fiat 500 wine tour tuscany

Vintage FIAT 500 Self-Drive Tuscany Tour from Florence

Get behind the wheel of an iconic italian car, cruising to the tuscan countryside.

Want to explore the hills of Tuscany in style? Join this unforgettable, self-driving tour, where you’ll spend the day behind the wheel of a vintage FIAT 500 from the 1960s! Follow your expert guide from the city of Florence to the enchanting Tuscan countryside, passing by ancient castles, olive groves, and picturesque villas. Enjoy a traditional, Tuscan lunch before taking the scenic route back to Florence, where you’ll be sure to turn some heads along the way!

• Vintage FIAT 500 Tour from Florence​
• Self-Drive Experience​
• Florence Cityscape​
• Scenic Photo Stops​
• Radio-Guided Tour
• Local Lunch​
• Unforgettable Memories
• Fun-Filled Adventure​
• Small Group Experience​
• Nostalgic Tuscany​

To begin your unforgettable drive through Tuscany, meet your local guide at your designated meeting point in Florence city center. Once your group has arrived, follow your guide to a nearby garage where you’ll get acquainted with your 1960s, vintage FIAT 500. Marvel at the beauty of this rare, vintage vehicle as your guide goes over the basics of driving a manual car.

Once you’re on the road, follow your guide to the best view of Florence, where you’ll also stop inside one of the city’s oldest churches. After snapping some iconic photos with your vintage car against the city’s skyline, it’s time to hit the road and head to the countryside!

Cruise along the rolling hills of Tuscany, stopping for amazing photos along the way, before stopping at a private terrace for a traditional Tuscan meal and glass of Chianti. After indulging in your Tuscan treats, get back behind the wheel one more time as you take the scenic route back to the city. Get ready to turn some heads as you drive back to the garage, as your vintage FIAT 500 is a guaranteed showstopper!

Self-Drive Vintage FIAT 500 Tuscany Tour Description

Your 6-hour tour includes:

Expert tour leader

Vintage FIAT 500

Self-drive through Tuscan countryside

Traditional Tuscan lunch and wine

Two-way radio to contact the guide

Insurance, fuel, car taxes

Find Your Vintage FIAT 500

Before setting off on the ride of a lifetime, head to your meeting point in front of Biblioteca Nazionale, where your guide will be waiting for you. Once your group is together, your friendly guide will take you to a nearby garage where your restored, vintage FIAT 500 from the 1960s will be waiting!

Your tour leader will give you a quick tutorial on driving this manual, vintage vehicle, and then you’ll be ready to hit the road! You’ll be given a two-way radio to stay in contact with your guide, so there’s no need to worry about getting lost during your trip.

Cruise Through Florence in Style

Get behind the wheel and be ready to turn heads as you cruise down the streets of Florence. Even though you’re still in the city, enjoy a scenic drive as you follow your guide down a breathtaking avenue lined by cypress trees.

Continue following your guide to an incredible, panoramic viewpoint of Florence. Admire the city’s striking skyline and snap a few photos with your vintage FIAT 500 against this unmatched backdrop.

Before getting back behind the wheel, stop inside a stunning, hilltop church, which is one of the oldest in Florence.

Drive Through the Countryside

Now that you’re back in the driver’s seat, it’s time to leave the traffic of the city behind, in favor of lush, rolling hills. Admire Tuscany’s legendary countryside as you drive along narrow, stonewalled lanes, ancient villas, and fields filled with olive trees. Of course, there will be plenty of time to stop for amazing photos. You couldn’t ask for a better backdrop to feature your vintage vehicle!

If you’ve been riding in the passenger's seat, this is also a great time to switch things up and get behind the wheel if you feel like doing so!

Traditional Tuscan Lunch

Driving through the winding streets of Tuscany is sure to work up an appetite! Now, it’s time to indulge in traditional Tuscan delicacies. From a private terrace, admire majestic views of castles and villas sitting atop lush, green hills. Take it all in as you devour Tuscan local specialties, such as cheese, prosciutto, and a glass of Chianti wine.

