful trip to Tuscany’s many castles, you can enjoy a fairy-tale-like experience while learning more about the region’s past. 

Who among us, as a child, didn’t dream of living in a castle? 

From the Castello di Brolio, a breathtaking Chianti castle surrounded by vineyards and olive groves, to the Castello di Monteriggioni, which is one of the best-preserved medieval walled towns in Italy, offering a glimpse into medieval life, our Tuscany private tours of castles promise a unique journey through time.

8. Personal Shopper Experience

  Visualizza questo post su Instagram   Un post condiviso da The Mall Luxury Outlets (@themalloutlets)

Whether you’re looking to get your hands on high-end designer clothes, handcrafted leather goods, or one-of-a-kind Tuscan antiques, having a personal shopper at your side can provide an exclusive retail experience. 

9. Cooking Classes

  Visualizza questo post su Instagram   Un post condiviso da Dolce Vita in Tuscany (@dolcevitaintuscany)

The essence of Tuscany cuisine lies in its straightforward yet delicious recipes deeply rooted in tradition, passed down by skilled farmers. With a top-notch cooking class, you get a guide that can help you master these culinary delights so you can recreate them in the comfort of your own home.

Beyond its dining experiences and wine tastings, Coltibuono offers some of the best cooking classes in the region.

Get in touch with us to begin booking the perfect Tuscany excursion.

The Beauty and Luxury of Tuscany

One of the main reasons people from all over the world visit Tuscany is to bask in its stunningly picturesque landscapes. From the vineyards of Val d’Orcia to the medieval villages of San Gimignano, the geography alone is quite astounding. 

Those looking to explore the region beyond the rural beauty can take advantage of Italy’s most renowned cities , including Florence, Siena, and Pisa.

The fun doesn’t end there, of course, as Tuscany is also home to many lesser-known but equally stunning destinations, such as the medieval town of Lucca and the coastal haven of Porto Santo Stefano. 

Our Tuscany Holiday Insider’s Guide provides a deeper look at hidden gems to explore on your holiday.

The Benefits of Private Tours in Tuscany

You might be wondering, is a private tour of Tuscany worth the added cost? Let’s take a look at the many benefits it offers! 

Exclusivity and Personalized Experiences

Private tours are unlike typical group tours in that they grant you the freedom to choose your adventure companions. Not only are they more private, but they’re often more comfortable.

Because you have the ability to customize your experience with our Tuscany private tours, they’re particularly well-suited for special occasions, such as birthdays, honeymoons, or family vacations .

Expert Local Guides

When you have a passionate and dedicated personal guide, there’s no need to vie for your guide’s attention or compete with other travelers to ask questions. 

Instead, you can enjoy an uninterrupted wellspring of local culture and knowledge.

You’ll be able to ask about anything you’re curious about, receive expert recommendations for local cafes and restaurants, and unearth hidden gems that lie off the typical tourist trail. 

Plus, you’ll have the opportunity to forge a genuine connection with a local Tuscany resident, giving you more insight into what it’s like to be from the region.

Flexibility in Itinerary

Personalized Tuscany private tours offer you absolute freedom and flexibility, as the itinerary revolves entirely around your preferences. Every aspect of the experience is tailored to your tastes, from the destinations you visit to the activities you engage in, you can choose your own adventure.

With a personal tour, there are no stringent pre-determined itineraries that you must adhere to, although we do provide suggested routes if you haven’t yet formulated a plan. 

Avoiding Crowds and Tourist Traps

Most Tuscany private tours provide access to less-frequented attractions, meaning you can explore iconic sites like the Piazza del Campo or the Uffizi Gallery without the bustling crowds.

If tourist traps are something you’re trying to avoid, you can ask your guide to help you find off-the-beaten-path destinations or suggest alternative times to visit popular sites, so you can avoid the tourist horde.

Types of Tuscany Private Tours

The first thing to decide on is what kind of private tour you’d like to embark on. Here are a few of our most popular options:

Wine and Culinary Tours

Tuscany is a haven for food and wine enthusiasts, and with so many great wine and culinary tours in the region, you can’t end your trip without doing one. 

When you book a luxury private wine tour in Tuscany, you can traverse through the lush vineyards of Chianti, Montepulciano, and Montalcino, sampling some of the most exquisite wines Italy has to offer, like Chianti Classico and Brunello di Montalcino. 

Having the right local winery guide can provide insight into traditional production methods, too, teaching you more about the longstanding wine culture.

Don’t shy away from authentic Tuscan cuisine either. Freshly made pasta is to die for, and throughout the rural parts of the region, you’ll find endless farm-to-table spots. 

Art and Culture Tours

Tuscany is often hailed as the birthplace of the Renaissance, as it boasts a globally renowned artistic and cultural legacy. 

In fact, UNESCO has recognized the region’s historical and cultural significance by designating eight sites as World Heritage treasures. These include the historic centers of iconic cities like Florence and Siena, as well as the enchanting villages of Pienza and San Gimignano. 

With numerous Tuscany private tours that center around art and culture, you can take a journey through time while expert guides can provide insight into the art, architecture, and stories of Tuscany’s past.

Wellness Retreats

Most Tuscan wellness retreats can be found in historic villas and rural estates. Whether you’re looking for guided meditation or spa-like amenities, they provide that much-needed stress relief for a busy trip.

Castiglion Del Bosco is one of our favorite hotels and wellness retreats in all of Tuscany, with its heated pools and beautifully manicured gardens. If that doesn’t tickle your fancy, look at our Luxury Hotels In Italy guide, where we take a deeper dive into other wellness options. 

Historical Tours

People have been living in Tuscany for several thousand years , from the ancient Etruscans to the Renaissance artists. 

With a private historical tour, you can explore everything from the fortified hilltop towns of San Gimignano and Montepulciano to iconic landmarks like the Leaning Tower of Pisa and the Florence Cathedral. 

With a knowledgeable guide at your side, you’ll get direct access to stories of famous figures like the Medici family and Leonardo da Vinci, making your time spent feel far more immersive.

Romantic Getaways

Tuscany is an idyllic destination for couples planning a luxurious honeymoon in Italy .

Even if you’re there for a wedding anniversary or a random couple’s trip, it’s hard to beat the unparalleled natural beauty. As you wander through the historic hilltop towns and villages, including Florence, San Gimignano, and Siena, you’ll encounter a wealth of unique Tuscany private tours, from artisan workshops to world-class wine tastings.

Family-Friendly Tours

Tuscany vacations are a delightful choice for families brimming with curiosity and a thirst for exploration. And though the region may be perceived as a tailored adult destination, it boasts a plethora of family-friendly activities and events that promise perfect days out.

From Florence’s interactive museums and galleries to the endless rural landscape, which provides opportunities for mountaineering and cycling, there are several unique family-friendly tours you can choose from.

Shopping Tours

From artisan shops to high-end boutiques at every turn, there are many many ways to shop in Florence.

The beauty of a Tuscany Shopping Tour is that you get the assistance of a dedicated personal shopper, who will help you discover Tuscany’s premier shopping hotspots. Whether you’re looking for handmade leather goods to bring home as souvenirs, unique antiques from Arezzo, or local delicacies like wine and olive oil, we highly recommend a shopping tour.

Get in touch with us here at Luxo Italia and start crafting your perfect Tuscany private tours itinerary.

Customizing Your Tuscany Experience

Regardless of your passions or interests, there are few things to think about ahead of time as you begin planning your custom trip.

Tailoring Tours to Your Interests

Tuscany offers a wealth of experiences. With a customized itinerary and private tours, you can tailor your trip to your unique interests and preferences. 

Are you passionate about wine? Consider a luxury winery tour! How about history and art? If so, book a private museum tour with a guide who can provide a more exclusive experience away from the crowds!

The beauty of Tuscany private tours is that you get total flexibility to explore the region at your own pace, choosing the destinations and activities that resonate most with you.

Choosing the Right Tour Duration and Size

As you begin planning your Tuscany adventure, consider both the duration of your stay and the size of your group. 

As you already know, Tuscany offers a wide range of experiences, from day trips to extended vacations. The duration of your tour should align with your available time and whether or not you care to go in-depth with your experiences.