We’ll stop at one glass this time, as you’ve still got more driving to do!

Back to Florence

After snapping more photos from your incredibly scenic lunch views, it’s time for one more ride in your dream car! Follow your guide as you take the scenic route back to Florence, soaking in the enchanting landscape one more time. While you cruise into the city and back to the garage, you’ll feel like an Italian movie star as you make heads turn!

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What you get with this tour

See what people are saying

1 total reviews

Excellent guide and lunch. Most fun so far in Florence!

Frequently Asked Questions

What to bring?

Don’t forget your camera! The driver should avoid high heels or flip flops and make sure to bring a valid driver’s license.

Don’t forget your camera! The driver should avoid high heels or flip flops and make sure to bring a valid driver’s license.

Is this tour run by The Tour Guy?

No, this tour is operated by one of our trusted and vetted partners in Florence.

What is the minimum age required to drive the Fiat 500?

18 years. A valid driver’s license is required, in its original form. We cannot accept a copy or a picture.

Do I need to have previous experience with manual gears to drive the Fiat 500?

Yes, prior experience with manual gear is recommended. At the start of the experience, our tour leader will provide a demonstration on how to operate this specific vehicle. However, having some familiarity with driving stick is essential. Please note that we reserve the right to terminate the participation of any driver who cannot safely control the car, and refunds cannot be provided in such cases.

What happens if it rains?

We run our tours rain or shine. In case of extreme weather conditions, we will propose an alternative date or refund the price paid for the tour.

Is there any chance this tour will be canceled?

On the rare occasion the tour is canceled, we'll inform you as soon as possible. We will work with you to reschedule your tour when possible or provide a full refund.

How many people can accommodate in a Fiat 500?

A Fiat 500 can accommodate 3 adults or 2 adults and 2 children.

Is lunch included in the price of the tour?

Yes, lunch is included! You’ll have a traditional Tuscan meal.

What if I have food allergies, intolerances, or other dietary requirements?

Please contact us in advance so we can do our best to accommodate your needs. We will work with our tour partners to provide you with an alternative when possible.

What if I don’t drink alcohol but I’d still like to join the tour?

Not a problem. Please let us know in the comment box when you book your tour so we can make sure an alternative drink is provided.

Can I bring my kids and do I have to pay for them?

Youths are allowed as passengers in the vehicle, though please keep in mind that there are no rear seat belts.

Does this tour include hotel pickup?

No hotel pickup is included on this tour. You’ll meet your guide at the designated meeting point in front of Biblioteca Nazionale in Piazza dei Cavalleggeri.

Where does this tour end?

This tour ends back at the meeting point in Florence.

Free 24-hr cancellation on group tours! Learn more

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Fiat 500 Tour

Explore the romantic Chianti countryside in style and comfort with a classic Fiat 500 tour, leading you through the cobbled streets of Florence and Chianti. Learn about the region’s most exquisite delicacies including wine and olive-oil, while admiring the picture-perfect panoramas of infinite groves, grapevines and monasteries.

Enjoy this once-in-a-lifetime Fiat 500 tour and then retreat to one of our hand-picked villas near Chianti to call your own during your stay.

Cruising the Chianti Countryside

The original Fiat 500 is an icon of classic Italian motoring; our tour lets you travel in one of the original, iconic Fiats that mobilized a country across some of Italy’s most picturesque landscapes.

There is no bad way to explore Chianti, but taking the historic and picturesque roads by car offer an unrivaled opportunity to see some of the region’s best sights in a day.

When people think of rural Italy, chances are they picture the rolling vineyards of Chianti, with the banked hills and beautiful weather making it perfect for growing the grapes used to make the region’s namesake wine.

See more of our experiences or find out more ideas about travelling Italy in style.

The Tour begins in the city centre of Florence, with a start time of 9:00am or 3:00pm. Fiat 500 tour goers should arrive 15 minutes early for details and instructions about the tour. Once settled into your classic Fiat 500, your English speaking guide will keep in contact with you via radio. You will drive through the fantastic roads in the Chianti hills, with a stunning view of Florence and making stops in some amazing places. Before the end of the tour you will stop for a light lunch or early light dinner in a private location. The duration of the tour is 3.5 hours and you will return to the original meeting point in the Florence city centre. Please note that this is not a private tour you will be with other Fiat 500 lovers!  * Recommended for adults and children from 3 years on.  

• Available from May to October
• Languages: English
• Child friendly
• Transport is not included in the price

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Vintage Tour by Fiat 500 in the Chianti with Wine Tasting

Most magical Sunday ever...

Drive a Vintage Fiat 500 in the Chianti with Wine Tasting

Discover this  wine tasting tour of Chianti and Tuscany from Florence . You will get the exclusive opportunity to drive a vintage Fiat 500 and explore the countryside of Tuscany , as well as a chance to have a Chianti wine tasting session in an impressive Tuscan villa.

Vintage excursion by Fiat 500 in the Chianti with Wine Tasting highlights: 

• Explore the hills of Chianti with a Fiat 500 tour from Florence
• Drive your vintage car and discover the fascinating landscapes of Tuscany
• Visit an amazing Renaissance Tuscan villa famous for its wine production
• Learn more about the tradition and heritage of wine producing in Chianti
• Have a wine tasting session and a delicious lunch with fresh local ingredients

Vintage excursion by Fiat 500 in the Chianti with Wine Tasting

Start your adventure in Tuscany with our unique wine tasting tour from Florence . Moreover, you will get to discover the regions on board a vintage Fiat 500 car , a symbol of the classic Italian style.

Visit Tuscany on board an authentic Fiat 500

Head out of Florence and explore the country roads of Tuscany , one of the greatest driving roads of the world, admiring beautiful landscapes and amazing sights, including the famous attractions of Tuscany, its vineyards, monasteries, hilltop towns, wineries and much more. All this, while you drive a vintage Italian car along the walled roads of Tuscany and Chianti .

A unforgettable eXPerience that combines fun and wine tasting in Tuscany

You will surely get to taste some of the fascinating wines that come from the Chianti countryside , close to the unbelievable attractions of Florence. Get ready for the journey of a lifetime, discovering an authentic atmosphere and way of life, while also tasting some great wine. The wine tasting tour of Tuscany starts in Florence with the selection of cars and then you head out towards the hills of Chianti. Here, you will have the exclusive chance to drive a Fiat 500 vintage along some of the most beautiful roads of the world, along part of the Mille Miglia car race . You will have time to stop in the most enchanting places and admire the panoramas of Tuscany.

Taste local wine and learn more avout Tuscan wine

Then you will stop at a stunning Renaissance villa , where you can learn about the old tradition of wine making , as well as olive oil making. You will get a unique chance to delve into the medieval cellars and have a fascinating Chianti wine tasting session , along with a light lunch made of fresh local produce. Enjoy the appealing wine of Tuscany and immerse into its magical world.

More eXPeriences in Vintage Fiat 500

For an eXPerience more engaging and authentic we recommend the  Vintage tour by Fiat 500 around the amazing hills of the Chianti region and the  Vintage self-drive Tour by Fiat 500 in the Chianti with Picnic .

• Departing from the meeting point, a few kilometers from the historic center of Florence
• Private road inside a 15th century villa
• Drive on via Chiantigiana, the most famous wine road in Tuscany
• Stop in a Chianti Classico vineyard and by an olive grove with views over the countryside
• Drive through Impruneta, the world capital of Terracotta
• Wine tasting session
• Return to the meeting point
• Insurance R/C "double clutch"
• Rent of a vintage Fiat 500
• Wine tasting
• tips (optional)
• Electronic fancy modern controls

Meeting point information and local telephone numbers at your destination are included on your Confirmation Voucher.