Note that our private tours are for those who want intimacy and personalization. However, some people might enjoy the social atmosphere that larger group tours provide.

Top Tuscany Private Tour Operator

Luxo Italia is driven by a deep-seated passion for curating luxurious Italian vacation experiences. 

Each itinerary we design for our clientele is carefully customized, embodying an extraordinary degree of precision and personalization, as if we were embarking on the journey ourselves. 

Our commitment goes beyond merely meeting with our clients to understand their preferences and interests; over the years, we have established extensive connections throughout Italy, enabling us to provide services that surpass the capabilities of most private Venice tours.

Numerous Luxo Italia patrons have recounted their luxurious holiday escapades, ranging from outdoor exploits to in-depth culinary journeys through Italy’s most renowned urban centers.

All of these experiences have stemmed from the carefully curated luxury itineraries we offer.

Feel free to peruse our testimonials page to gain insights into the experiences we craft for our cherished clients.

Planning Your Tuscany Private Tour

Planning the best Tuscany private tours starts with logistics. Let’s look at a few of the major considerations to make before getting into the weeds.

When to Visit Tuscany

If you’re getting ready to plan your Tuscany trip, April to May or September to October are the best times to visit. 

You’ll get to explore the Tuscan landscape at its finest, with comfortable temperatures ranging between 63°F to 79°F.

In summer, however, tourists get to enjoy sunflower-filled fields and bounties of fresh fruit trees, while from November to March, the crowds thin out, presenting a quieter Tuscan experience. 

Nonetheless, seasonal markets and festivals continue to provide entertainment for those venturing on day trips from Florence. Just note that during this period, many hotels in smaller towns and rural areas may remain closed.

Booking Logistics and Considerations

Now, when it comes to the logistical aspects of your Tuscany trip, here are a few essential considerations:

• Flights: To secure the most favorable deals, we recommend making flight reservations well in advance of your travel dates.
• Accommodations: Tuscany offers an extensive array of lodging options, from luxurious hotels in Florence to charming boutique establishments in the rural areas. 
• Transportation: While some regions of Tuscany are best explored on foot, such as Siena and Florence, some of the smaller towns and countryside require vehicles, so make sure to book your rental car far in advance.
• Tours and Activities: For guided tours or activities, such as wine tours, cooking classes, or museum visits, make sure to book ahead. We recommend private Tuscany tours from Florence for popular attractions like the Uffizi Gallery, as you can skip the long lines.

Explore our Luxo Italia trip planner and find out more about how we create professional itineraries for our clients.

Tuscany Private Tour Sample

So, what does it look like when you book one of the many Tuscany private tours through Luxo Italia?

The Ultimate Tuscany Itinerary

Our Ultimate Tuscany Itinerary is one of our most popular offerings. 

This eight-day expedition begins in Florence, where you get to explore iconic landmarks like the Uffizi Gallery and Ponte Vecchio.

Next, it moves to the medieval city of Siena, where you get to step back in time and traverse cobblestone streets.

From there, we move to Tuscany wine country, where rolling vineyards await. Here, you can experience exclusive wine tastings in the famed Brunello region. At last, you get to try some of Tuscany’s culinary delights and unleash your inner chef with a Tuscany farmhouse cooking class. 

Possibility of Customize the Tour

Of course, as with all of our planned itineraries, we make sure our clients have the flexibility they desire to cater their trip to their preferences. All of our tours are completely customizable. You let us know what you want to do, and we’ll help you find the best way to do it. 

If an extraordinary experience is what you’re after, then look no further than our Tuscany private tours.

From exploring the region’s rich history to savoring its wines and culinary delights, we can help you book the Tuscany trip of a lifetime. Contact Luxo Italia to start crafting your own tailor-made experience.

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Tuscany Small Group Tours

Uncover new and exciting adventures in Tuscany by taking part in our small group tours. Go sightseeing at your own pace surrounded by travellers like you. Provided by top tour operators & travel companies, our small group tours in Tuscany will offer you the perfect balance between spending time on your own and group activities. View all small group tours .

62 Tuscany small group tours with 201 reviews

Cycle Tuscany

The trip was a magical experience, weaving its way through the small medieval towns and narrow streets.

• In-depth Cultural

Premium Tuscany

The cities that were explored were both interesting and beautiful.

• Train & Rail

Italy By High-Speed Train

The addition of an extra night in Rome is needed with tickets for Colleseum and Palatine Hill.

• €50 deposit on some dates Some departure dates offer you the chance to book this tour with a lower deposit.

• Local Living
• Christmas & New Year
• Wine tasting

The Best of Tuscany - 4Days/3Nights

The tour was very good and gave me the great opportunity to know more about Florence and the Toscany region.

• €100 deposit on some dates Some departure dates offer you the chance to book this tour with a lower deposit.

Italian Sojourn with Leaning Tower of Pisa

The trip was great with a good balance of tours and free time. Accommodations were comfortable and very conveniently located.

Private Gourmet Wine Tour in Tuscany, Italy

We enjoyed touring so many vineyards and their 'cantinas'. Great for those Tuscany first timers.

• Educational

Italian Triple Centre with A World Wonder

4 Days TUSCANY TOUR - from Rome

The 4 days we spent touring through Tuscany was without fault. Will definitely come back!

Tuscany and Rome 7 days Private Tour

• 10% deposit on some dates Some departure dates offer you the chance to book this tour with a lower deposit.

The best of Tuscany - 5 days private tour

Florence City Break - 3 Days/2 Nights

Great value for the money. Everything easy enough to find and navigate.

• Food & Culinary

Unique 8 days in Tuscany Adventure

I spent 35 days in Italy and this was the best.

• Sightseeing

Tuscany Absolute

Florence is a daydream, Siena and San Gimignano are unique in the world. It is hard not to fall in love with Italy and its incredible beauty.

Siena & History

Tailor-Made Private Italy Tour to Tuscany

• Book With Flexibility This operator allows you to rebook your dates or tours with them for free, waiving change fees.

Reviews of Small Group tours to Tuscany

Trip of a lifetime. Could not have been any better. Would recommend to others.

This was our first tour. It was very informative and the cities that were explored were both interesting and beautiful. Unfortunately Italy was experiencing a heat wave and all the walking turned into a lot of sweating ( not your fault ). If in the future we go on another tour... it will be with Tourradar.

Basically a tour that consisted of hotels, transport by train and a couple of short walking tours. We knew that before we went and so was fine. The addition of an extra night in Rome is needed with tickets for Colleseum and Palatine Hill on one day. We did this by ourselves although it was a lot of hassle trying to get tickets for the Colleseum and got ripped off.

• What is the best time to visit Tuscany (Italy) in 2024/2025?
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THE 10 BEST Tuscany Private Tours

Private tours in tuscany.

• Wine Tours & Tastings
• Cultural Tours
• Walking Tours
• Private Tours
• Up to 1 hour
• 1 to 4 hours
• 4 hours to 1 day
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Likely to Sell Out
• Special Offers

• The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

1. Private Full-Day Siena, San Gimignano and Chianti from Florence

2. Pisa and Florence from the Livorno Cruise Port

3. Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence

4. E-Bike Florence Tuscany Self-Guided Ride with Vineyard Visit

5. Private Day Tour from Florence to Pisa, Chianti and San Gimignano

6. Private tasting of wines and oil to discover Lucca Ducale

7. Cinque Terre Private Day Trip from Florence

8. Fully-Day Private Tour to Cinque Terre from Florence

9. Private wine tour - Lucca hills and Montecarlo (2 wineries)

10. Private Tour of Uffizi and Accademia Gallery with David

11. Florence in a day - Private Tour

12. Private Tour in Florence: 3-hour Walking tour in Florence

13. Cinque Terre Small Group or Private Day Tour from Florence

14. Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

15. Wine Tour Ebike Experience

16. Private Tour of Chianti Siena and San Gimignano by Minivan

17. First Time Siena Medieval Tuscany Private Half Day Tour

18. Discover Florence with private walking tour

19. Pisa and Florence Private Day Tour from Livorno Port

20. Florence: Uffizi Gallery Private Skip-the-Line Tour

21. Private Tour of Pitti Palace with Boboli Garden

22. Self-guided Bike Tour from Lucca to Pisa

23. Florence City Guided Tour by Rickshaw

24. Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

25. UFFIZI Private Tour in Florence Italy

26. Lucca Bikes and Bites with food tastings for Small Groups or Private

27. Honest Wines- Wine tasting at Cantina Biagiotti

28. Private Tour Pisa, countryside with wine tasting

29. Cinque Terre and Pisa Full-Day Private Shore Excursion from Livorno Port

30. Private tour Wine and cheese a perfect combinations val 'Orcia

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What? Tour Arezzo Tour: Day Trips From Arezzo Italy Cortona Tour: Day Trips From Cortona Italy Elba Island Tours Florence Tour Livorno Tour: Livorno Shore Excursions Lucca Tour: Day Tours From Lucca Italy Montepulciano Tour: Wine Tasting Montepulciano Pisa Tour Porto Santo Stefano Tour San Gimignano Siena Tour: Day Tour From Siena Italy

Bespoke Luxury Private Tours Tuscany

Let our experts design you a luxury tuscany trip of a lifetime, classic regional tours by bellarome travel is a luxury tour provider offering complete and bespoke tours of the italian regions..

To experience the best of Tuscany, it pays to have a local expert arrange the finer details and make suggestions you may not have ever thought of. With Classic Tuscany, you will come away with an historically and culinary enriching experience you could only dream of.

Every aspect will be taken care of and you will be the VIP guests of our local drivers and guides who make it their mission to ensure you have an unforgettable stay in this enchanting region.

Visit our Other Regional Microsites

Why Travel To Tuscany?

Tuscany is most famous for its medieval cities which have stood still in time and rolling hills that surround them in the Tuscan countryside. Although it offers so much more. There is a reason why architecture lovers, history buffs and wine enthusiasts have a field day in Tuscany with one town more spectacular than the next. From the renaissance architecture in Florence, the preserved Gothic style of Siena and San Gamigliano to the iconic Tuscan villas set in the countryside of Montepulciano, you could spend a week or a month in Tuscany and never get bored.

Like the other regions of Italy, Tuscany is an exporter of some of the world’s best wines and produce. The many signature dishes based around these are like nothing you’ll taste anywhere else. Plan a luxury trip to Tuscany today and see the memorable sites of Tuscany.

Book Your Luxury Private Tour of Tuscany with Us

Tuscany is a region situated in west-central Italy. Its quaint landscapes and superb-looking architecture will leave you mesmerized and craving for more. The natural beauty of this region is loaded with historical fragrance. There is just so much to embrace in terms of its culture, and the people are also very friendly and hospitable. Plus, you are going to fall in love with the food of this place. As far as accommodation is concerned, you can easily find chic-looking stays and accommodations as per your budget. Book your private tour of Tuscany with luxury accommodation!!

Our team of travel experts will ensure that your booking experience is seamless. Whether it be booking a private tour of Tuscany, luxury tours of Tuscany, small group tours of Tuscany, or a budget Tuscany vacation, with us it is possible. Our top priority is always our customer satisfaction and that’s what we work towards always.

Our Popular Tours

Use our popular Tuscany tour as inspiration for your own tailor-made luxury Tuscany tours

Tuscany Road Trip 10 Days (or Customized)

Tuscany private road trip to enjoy the unique and sublime local culture while learning about its history.

Taste of Tuscany 7 Days (or Customized)

Immerse yourself in Tuscany on this comprehensive private trip to choose and leisurely at the same time.

Iconic Tuscany 14 Days (or Customized)

Visit the most iconic places in Tuscany, taking in the art, history and local culture with a spot of hiking and a cooking class.​

Tuscany Wine Tour 13 Days (or Customized)

Discover why Tuscan wine is so famous around the world and learn how it is produced. Sample the best Tuscan wine paired with food.

Tantalizing Tuscany 7 Days (or Customized)

Take tantalizing private tours to Tuscany, savoring all the flavors from villages to the countryside and the coast.

Tuscany Grand Vacations 14 Days (or Customized)

Start in Florence to see the magnificent Duomo , Da Vinci’s ‘The Annunciation’, and other famous Renaissance works of art in the Uffizi Gallery a complete private grand tour.

The Ultimate Tailor-Made Tuscany Itinerary - Dream Vacation

Let us handle the hassle

View some of our popular Tuscany destinations below or visit our 'Destinations' page to discover the region of Tuscany using our interactive map. We can arrange a personalized private tour of Tuscany to your exact tastes and preferences.

Siena Tour: Day Tour From Siena Italy

San Gimignano

Porto Santo Stefano Tour

Montepulciano Tour: Wine Tasting Montepulciano

Lucca Tour: Day Tours From Lucca Italy

Livorno Tour: Livorno Shore Excursions

Florence Tour

Elba Island Tours

Cortona Tour: Day Trips From Cortona Italy

Faqs about tuscany, what are the best places to visit on our private trip to tuscany.

The Complete Tuscany is the best place to visit across Europe. The picturesque destinations will simply take your breath away. The surreal beauty that resides in every crack and every corner of Tuscany’s soil is simply worth it. Piazza del Duomo and Renaissance Florence, Uffizi Gallery, Pisa’s Leaning Tower are a few nearby travel destinations that you can visit and enjoy with your near and dear ones. 

What Are The Driving Conditions Over There?

The roads over there are okay. However, it is suggested to drive carefully because of the presence of mountains and winding up roads. There are small villages which are not accessible by train and can be visited via roads. Thus, if you know driving then it will help you discover unseen places in Tuscany.

Are The Florence Airport And Pisa International Airports Efficient?

Yes, both airports offer great connectivity to tourists. These are located at an approximate distance of 50 miles from each other. The airports are in good condition and also very well-maintained for locals and tourists.

How Is The Taxi Service In Tuscany?

To book a taxi, you have to find a taxi rank which are majorly situated at squares, bus stands or train stations. From there you can easily book a taxi to your preferred travel getaway.

What Are The Benefits of Using a Travel Agent For Tuscany?

A Tuscany travel agent offers several advantages. First of all, they arrange everything so that your trip becomes hassle-free, including expert knowledge of the region, personalized itineraries tailored to your preferences, and access to exclusive deals and accommodations. With their local expertise, they can recommend hidden gems, arrange transportation, and provide assistance throughout your journey, ensuring a seamless and memorable Tuscany experience.

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Best of Tuscany Small Group Tour from Florence

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• Important Details

Our Best of Tuscany Small Group Tour from Florence is the ultimate way to enjoy the rolling hills of Italy’s wine country. Unlock the secrets of San Gimignano – the hilltop town that promises epic views. Experience the heart of medieval history in Siena, where sites like the Duomo offer a glimpse into the past. Next, you can choose between discovering a quaint Chianti village with its enchanting streets and boutiques or visiting a local winery. You can join a wine tasting (for a fee) or simply bask in the surrounding beauty before reaching Pisa. Here’s your chance to take iconic photos near the Leaning Tower of Pisa and marvel at the local sites.

First-time travelers in Italy must join our Best of Tuscany Small Group Tour from Florence for unbelievable views of Italy’s wine country. With your small group, be immersed in the region’s beauty, from San Gimignano to Pisa. Enjoy air-conditioned transfers, a local tour leader, and self-guided adventures. This tour operates twice a week with guaranteed departures, so book your spot today!

Best of Tuscany Small Group Tour from Florence Highlights

• Take in the breathtaking Tuscan views from San Gimignano
• Opt for visiting a stunning vineyard or strolling a local village
• Learn about Siena’s rich history and explore the medieval city
• Visit one of Italy’s most famous landmarks: the Leaning Tower of Pisa
• Guaranteed small tour group sizes, ensuring intimate and personal experiences

Best of Tuscany Small Group Tour from Florence Itinerary

If you have any questions about our Best of Tuscany Small Group Tour from Florence, please contact us. Our team is standing by and will be happy to help

Available dates are shown in green along with the starting price for that date based on recent searches. Click on a date to move to the next step and customize your trip such as adding airport transfers, choosing your hotel, and adding extra nights.