Due to the significant increase of fuel prices, we have to ask 15€ surcharge per car, to be paid on the spot.   All drivers have to be experienced and confident with driving with Manual gearboxes. Dreass comfortably and remember that vintage cars do not have air conditioning!   Prerequisites: Driving with Manual Transmission experience, Valid credit card, Valid Driver's License.  

Reviews of Vintage Tour by Fiat 500 in the Chianti with Wine Tasting

Simply superb, best tour ever done, hilarious way to see the chianti countryside, my husbands favorite part of our trip.

Fiat 500 Driving Tour Tuscany – A Complete Guide

Imagine cruising through the Tuscan winding country roads, surrounded by rolling hills and vineyards, all while driving a classic Italian car.

This is exactly what this driving tour Tuscany with a Fiat 500 is all about.

And it isn’t just a drive, it’s an immersion into the heart of Italy, where every turn reveals a new picturesque landscape or a charming medieval village.

Whether you’re behind the wheel of the iconic Fiat 500 or comfortably enjoying the ride as a passenger, this will easily become a trip for the books!

Curious yet? Here’s everything you need to know about the Fiat 500 tour around Tuscany!

Table of Contents

FIAT 500 DRIVING TOUR TUSCANY

Let’s start this guide with the essentials about this driving tour in Tuscany, such as what documents are required, if it’s worth taking, my personal review, and more.

WHAT IS A DRIVING TOUR TUSCANY?

This particular driving tour is a trip around the Chianti region in a Fiat 500 that takes you around the rolling hills in the Italian countryside.

What better way to discover it than driving a Fiat 500? With its small size and nimble handling, you can easily navigate the winding roads and narrow streets of Tuscany.

And the best part? You’ll be driving a piece of Italian history, making your journey even more special.

DO I NEED TO DRIVE THE FIAT 500?

No, not necessarily, and in case you don’t meet the requirements or simply don’t want to drive, a tour guide will drive you around while you enjoy the landscape.

WHAT DOCUMENTS ARE NEEDED TO DRIVE?

In order to drive the Fiat 500, you will need your driver’s license (must be valid to drive in Italy), a credit card, and you must be at least 18 years old and able to drive a vehicle.

Also, upon registration, the agency will pre-authorize a deposit for the guarantee and once the tour ends, this pre-authorization will be lifted.

Have you got travel insurance for your trip?!

We all know accidents can happen and having Heymondo Insurance will save you thousands of dollars if something goes wrong.

Heymondo offers low-cost Travel Insurance to keep you covered on all your adventures.

IS A TUSCAN DRIVING TOUR WORTH TAKING?

Absolutely! Tuscany is famous for its rolling hills, quaint villages, and stunning vistas, and there’s no better way to experience it all than from behind the wheel of such an iconic car like the Fiat 500.

Tuscany is home to some of Italy’s most iconic landmarks, such as the Leaning Tower of Pisa.

But there are also plenty of lesser-known gems waiting to be discovered, like the medieval hill town of San Gimignano or the incredible natural beauty of the Val d’Orcia.

On this driving tour, you will pass through the Chianti area, which is one of the most popular spots in Tuscany, and let me tell you, you will not regret it!

WHY TOUR TUSCANY IN A FIAT 500?

Exploring the Tuscany region in a Fiat 500 adds a unique touch of flair.

The Fiat 500 is a classic Italian car with an iconic design and a powerful engine. Its compact size is perfect for navigating the narrow roads and picturesque paths of Tuscany.

Is also offers a charming and nostalgic experience that is bound to leave a lasting impression while exploring the region.

WHAT TO EXPECT ON A DRIVING TOUR TUSCANY?

Picture yourself living La Dolce Vita like a true Italian with this vintage Fiat 500 driving tour Tuscany with My Tour In Italy .

This unforgettable 7.5-hour journey is where you can explore the Tuscan countryside, stop in medieval villages, and taste some of the best Chianti wine.

Your expert tour guide will lead the way as you hop behind the wheel of a renovated vintage Fiat 500, driving down winding roads lined with cypress trees.

You’ll stop in different towns, and your guide will share the history and anecdotes behind each location, making it an even more unique driving tour in Tuscany.