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Venice Private Tours

Venice food tours, st. mark’s basilica, murano & burano, gondola tours, doge’s palace, st. peter’s basilica, st. peter's dome, sistine chapel, private tours, the grand canyon, pompeii from rome, cooking classes, raphael rooms, paris food tours, eiffel tower, statue of liberty, nyc food tours, metropolitan museum (met), central park, last supper, lake como from milan, windsor castle, westminster abbey, tower of london, harry potter, changing of the guard, vegas shows, uffizi gallery, tuscan wine tours, statue of david, florence food tours, florence duomo, accademia gallery, colosseum underground, sagrada familia, montserrat from barcelona, casa batllo, barcelona food tours, barcelona boat tours, athens food tours, rijksmuseum tours, amsterdam food tours, amalfi coast, water & boat tours, sorrento boat tours, capri boat tours, the best florence tours, book tours to see david, the uffizi, food tours, vespa tours, and day trips to tuscany or cinque terre.

The number one attraction in Florence, arguably Michelangelo's David, is housed in the Accademia Gallery. There are other works of art inside Accademia, including works by Botticelli and even a Stradivarius collection of instruments commissioned by the Medici! The Cathedral of Santa Maria Del Fiore is another main attraction that can be found in the center of Florence. It was begun in the 13th century by Arnolfo di Cambio and completed almost 150 years later by Brunelleschi, who engineered an impossibly large dome. You can climb the dome by booking our Complete Florence Duomo Tour with Dome Climb below. Another incredible attraction in Florence is the Uffizi Gallery. The word Uffizi translates to "offices," which was the building's original purpose. Today, they are filled with incredible Renaissance art by Botticelli, Michelangelo, Da Vinci, Caravaggio, and unlimited other masters. You can book Uffizi Tours below by selecting an Uffizi tour or our Florence in a Day tour, including Accademia. Don't miss our authentic Florence food tour, where you’ll stroll through lively streets visiting three authentic local spots, and treat your taste buds with wine, meat, cheese, bruschetta, ribollita, and the finest olive oil, before indulging on traditional Florentine steak—and biscotti for dessert! Florence is located in the region of Tuscany, and the city is a village. This means you can go from the center of Florence and be in the Tuscany countryside within 20 minutes. Many of our trusted partners run tours to vineyards, including guided Vespa rides! Pisa and Cinque Terre are also near to Florence, which makes for great day trips if you're looking for exciting experiences to book. You can find day trips to either attraction below!

Florence may be a small village, but it attracts millions of visitors each year. Planning in advance to see Michelangelo's David at Accademia or to climb the Brunelleschi's Dome atop of Santa Maria Del Fiore (Duomo) is a great move. Consider booking a Florence in a Day tour, including Accademia and the Uffizi. You'll also find great food tours, vespa trips to Tuscany to visit vineyards, tours that ascend to the top of the Duomo, and more! The number one attraction in Florence, arguably Michelangelo's David, is housed in the Accademia Gallery. There are other works of art inside Accademia, including works by Botticelli and even a Stradivarius collection of instruments commissioned by the Medici! The Cathedral of Santa Maria Del Fiore is another main attraction that can be found in the center of Florence. It was begun in the 13th century by Arnolfo di Cambio and completed almost 150 years later by Brunelleschi, who engineered an impossibly large dome. You can climb the dome by booking our Complete Florence Duomo Tour with Dome Climb below. Another incredible attraction in Florence is the Uffizi Gallery. The word Uffizi translates to "offices," which was the building's original purpose. Today, they are filled with incredible Renaissance art by Botticelli, Michelangelo, Da Vinci, Caravaggio, and unlimited other masters. You can book Uffizi Tours below by selecting an Uffizi tour or our Florence in a Day tour, including Accademia. Don't miss our authentic Florence food tour, where you’ll stroll through lively streets visiting three authentic local spots, and treat your taste buds with wine, meat, cheese, bruschetta, ribollita, and the finest olive oil, before indulging on traditional Florentine steak—and biscotti for dessert! Florence is located in the region of Tuscany, and the city is a village. This means you can go from the center of Florence and be in the Tuscany countryside within 20 minutes. Many of our trusted partners run tours to vineyards, including guided Vespa rides! Pisa and Cinque Terre are also near to Florence, which makes for great day trips if you're looking for exciting experiences to book. You can find day trips to either attraction below!

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Florence in a Day Combo Tour with David and Uffizi

Explore Accademia Gallery, Ponte Vecchio, Florence Duomo, Uffizi Gallery, and so much more

( 213 ) From: $129.90

Florence Walking Tour with Statue of David

Uncover the best of Florence at the Duomo and Ponte Vecchio, and skip the line at Accademia

( 471 ) From: $67.75

Florence Duomo Skip-the-Line Tour with Dome Climb

Explore the breathtaking cathedral and take in captivating views from Brunelleschi’s Cupola!

( 1 ) as low as $71.19

Tuscany Wine Tour from Florence to Siena & Chianti

Enjoy a luxury Tuscany day trip to visit Siena and San Gimignano then taste food and wine in Chianti

( 111 ) From: $163.80

Statue of David Evening Tour

See Michelangelo's David on a later tour of the Accademia Gallery with fewer crowds

( 89 ) From: $56.45

Skip the Line Uffizi Gallery Tour

See Botticelli, Caravaggio, and Michelangelo's masterpieces in Florence's famous Uffizi Gallery

( 358 ) From: $73.45

Florence Duomo Skip-the-Line Tour

Explore the iconic cathedral with an expert guide and visit the fascinating Misericordia Museum

( 3 ) as low as $17.40

Tuscany Wine Tour by Vespa from Florence

Taste the food and wine of Chianti as you ride through the Tuscan countryside on a vintage scooter

( 24 ) From: $190.97

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15 Best Tuscany Wine Tours & Wine Tastings for 2024

Thinking About Visiting Tuscany in 2024? Book Some of the Best Tuscany Wine Tours to Experience the Region Like a Local

Italy has been a popular destination for #Winetravelers this year. We’re frequently asked how to best navigate popular regions such as Tuscany , and there really is no better way to fully immerse yourself in the region than by using a guided wine tour or tasting experience that’s operated by a local. With insider knowledge, not worrying about planning, logistics or driving, you can have a much more fulfilling time exploring the region, and usually save yourself a lot of stress and time.

RELATED: Table for Two in Tuscany: Romantic Itinerary for Places to Eat, Stay, Drink & Explore

All of that being said, we’ve compiled a list of the top wine tours in Tuscany based on reader feedback and ratings. These tours include both group experiences, as well as options for private wine tastings and excursions throughout Tuscany. Whether you’re staying within the Tuscan countryside or you’re looking for a day trip from Florence , Rome or Siena , we have you covered below.

Note that for a limited time, we’ve partnered with Viator to provide our readers with secure advanced booking, free cancellation as well as an exclusive 15% discount on any wine tours that are booked via Winetraveler.com . Simply use code WINETRAVELER15 at check out.

RECOMMENDED: Stay at These Luxury Tuscan Vineyard Resorts While You Visit Tuscany

Horseback Ride and Poolside Day Chillout with Tuscan Lunch

Montepulciano and pienza tuscany full day tour from rome, wine tour with wine tasting in siena, san miniato truffle hunting experience with lunch, major airports in tuscany, taxis and rideshares, other things to know, best wine tours & wine tasting experiences in tuscany, tuscany wine tours from florence.

Florence serves as an ideal base for Tuscany wine tours due to its central location within the region, providing easy access to renowned wine areas such as Chianti, Montepulciano, and Montalcino. Its well-connected transportation system, including train routes and bus lines, ensures hassle-free travel to various vineyards and wineries.

RELATED: The Best Tuscany Wineries, Hotels & Vineyard Resorts to Experience

Additionally, numerous tour operators within Florence offer curated wine experiences that cater to a range of preferences, from small boutique wineries to larger renowned estates. This, combined with the city’s own rich cultural and culinary scenes, makes Florence the perfect starting point for exploring Tuscany’s wine country.

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

Winetraveler Rating (over 3,165 reviews):

Italy’s iconic Tuscany region is more than just a destination – it’s a feast for all your senses. This full-day Tuscany wine and food tour, departing from Florence, offers you the chance to taste the region’s finest offerings, guided by experts with in-depth local knowledge.