After a few hours of driving and discovering Tuscany, you’ll head to a local Chianti winery to taste the renowned wine of the region and have lunch.

Indulge in local specialties and soak up the warm ambiance typical of the Tuscan culture.

More than just a scenic driving tour, this is your chance to capture the essence of Tuscany, and a day you’ll never forget!

FIAT 500 TOUR TUSCANY – FAQ

Now that we’ve covered what to expect on the Fiat 500 tour, let’s answer some frequently asked questions from first-timers.

WHERE IS THE CHIANTI REGION & WHY IS IT FAMOUS?

Nestled in the heart of Tuscany lies the beautiful region of Chianti , renowned across the globe for its exquisite wines and stunning countryside.

With its rolling hillsides, medieval castles, and quaint villages, it’s easy to see why Chianti is such a beloved destination for travelers.

WHAT IS INCLUDED IN A DRIVING TOUR TUSCANY?

With every aspect taken care of, all you have to do is show up and get behind the wheel.

Here’s everything included:

• Fiat 500 rental with fuel
• A knowledgeable tour guide
• A wine-tasting session
• Lunch in a traditional Tuscan eatery
• A ton of fun and learning opportunities

Your car rental is included, along with fuel, so you don’t have to worry about those extra expenses.

A knowledgeable tour guide will accompany you throughout the day, providing historical and cultural context to each stop you make.

To sweeten the deal, a wine-tasting session is also included to give you a taste of Tuscany’s renowned wines.

Of course, a day out in the Italian countryside isn’t complete without a delicious lunch, which is also included.

All in all, you’re in for a day full of adventure, relaxation, and plenty of fun.

IS FOOD INCLUDED IN THE FIAT 500 TOUR?

Yes, a fresh, delicious lunch is included in the driving tour Tuscany.

And if needed, you don’t just have to stick to a standard meal, you can also request a vegetarian meal to suit your dietary preferences.

It’s a unique twist on the tour and one that’s sure to leave your belly satisfied while you explore the sights.

HOW MUCH IS A FIAT 500 TOUR IN TUSCANY?

For only 150 EUR per person (USD $164), you can get into the classic Italian car and take a delightful ride through the picturesque Tuscan countryside.

While it may sound expensive, it’s actually a great deal as everything is included, from food to wine to fuel and everything else you may need.

WHAT TO PACK FOR TUSCANY

When visiting Tuscany, here is a list of items I highly recommend bringing with you:

Must-Have Travel Essentials

Hidden money wallet.

Keep your cash and other valuables safe with this anti-theft hidden money wallet!

Reusable Water Bottle

The GRAYL GeoPress is the best reusable bottle that allows you to purify water from anywhere!

Travel Backpack

The Nomatic Travel Backpack has 20+ innovative features, perfect for everyday use!

Quick-Dry Travel Towel

The most compact, lightweight, and quick-dry towel for traveling!

Portable PowerBank

Keep your phone, laptop, and accessories charged while you’re on the go with the Anker PowerBank!

FINAL THOUGHTS – FIAT 500 TOURING

I hope you enjoyed reading this article and if you have any questions, please leave a comment at the bottom of this post and I will get back to you as soon as I can.

For a quicker response, be sure to join Jonny Melon’s Travel Tribe on Facebook and post your questions or recommendations to our awesome community.

TRAVEL RESOURCES FOR YOUR NEXT TRIP

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THANKS FOR READING

Hey friend, thanks for reading this guide!

Please know this post may contain affiliate links. When making a purchase through one of my links, I earn a small kickback at no extra cost to you and it’s a big help to keep the site up and running. Rest assured, I only promote products and services that I personally use and recommend.

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Book your 2024 tour now and get 10% off with this code: EARLYCHIANTI - Valid only until April!

• don't worry about driving
• includes olive oil tasting at farm

Private Vintage FIAT 500 with olive oil tasting at farm in Tuscany

Our best seller Vintage FIAT 500 Tour: enjoy a ride on the legendary tiny car along small roads in Tuscany, have breakfast or an aperitivo and taste freshly pressed olive oil!