Navigate the enchanting Tuscan countryside in a comfortable 4×4 minibus, stopping to explore a historic wine estate and villa, and a cellar filled with delectable Chianti Classico. Each stop on your journey is an opportunity to learn more about wine and olive oil production, and to indulge in locally-sourced cheese and other Tuscan delicacies.

This unique journey culminates in a traditional 3-course Tuscan lunch at a winery restaurant with breathtaking views. Experience the magic of the Chianti region as you dine amidst vineyards under the Tuscan sun.

This particular tour, operated by Walkabout Tours, has been designed to ensure a seamless and enriching experience for our #Winetravelers.

Highlights:

• Full-day wine and food tour from Florence, with 4×4 off-road minibus transportation.
• Traverse the scenic Tuscan countryside on an off-road adventure.
• Delight in a traditional Tuscan lunch at a picturesque winery restaurant.
• Explore a historic wine estate, with a guided tour of wine, extra-virgin olive oil, and cheese tastings.
• Visit a second winery for a deeper dive into the renowned Chianti Classico wine.

15% Off With Code WINETRAVELER15

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 2,896 reviews):

Venture off the beaten path and explore the heart of Tuscany on a classic Vespa scooter. This unique tour, offered by Walkabout Tours, takes you on a scenic ride through the Tuscan hills, starting from the Renaissance city of Florence. With a knowledgeable local guide leading the way, you’ll discover hidden gems such as the Piazzale Michelangelo and the Church of San Miniato al Monte.

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

The adventure doesn’t end there. After exploring the picturesque countryside, head back to a welcoming country estate to indulge in a delicious traditional Italian meal. Feast on a menu of mouth-watering bruschetta, perfectly cooked pasta, and a flavorful cheese and salami board. Experience the authenticity of Tuscany as you dine surrounded by its natural beauty.

To ensure a truly personalized and intimate experience, this tour is limited to 15 travelers.

• Explore the Tuscan hills on your own Vespa scooter, led by a local guide.
• Discover lesser-known sights such as the Piazzale Michelangelo and the Church of San Miniato al Monte.
• Delight in a traditional Tuscan meal at our country estate, featuring local favorites like bruschetta, pasta, and a cheese and salami board.
• Enjoy the personalized attention offered by small-group tours with a maximum of 15 participants.

This Vespa tour in Tuscany, presented by Walkabout Tours, gives you a unique opportunity to experience Tuscany’s charming countryside in an authentic and memorable way. Don’t just visit Tuscany, live it like a local!

Grab this opportunity to explore Tuscany in the most Italian way possible. Reserve your spot now as this is one of the best selling Tuscany wine tours currently.

Tuscany Bike Tours: One Day Bike Tour through the Hills of Tuscany

Winetraveler Rating (over 1,158 reviews):

Escape the bustling city of Florence and immerse yourself in the natural splendor of the renowned Tuscan countryside. Offered by Tuscany Bike Tours, this top-rated bike tour combines the awe-inspiring scenery of Tuscany, a rich history that spans centuries, and an authentic taste of the region’s flavors in an exciting and active way.

Pedal across fertile valleys and hilly landscapes adorned with olive trees and vineyards, stopping to explore a 12th-century villa and indulge in a traditional Italian restaurant for a mid-day meal. Recharge and enhance your journey with tastings of Chianti wine and local olive oil – the signature flavors of Tuscany.

• Cycle through the beautiful Tuscan countryside, leaving the city behind.
• Enjoy a wine tasting at a medieval castle and savor a delectable lunch at a local restaurant.
• Engage in an active and refreshing journey, a welcome alternative to being confined on a bus.
• Join the ranks of satisfied travelers who’ve showered this bike tour with hundreds of 5-star reviews.

Experience the Tuscan region in a refreshing and dynamic way. The inviting landscape, the ancient history, the flavors of the region – all come together on this journey to provide an unforgettable Tuscan experience.

Ready for the ride of a lifetime? Secure your spot on this Tuscany Bike Tour today.

Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence (with wine, of course)

Winetraveler Rating (over 3,633 reviews):

Embark on a delightful culinary adventure near Florence, nestled within a picturesque Tuscan estate. Ideal for culinary enthusiasts and culture lovers, this unique experience allows you to learn the art of crafting two of Italy’s culinary treasures – pizza and gelato, guided by a professional Italian chef.

This interactive, hands-on cooking lesson culminates in a delicious 3-course feast of appetizers, freshly made pizza, and delectable gelato, all paired with a selection of fine wine and beer. To keep the magic of this culinary adventure alive, you’ll also receive a recipe booklet to take home and hone your new skills.

• Participate in a pizza and gelato cooking lesson, right in the heart of Tuscany.
• Learn the art of crafting two iconic Italian delights under the guidance of a professional chef.
• Relish a 3-course meal accompanied by wine or beer, all set within a charming Tuscan estate.
• Enjoy round-trip transportation from central Florence for a hassle-free experience.

Why Choose this Tour? This gourmet cooking class pairs two beloved Italian classics with the unbeatable scenery of Tuscany, creating an immersive experience that surpasses any restaurant setting.

Ready to create some delicious memories? Book this culinary adventure now and add a slice of Tuscan flavor to your journey. Unleash your inner chef and bring a piece of Italy back home with you.

Tuscan Wine Tour with Lunch, Visit to San Gimignano & Organic Wineries

Winetraveler Rating (over 547 reviews):

Take a break from the energetic pace of Florence and set off on a journey into the heart of the Tuscany wine region. This day trip includes round-trip transport from a central Florence location, making your adventure as comfortable as possible.

In the company of your knowledgeable guide, you’ll gain valuable insights into the intricate winemaking process at local vineyards, typically overlooked by many visitors to Tuscany. The day’s schedule is thoughtfully designed to include wine tastings, an authentic Tuscan lunch, and ample opportunities for capturing beautiful photographs against the backdrop of Tuscany’s scenic landscapes.

• Savor tastings of Chianti wines and relish a traditional Tuscan lunch.
• Benefit from the expertise of a guide, ensuring a stress-free exploration without the need for navigation.
• Gain insights into the winemaking process unique to the Chianti region.
• Enjoy hassle-free, round-trip transportation from a central Florence location.

Discover the serenity and charm of Tuscany’s renowned wine region with this insightful Chianti day trip. Immerse yourself in the winemaking heritage, savor authentic Tuscan cuisine, and capture memories set against Tuscany’s breathtaking vistas.

Ready to uncork the magic of Tuscany & Chianti? Book this day trip now and delve into a world where the essence of Tuscany comes alive in every vineyard, every glass of wine, and every plate of food.

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

Winetraveler Rating (over 415 reviews):

Embark on an Italian adventure like no other as you couple a wine tasting experience with a classic Fiat 500 tour. Departing from Florence, step into the driver’s seat of a beautiful 1960s Fiat 500 model, and journey through the Tuscan hills as part of a scenic convoy. The tour reaches its crescendo as you park your vintage ride at a stunning 15th-century wine estate and villa.

• Enjoy a self-driven Fiat 500 tour from Florence, highlighting the esteemed wines of Tuscany.
• Visit a captivating 15th-century Renaissance villa and wine estate nestled in the Tuscan countryside.
• Immerse yourself in the estate’s vineyards and cellars, indulging in tastings of several locally produced wines.
• Travel through the scenic Tuscan hills with confidence, guided every step of the way.

Explore the splendors of Tuscany in an unforgettable way. From the thrill of driving a classic Fiat 500 through the picturesque hills, to the rich taste of Tuscan wines in a historic setting – this tour promises a feast for the senses.

Ready to drive into a day of Tuscan delights? Reserve your spot now and create memories that will last a lifetime.

Private Tuscany Wine Tour Experience from Florence

Winetraveler Rating (over 54 reviews):

Delve into the heart of Tuscany’s world-renowned flavors and stunning landscapes on a private wine tour from Florence. Journey through the picturesque hills and vineyards in the company of a knowledgeable sommelier guide, visiting three distinctive estates to sample top-notch regional wines and olive oil.

The journey includes a visit to a family-owned winery, where a traditional Tuscan lunch, paired with an array of fresh local products and wine, awaits you. Gain insights into traditional winemaking processes through a cellar tour and engaging conversations with winemakers.

• Full-day private wine tour from Florence, removing any uncertainty about selecting wineries, thanks to your expert sommelier guide.
• Explore three diverse wineries, including quaint family-run and organic estates.
• Discover the winemaking process through an immersive cellar tour.
• Savor a range of the region’s best varietals.
• Enjoy an authentic Tuscan lunch crafted from locally produced ingredients.
• Benefit from the flexibility to tailor your itinerary to your preferences.

Embark on a journey of flavor and beauty in the Tuscan region. From the quaint charm of family-run vineyards to the vibrant taste of Tuscan wines and the warm hospitality of the locals, this tour promises a truly enriching experience.

Winetraveler Rating (over 15 reviews):

Trade the bustling streets of Florence for a day of tranquility immersed in nature. Experience a horseback riding adventure through the picturesque Tuscan countryside, capped off with downtime at an elegant country resort nestled within the verdant Florentine hills. Indulge in a delightful Tuscan lunch served poolside and complemented by local Chianti wine.

• Escape the crowds of Florence and embrace the tranquility of the Tuscan countryside.
• Absorb the lush landscapes from the unique perspective of horseback riding, suitable for all levels.
• Enjoy a private experience tailored exclusively for your party.
• Benefit from round-trip transfers from Florence for a hassle-free day.

Immerse yourself in the calming serenity of Tuscany’s nature. From the thrill of horseback riding through picturesque landscapes to relaxing at an elegant resort with a refreshing poolside lunch, this day promises a rejuvenating escape from the hustle and bustle.

Tuscany Wine Tours from Rome

While Rome is not located in Tuscany, its position and connectivity make it a viable alternative base for Tuscany wine tours. Rome’s strategic location allows for comfortable day trips to southern Tuscan areas like Montepulciano and Montalcino, both renowned for their exceptional wines. The Italian capital boasts excellent high-speed rail links and highway networks that can transport you to the heart of Tuscany in just a couple of hours. This flexibility allows you to explore Tuscany’s world-class vineyards and return to Rome’s vibrant nightlife and historical attractions all in one day, offering a rich, balanced travel experience.

Tuscany Wine Tour from Rome with Private Driver

Winetraveler Rating (over 6 reviews):

Make the most of your time with this private tour that covers three enchanting hill towns in Tuscany and Umbria in just one day. With the convenience of hotel pickup in Rome and a full day’s transport, you can indulge in wine tasting in Montepulciano, savor the renowned pecorino cheese in Pienza, and admire the breathtaking views from the cliffside town of Orvieto.

• Benefit from round-trip private transportation from your hotel or chosen location in Rome.
• Enjoy ample free time to explore and shop in the beautiful towns of Montepulciano, Pienza, and Orvieto.
• Experience the unique flavors of Tuscan wines, cheeses, and other gourmet delights.
• Take advantage of a private day trip for greater flexibility and personalized attention.

Embark on a journey through the scenic landscapes of Tuscany and Umbria. Savor the exquisite flavors of the region, marvel at the panoramic views, and soak up the unique charm of these picturesque hill towns.

Winetraveler Rating (over 5 reviews):

Trace the footsteps of the Etruscans as you visit the picturesque medieval settlements of Montepulciano and UNESCO–listed Pienza, two of Tuscany’s most charming hilltop towns. Starting from Rome, this tour offers a comfortable journey in an air-conditioned minivan, giving you ample time to explore the historical streets at your own pace. Revel in the magnificent panoramas over the Val d’Orcia, with round-trip transport from your Rome hotel included.

• Explore the enchanting towns of Montepulciano and UNESCO–listed Pienza in a single day.
• Enjoy ample free time to discover the rich history and culture of these sites at your own pace.
• Be captivated by the panoramic views of the Val d’Orcia from the vantage point of Pienza.
• Benefit from round-trip transportation in an air-conditioned minivan from your Rome hotel.

Step back in time and explore the medieval charm of Tuscany. From the Etruscan roots of Montepulciano to the UNESCO-listed beauty of Pienza, this tour offers a captivating look into Tuscany’s past.

Tuscany Wine Tours from Siena

Tuscany hiking tour from siena including wine tasting.

Winetraveler Rating (over 47 reviews):

Join us as we step back in time, tracing the footsteps of ancient pilgrims along the Via Francigena, a historic route that connected Canterbury, England, to Rome. This rural path winds through charming villages, vineyards, and some of Tuscany’s most picturesque landscapes. The journey concludes in the enchanting medieval village of Monteriggioni, where you’ll be rewarded with a curated wine tasting. To wrap up your adventure, we’ll provide a train ticket for a comfortable return to Siena.

RELATED: Here’s Why You Should Include Siena on Your Next Trip to Italy

• Enjoy a half-day hiking tour from Siena coupled with a delightful wine tasting.
• Follow sections of the historic Via Francigena, a key pilgrimage route leading to Rome.
• Absorb the history of the route from our expert guide.
• Traverse between Siena and the medieval walled village of Monteriggioni.
• Bask in the captivating Tuscan vistas of rolling hills blanketed in vineyards and olive groves.
• Immerse yourself in local flavors during an educational wine tasting session in Monteriggioni.
• Take advantage of the included train ticket for a convenient return to Siena.

This is more than just a hike; it’s an invigorating journey through history and a celebration of Tuscany’s beautiful landscapes and rich flavors. Ready to walk the ancient paths and savor the local wines? Book your spot today!

Winetraveler Rating (over 122 reviews):

Tuscany is famed worldwide for its exceptional wines. Get an insider’s view into this illustrious industry with a tasting tour in the vineyards close to Siena. This intimate tour, limited to just 12 participants, takes you to a historic cellar where you’ll refine your palate and learn to distinguish delicate flavors under the guidance of a sommelier. With a choice of morning or afternoon departure, you can conveniently fit this experience into even the most packed sightseeing agenda.

• Break away from the city and effortlessly explore the vineyards surrounding Siena.
• Sharpen your palate to discern subtle flavors under the guidance of a trained sommelier.
• Choose from two departure times throughout the day for your convenience.
• Benefit from personalized attention in a small group limited to 12 participants.

Unleash your inner wine connoisseur on this exclusive tasting tour. From exploring historic cellars to learning from a knowledgeable sommelier, this experience brings you closer to Tuscany’s rich wine culture.

Winetraveler Rating (over 293 reviews):

Experience the unique thrill of hunting for Italy’s coveted tubers in the Tuscany countryside during an authentic truffle hunt near San Miniato. Join Francesca, a seasoned forager, and her truffle-hunting dog for a leisurely stroll through the woods in search of fresh truffles. After the hunt, unwind at her family farmhouse, where a mouth-watering lunch featuring the day’s truffle harvest awaits.

• Engage in the age-old tradition of truffle hunting with an experienced local “tartufaio” in Tuscany.
• Enjoy a walk through the woodlands near San Miniato with a specially trained truffle dog.
• Relish a satisfying lunch featuring bruschetta and pasta adorned with freshly found truffles, followed by dessert.
• Enjoy the warmth of local hospitality during this immersive experience at a family-run farm.

Embark on a truly unique Tuscan journey. From the exciting pursuit of truffles to the exquisite flavors of a truffle-infused lunch, this experience offers a deep dive into the tradition and culinary richness of Tuscany.

Tuscany Travel Logistics

Getting to tuscany.

Florence Airport, Peretola (FLR): Known as Amerigo Vespucci Airport, it’s the closest airport to the heart of Florence and Tuscany. It’s relatively small and offers fewer international connections, but it’s a popular choice due to its proximity to Tuscany’s major cities. Browse current flight deals and book as the best rates arise using Kayak.

Pisa International Airport (PSA): Also known as Galileo Galilei Airport, this is the largest airport in Tuscany with more international flight connections. Pisa airport is well-connected to Florence and other Tuscan cities by both train and bus services.

Bologna Guglielmo Marconi Airport (BLQ): Although not located within Tuscany, it’s another good option to consider as it has strong flight connections, both domestic and international. It’s roughly an hour and a half’s train ride to Florence.