Quick Details

• Calendar Schedule: Every Day
• Hour Glass Duration: 2 hours
• Checkered Flag Distance: 21 km / 13 miles
• Clock Starting Time: 9 am daily and 4 pm from April to September
• Check Bubble Included: fully equipped vintage Fiat 500, professional tour escort, Italian breakfast (for morning ride), and aperitivo (for afternoon ride), fresh olive oil tasting at farm (not available on Mondays)

Since 1993 we promise: no museums, no churches, no annoying crowds!

Have a grand old time along tiny roads of the Tuscan Countryside on board a ’60s FIAT 500 with a private driver

Highlights :

• fully  equipped vintage Fiat 500  (you won’t have to drive)
• fun  private guide
• Italian breakfast (9 am) or wine glass (4 pm)
• extra virgin olive oil tasting with homemade bread (not on Mondays)
• stop at San Miniato al Monte Church 
• panoramic view of the city  from above
• scenic and ancient roads of the Tuscan countryside outside Florence

This tour starts by getting you introduced to our Vintage FIAT 500 by one of our friendly guides, to learn a bit of the history of this incredible vehicle. Then we start driving to the top of San Miniato hill , where you will see the best panorama overlooking Florence , along with the ancient San Miniato church . Here we take some time for exploration and to take some great photos with you and your Fiat 500 with the wonderful backdrop of Florence.

We then keep driving into the countryside to get into the heart of Tuscany , going through the most beautiful and hidden roads that only your FIAT 500 can fit.

Our morning version includes an Italian breakfast whereas the afternoon tour includes a glass of wine. Our trusted guide will teach you about olive oil and winemaking in the area!

A highlight of the tour is a stop at a countryside venue that is also a farm  in the Florentine hills, where you’ll have the opportunity to taste extra virgin olive oil paired with homemade bread (please note that this activity is not available on Mondays ). Gain insights into the traditional method of handpicking olives and the natural process of olive oil production .

Then, we go straight into the Tuscan hills and cruise through the most beautiful and hidden roads of the Tuscan countryside. The way back is as enchanting as the way out, thereby allowing you to enjoy every second of this exciting Italian-style adventure!

There are two options for the tour : a morning version at 9 am, which includes an Italian breakfast, and an afternoon tour at 4 pm, featuring a glass of wine. Both options offer fresh bread with extra virgin olive oil . Keep in mind that the venue is closed on Mondays, so an alternative stop with similar inclusions will be arranged, excluding the olive oil tasting.

weliketuscany

Related Tours

• Chianti farm tour with lunch
• taste fresh olive oil and wines
• Hour Glass 4 hours
• Calendar Every Day

Private Vintage FIAT 500 Chianti Classico Wine Tour with lunch

Discover the best places in Tuscany and the Chianti area! We like to run our vintage Fiat tours as if we were welcoming a friend who has come to visit! So come join us in Tuscany!

• Hour Glass 5 hours

Pistons & Pans

Live your Italian experience to the fullest with this fun combo that allows you to experience two of the most authentic Italian experiences; driving a Fiat and cooking pasta!

• Option to add E-bike
• Wine glass and olive oil tasting at farm
• Best-seller
• Checkered Flag 11 km / 7 miles
• Hour Glass 4.5 hours

Florence & a taste of Tuscany – Half-Day Bike Tour

Discover Florence’s quiet Oltrarno area and the breathtaking countryside hills nearby Chianti with one of our experienced and fun guides! Explore a farm and its marvelous gardens nestled in the hills, see Galileo’s Villa, enjoy a glass of Chianti wine and Extra Virgin olive oil tasting paired with traditional Tuscan cold cuts, while learning about the olive oil-making process and local life.

Tuscany Fiat 500 Vintage Tour

Original fiat 500 tours through the tuscan hills of chianti.