RECOMMENDED: Visit Cinque Terre: Wine Tasting Itinerary & Travel Guide For Wine Lovers

Arriving from Other Parts of Italy

Tuscany is well-served by Italy’s extensive train network. The high-speed trains from cities like Rome, Milan , and Venice make getting to Tuscany both quick and convenient. Florence’s main station, Firenze Santa Maria Novella, is a major hub connecting Tuscany to the rest of Italy.

Getting Around Tuscany

Public transportation.

Trains: The train network in Tuscany is quite extensive, connecting not only the major cities but also smaller towns. They are generally punctual, affordable, and efficient.

Buses: For some of the smaller towns and villages, bus is the only public transport available. Although they can be less predictable than trains, buses can get you to places trains can’t reach.

Renting a car can be an excellent option if you wish to explore the countryside or visit vineyards at your own pace. Do remember that driving in Italy requires an International Driving Permit along with your regular driver’s license for non-EU citizens. Also, many city centers in Tuscany are limited traffic zones (ZTLs) and are camera-controlled. Driving into these zones without a permit will result in a fine.

Taxis are readily available in cities and larger towns. Uber operates in Florence and is another convenient option for getting around.

Best Time to Visit: Tuscany is a year-round destination, but the ideal times to visit are between April and June, and September and October when the weather is comfortable and the countryside is at its most vibrant.

Language: Italian is the official language. However, English is widely spoken in tourist areas, hotels, and restaurants.

Currency: Euro (€) is the official currency of Italy.

Safety: Tuscany is generally safe for tourists, but like any other tourist destination, be aware of your surroundings, particularly in crowded places.

Electricity: Italy operates on a 220V supply voltage and 50Hz. The power plugs and sockets are of type F and L.

Cities, Towns and Villages within Tuscany

As the capital of Tuscany, Florence is an incredible mix of art, history, and culture. It’s the birthplace of the Renaissance, and home to world-class museums such as the Uffizi Gallery and the Accademia Gallery, where you can admire Michelangelo’s David. The city also has a rich culinary scene, with countless trattorias serving classic Tuscan cuisine. Florence is an ideal base for day trips throughout the region, thanks to its central location and excellent transportation links.

Famous for its medieval cityscape and the historic Palio horse race, Siena is a must-visit. The city’s heart is the Piazza del Campo, a shell-shaped square that hosts the Palio twice every summer. The Siena Cathedral (Duomo di Siena) is another highlight, featuring intricate Gothic architecture. Siena’s historical center has been declared a UNESCO World Heritage Site for its preserved medieval city planning and architectural splendor.

RELATED: Top Small Towns in Italy to Visit Famous for Wine [Wineries & Wine Tour Options Included]

Known worldwide for its leaning tower, Pisa has much more to offer. The city hosts a wealth of historic sites, including the Piazza dei Miracoli, where you’ll find the Leaning Tower, the Pisa Cathedral, and the Baptistery. For an authentic Tuscan experience, visit during June when the city celebrates the Luminara di San Ranieri festival with thousands of candles lighting up the riverside.

Enclosed by well-preserved Renaissance walls, Lucca is a charming town ideal for leisurely exploration. Its cobblestone streets, beautiful piazzas, and numerous churches, including the Lucca Cathedral, offer a snapshot of its rich history. One fun fact is that the town’s intact city walls have been transformed into a pedestrian promenade, perfect for biking or a leisurely walk.

San Gimignano

Known as the “Town of Fine Towers”, San Gimignano is famed for its 14 medieval towers that dominate the skyline. This UNESCO World Heritage Site offers fantastic art, great dining, and world-class gelato at the Gelateria Dondoli, a two-time champion of the Gelato World Cup. Its proximity to Chianti makes it an excellent stop on a Tuscan wine tour.

Montepulciano

This medieval and Renaissance hill town is known for its Vino Nobile wines. Stroll along the Corso, a grand avenue packed with Renaissance palazzi and churches, or visit the impressive Tempio di San Biagio. The town also offers panoramic views over the surrounding vineyards and Val d’Orcia.

Best known for its Brunello di Montalcino wines, this hilltop town is a favorite among wine lovers. Besides its wine, the town boasts a stunning fortress offering panoramic views, a charming historical center, and the beautiful Romanesque Abbey of Sant’Antimo.

RELATED: Read Recent Articles and Travel Guides for Exploring Italy

A true hidden gem, Volterra offers Etruscan, Roman, and medieval sites, including the Roman Theatre and the Etruscan Acropolis. Volterra is also renowned for its alabaster craftsmanship, a tradition that dates back to the Etruscan period.

Set on a hill overlooking Lake Trasimeno, Cortona is one of Tuscany’s oldest towns with a history dating back to the Etruscans. Visit the Museo dell’Accademia Etrusca, or explore the town’s charming narrow streets and squares. The town is also known from the book and movie “Under the Tuscan Sun.”

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Frequently Asked Questions about Wine Tours in Tuscany

What kinds of tuscany wine tours and wine tasting experiences are there.

Tuscany offers a rich variety of wine tours and tastings that cater to all tastes and preferences. For instance, there are full day private tours from Florence, led by a knowledgeable sommelier, offering the chance to visit three different wineries and enjoy an authentic Tuscan lunch. For those looking to combine scenic drives with wine, consider the excursion that pairs a Fiat 500 tour with a visit to a 15th-century wine estate. Alternatively, you can delve into Siena’s surrounding vineyards on a small group tasting tour that educates your palate with the help of a sommelier. For those seeking a unique countryside experience, a horseback riding tour in the Tuscan countryside lets you unwind at a country resort with a full Tuscan lunch and local Chianti wine. These are just a few examples of the range of experiences Tuscany has to offer. Each tour provides a unique way to explore the region’s world-renowned wine culture. To learn more and book a wine tour that suits your preference, please check our detailed guide.

When is the best time of year for a wine tour in Tuscany?

The best time to visit Tuscany for a wine tour largely depends on your personal preferences, but there are a few peak periods that are particularly popular. Spring (April to June) and Fall (September and October) are often considered the ideal times for a Tuscan wine tour. The weather during these seasons is typically mild and pleasant, and the landscape is at its most vibrant – with blooming flowers in spring, and changing leaves in the fall. Fall is also the time of the grape harvest (known as “vendemmia”), which can be a fascinating process to witness. Some wineries even allow visitors to participate in the harvest. Summer (July and August) in Tuscany can be quite hot, and many Italians go on vacation in August, which means some wineries might be closed. However, the region is still beautiful during this time and the wine tours are certainly still operational. Winter (November to March) is the low tourist season in Tuscany. While the weather can be cooler and wetter, there are fewer tourists, making it a good time to visit if you prefer to avoid crowds. Regardless of when you choose to visit, it’s always a good idea to check with individual wineries or tour companies in advance for their operating hours and to book your tour.

What is the main wine region in Tuscany?

The most renowned wine region in Tuscany is the Chianti region, famous for producing Chianti and Chianti Classico wines. It’s characterized by its idyllic rolling hills, historic vineyards, and scenic villages. The Chianti region is situated between Florence and Siena, making it conveniently accessible for tourists and wine lovers. However, Tuscany boasts several other notable wine-producing areas. For example, Montalcino, located south of the Chianti region, is renowned for its Brunello di Montalcino wines. Nearby, Montepulciano produces the famous Vino Nobile di Montepulciano. Further west towards the coast, you’ll find the Bolgheri region, known for its superb “Super Tuscan” wines, a term referring to high-quality wines that don’t adhere to traditional Italian wine regulations but have nonetheless achieved worldwide recognition. Each of these areas offers unique variations in climate, soil, and winemaking traditions, contributing to the diversity and richness of Tuscan wines.

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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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ELLE Escapes: Tuscany

What to see, bagni di lucca.

FYI, there’s a collection of hamlets in northern Tuscany just outside of Lucca called “Bagni di Lucca” or “Baths of Lucca.” The area is famous for its healing thermal waters used by the Etruscans and Romans. During the 19th century, the area peaked in popularity when it became the summer residence of Elisa Baciocchi, the sister of Napoleon Bonaparte. You can now soak in her personal marble bath, a black and white checkered masterpiece, at the Terme Bagno Bernabo in Villa Corsena.