At Tuscany Bike Tours we have decided to go beyond two wheels with our new original Fiat 500 tours through the Tuscan hills of Chianti.  Would you like to know why our tour is unique? With over 10 years of experience in tours through Tuscany, we are proud to offer professional and fun guides, stunning views and memories that will last for a life time. If your dream is to drive an original Fiat 500 (or as we call them: "cinquecento") your dream will come true with the Tuscany Fiat 500 Vintage Tour. You will be able to enjoy La Bella Vita driving a vintage Fiat 500. Under the Tuscan sun you will feel like an old movie star of the ‘60s passing by small villages where time has stopped; old villas, churches, olive oil farms, wineries and medieval castles line the country roads we drive along. A traditional Tuscan lunch will be provided overlooking the spectacular hills of Chianti Classico.

  What's Included in the price?

•   Pick up and drop off.
•   Guide (English speaker).
•   Wine and extra virgin olive oil tasting (option to buy exclusive products).
•   Lunch.
•   Vintage Fiat 500.

Our tour departs daily from Florence. In your Fiat 500 you will drive a piece of our history through the curvy and narrow roads that make Tuscany famous all around the world. Olive groves, vineyards, cypress trees and sunflower fields There will be plenty of photo opportunities and stunning views in the heart of Chianti. 

If you are interested in our "Tuscany Fiat 500 Vintage tour", contact us for information.

In accordance with Art. 13 of the EU Regulation n. 2016/679 (GDPR - law related to the protection of personal data) the data controller hereby informs you that processing of your personal data shall be carried out.

Vintage Fiat 500, Vespa and Motorcycle Tours

• Vintage Fiat 500
• Harley-Davidson Motorcycle Tours
• Harley Davidson ©

Classic Fiat 500 Tour

Wine tasting fiat 500 tour, tuscan picnic fiat 500 tour, sunset wine tasting fiat 500 tour, classic vespa tour, wine tasting vespa tour, tuscan picnic vespa tour, sunset wine tasting vespa tour, flat logo design1.

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

Set out on a sensory voyage through the rolling hills of Tuscany with the ‘Self-Drive Vintage Fiat 500 Tour From Florence: Tuscan Wine Experience.’

Picture yourself cruising in a classic Fiat 500, immersing in the beauty of the Italian countryside while savoring world-class wines.

But there’s more to this adventure than meets the eye; this tour weaves together history, culture , and gastronomy , promising a journey that tantalizes all senses.

Whether you’re a vintage car aficionado or a wine enthusiast, this experience is bound to leave you with a taste for more.

Just The Basics

• Experience a scenic Tuscan journey in a vintage Fiat 500, exploring rolling hills and vineyards.
• Immerse in wine culture with exceptional tastings , vineyard visits , and insights into winemaking.
• Enjoy a blend of retro driving adventure and wine exploration, adding a unique touch to the tour.
• Exceptional value for money with included activities like driving a Fiat 500, wine tasting, and light lunch.

Here's some more nearby activities we've reviewed

• Cooking Class and Lunch at a Tuscan Farmhouse With Local Market Tour From Florence
• Florence Highlights and Hidden Corners Walking Tour
• Florence Vespa Tour: Tuscan Hills and Italian Cuisine
• The Best Tour in Florence: Renaissance & Medici Tales – Guided by a STORYTELLER

Tour Highlights

Set out on a scenic journey through the Tuscan hills in a 1960s Fiat 500, discovering world-class wines and exploring vineyards and cellars on this vintage Fiat 500 tour with a focus on Tuscan wines.

Enjoy the picturesque Tuscan landscapes as you drive through the rolling hills, stopping at vineyards known for their exceptional wine pairings. Enjoy the beauty of the region while learning about the winemaking process and tasting exquisite Tuscan wines.

This tour offers a unique opportunity to experience the charm of Tuscany from the driver’s seat of a classic Fiat 500, all while indulging in the perfect wine pairings that complement the stunning scenery. Get set for an unforgettable adventure filled with delicious wines and breathtaking views.