Bike and Bites

If you want to experience Lucca like a local, hop on a bike. The city is known for its incredibly well-preserved Renaissance walls encircling the historic city center. The 40-feet high by 90-feet wide walls form a 3-mile loop that has been turned into a walking and biking path. It is completely flat, shaded by trees, and has great spots to stop for a picnic (read: great for beginners). There are loads of bike rental spots around the city, but guests staying at Grand Universe Lucca can opt for a “bike and bites” experience that comes with a bike and a basket of “schiacciata” or Tuscan flatbread, stuffed sandwiches, “buccellato” or sweet bread, and Tuscan wine.

Gioielleria Carli

Founded in 1655, Gioielleria Carli is the oldest jewelry store in Italy—and one of the country’s most stunning. The shop in Lucca is itself a work of art, with checkerboard marble floors, soaring frescoed ceilings, and a stunning gilded clock. Walking through the front door is like stepping back in time. The merchandise is equally ornate, with romantic gold rings, antique silver brooches, and Italian red-coral pendants. Some of the jewelry was crafted by the members of the family-owned business (the Carli family is now in its 13th generation running the boutique), and other pieces are made by local goldsmiths.

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Lenny Niemeyer Silk Knot Sarong

Ancient Greek Sandals White Silia Flat Sandals

Where to eat, sala dei grappoli.

Famed Tuscan landmark Castello Banfi is known for producing some of Tuscany’s best wines. Turns out, its doors are also open to diners. Kick back with a bottle of Brunello and seasonal Italian dishes at the vineyard’s Michelin-starred restaurant La Sala dei Grappoli . In nice weather, you’ll want to try the house pastas on the outdoor terrace, which has a beautiful view of the property.

Osteria San Michele

Osteria San Michele is open both to hotel guests at Villa Lena , as well as other travelers. Produce from the property’s garden influences the seasonal menu, with items like stewed artichokes with wild mint and truffle, pecorino soufflé, and twice-cooked asparagus. San Michele’s wine list includes bottles produced by local winemakers, plus a selection of the estate’s home-grown organic wines. There is Tutti I Giorni, a vibrant Tuscan red, and Da Occassioni, a full-bodied Tuscan red. Also available is a sparkling rosé created in collaboration with a family run business in Veneto that has been making wine for over 600 years.

Gelateria Dondoli

This is no ordinary gelato. This is prize-winning gelato. Gelateria Dondoli , a shop in Gimignano, has garnered several top titles in the competitive world of ice cream making, including “world champion” and “best ice cream in the world.” Sergio Dondoli is the mastermind behind the shop’s sweet creations, which includes more than 40 flavors and 12 trademarked ones. Simply put, San Gimignano is one of Italy’s tastiest national treasures.

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Where to drink, villa a sesta.

Villa a Sesta is set in the beautiful Tuscan countryside, amid a sprinkling of medieval villages and other vineyards. They are famous for producing Chianti Classico Gallo Nero. The property predominantly cultivates the Sangiovese grape, the main base for Chianti Classico wine, and a new cellar incorporates cutting-edge technological systems for fermentation and winemaking in French oak barrels and barriques. The property is open for wine-tasting, dinner, and even has a world-famous polo and equestrian club, if you’re up for it.

Buchette del Vino

Buchette del vino, or wine windows, are one of Florence’s best kept secrets. Most of the windows are around 12 inches high and 8 inches wide, built out of stone or brick, and in a dome shape. They were first popularized as a safe way to sell wine when the plague swept through the city in the 1630s and nearly 300 have been cataloged across Tuscany since. A Facebook group “ Buchette del Vino ” now tracks all the open windows in Florence.

Antinori nel Chianti Classico

Antinori nel Chianti Classico is a more than 600-year-old wine producer. Today, it’s a major destination in Tuscany, as much for its legacy as its mesmerizing edifice designed by Marco Casamonti. Antinori is one of the Italy’s largest wine producers, and the label is synonymous with prestige and grandeur. The vineyard is open for tastings and tours, but it’s best to make a reservation. PSA: It operates other estates in Tuscany, including Le Mortelle, which can be found on the coast close to Castiglione della Pescaia.

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Advene Mini Age

Where to stay.

There’s heaven, and then there’s Villa Lena. Set deep in the peaceful woods of Tuscany, the property is a special retreat with an ancient history. The terracotta-hued 19th century villa on the grounds still has its original frescoes, and the surrounding forests remain practically untouched. While technically a hotel, Villa Lena also operates as a residency program dedicated to supporting international contemporary artists working in art, music, film, literature, fashion, and other creative disciplines. Not only are guests able to take in one-of-a-kind art hanging up in the hotel—they can also take a painting class with the current artist resident. Villa Lena grows its own wine and olive oil, and offers tours of the vineyard and groves for guests. It even has a new shop (now available online) called the Cabinet of Curiosities , featuring its wine, olive oil, and art. In addition, the entire villa can be rented out for weddings that are catered in-house, and decorated with flowers grown on the property. Because why not get hitched in Italian paradise?

Casali di Casole

Why stay in a hotel room when you can stay in a gigantic villa? If you’re looking for a family or group trip to Tuscany, Casali di Casole offers several large private properties you can rent that will help you live your best Under the Tuscan Sun life. Our favorite is the Casale Campo al Doccio , a five-bedroom luxury farm house and guest house with sweeping views of the Tuscan countryside and a heated infinity pool. It has all the benefits of a home rental stay (gourmet chef’s kitchen, plenty of privacy), but with a concierge service and daily housekeeping. Diane Lane would love it.

Grand Universe Lucca

Lucca is, in a word, magical. Known as “The City of 100 Churches,” it’s located between the Apuan Alps and the Versilia coast and is famous for its art and imposing city walls, which are among the best preserved fortifications in all of Europe. Through the walls and into the heart of the city at Piazza Napoleone is Grand Universe Lucca , the former Palazzo of the Paoli family during the Renaissance era. The boutique hotel is situated just steps from the famed Teatro del Giglio and the Chiesa dei Santi Giovanni e Reparata. The interior of Grand Universe is just as stately, with velvet drapes and high-end amenities. Legacy , the restaurant at Grand Universe, offers local cuisine, while the hotel’s famous rooftop champagne bar serves up unparalleled views of Lucca’s famous architecture.

Nadine Goepfert x Villa Lena Napkins

Villa Lena Scented Candle

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Beauty picks.

Vacation Classic Whip SPF 30 Sunscreen Mousse at Nordstrom, Size 4 Oz

Reapplication of sunscreen is a must on vacation, especially in the Tuscan sun. Vacation’s SPF comes in whipped foam form, making it easier to slather all over your body ahead of any outdoor excursions. It easily absorbs and leaves the skin feeling moisturized, not sticky.

Victoria Beckham Beauty Eyewear

Take your glam routine look up a notch by packing Victoria Beckham Beauty’s collection of eyeshadow sticks in your makeup bag. They’re creamy, blendable, crease-proof, and last a long time (seriously) to carry you from museum visits to evening vino sips.

Summer Fridays Lip Butter Balm

Switch your boring old lip ointment for this glowy, lip balm from Summer Fridays. The bestselling product comes in an array of shades that offer a subtle tint for those nights when you need an extra oomph .

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Best Tuscany Small Group Tour Companies

Search 23 Tuscany Small Group tour operators and travel companies, with 293 reviews.

Exodus Travels

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Tuscany Small Group Reviews & Ratings

Exodus holidays are only as good as their leaders and Sara is fantastic, super knowledgeable and full of enthusiasm. The area and accommodation ensure you feel fu...

Walking in Tuscany

This was one of the best trip I ever had! Beautiful scenery, friendly people, great home cooking, but most importantly - our incredible guide Sara. She was taking ...

Excellent trip

It was a fantastic trip with some relay amazing walks and views. The mountains the open space and the views are breath taking. The views the open space I would r...

Some people might be misled in thinking this is a walk in the park, before booking, it should be entitled trekking in the mountains of Tuscany

A brilliant experience and can't wait to go on the next one. Having walked up a mountain, with sweat pouring out of me, breathing deeply, with the sun beating down ...

Great Holiday and Superb Walking

A great holiday with excellent walks which were enjoyable as well as being physically quite demanding. Liz, our guide for the week, made the holiday extra special ...

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