Inclusions and Logistics

As guests enjoy the picturesque Tuscan landscapes and exceptional wine pairings during the vintage Fiat 500 tour, they benefit from a package that includes a wine-tasting session, light lunch, gratuities , hotel pickup and drop-off, and a fuel surcharge. For the logistics of the tour, guests are advised to plan ahead for transportation to the tour location. Many found taking the tram from the central train station to be a cost-effective option. It’s important to note that driving manual Fiat cars is a requirement for this experience. While some guests wished for a longer tour, overall , participants found the tour well-organized and worth the investment.

Customer Testimonials

Guests enthusiastically shared their positive experiences and feedback about the Vintage Fiat 500 Tour’s customer service and overall enjoyment. Customer satisfaction was evident as participants praised the tour guides for their excellent wine knowledge and engaging storytelling. Alessandro and Bella stood out for providing valuable insights into wine-making and viniculture, enhancing the overall experience.

The vintage Fiat 500s, well-tuned and enjoyable to drive, added a unique touch to the tour. Guides like Carlo and Pietro were commended for their knowledge and ability to create a fun and interactive atmosphere during the excursion. Guests appreciated the opportunity to learn about the region’s wine culture while enjoying a scenic drive through the Tuscan hills, making it one of the best excursions of their vacation.

Vintage Fiat 500 Experience

The Vintage Fiat 500 Experience immerses participants in a delightful blend of wine exploration and retro driving through the charming Tuscan countryside.

Driving the iconic Fiat 500 through the picturesque Tuscan hills provides a unique way to soak in the stunning landscapes and take in the region’s beauty. Guests get to experience the thrill of navigating winding country roads, passing vineyards , and olive groves , all while enjoying the vintage feel of these classic cars.

The Fiat 500 driving aspect adds a sense of adventure and nostalgia to the tour, making it a memorable and enjoyable journey. This hands-on exploration of the Tuscan countryside in a Fiat 500 creates a truly authentic and unforgettable experience for all participants.

Value for Money

Embarking on the Vintage Fiat 500 Tour in Tuscany offers travelers an exceptional value for their money, blending wine tasting , vintage car driving , and insightful cultural experiences into a memorable adventure. Priced from $139.00, this tour provides a reasonable cost compared to similar experiences in the region.

Customers consistently express high satisfaction, considering it one of the best excursions of their vacation. The included activities such as driving the Fiat 500, enjoying a light lunch, and indulging in wine tasting sessions add significant value. Guides like Carlo and Alessandro contribute to enhancing the overall value with their knowledge and engaging personalities.

Guests appreciate the opportunity to explore the region’s rich wine culture, making this tour a worthwhile investment for anyone seeking a unique and immersive Tuscan experience.

Tuscan Wine Tasting Details

Blending seamlessly into the Tuscan Wine Tasting Details, the experience offers a sensory journey through the rich flavors and history of the region’s renowned wines. Participants can indulge in exquisite wine pairings while exploring picturesque vineyards under the guidance of knowledgeable experts.

The tour includes visits to charming wineries and cellars, where guests can witness firsthand the winemaking process and learn about the art of viticulture. Plus, a highlight of the experience is the exploration of a 15th-century wine estate and villa, providing a glimpse into the heritage and traditions of Tuscan winemaking.

This immersive journey not only offers a taste of exceptional wines but also a deeper understanding of the cultural significance behind each sip.

Here's a few more nearby tours and experiences we have reviewed.

• Uffizi Gallery Small Group Tour With Guide
• Cinque Terre Day Trip From Florence With Optional Hiking
• Florence Accademia Gallery Tour With Entrance Ticket Included
• Pasta Making Class in Florence
• The Dark Side of Florence – Mysteries and Legends
• Chianti Safari: Tuscan Villas With Vineyards, Cheese, Wine & Lunch From Florence

Common questions

Can Children Participate in the Self-Drive Vintage Fiat 500 Tour From Florence: Tuscan Wine Experience?

Children can participate in the self-drive vintage Fiat 500 tour from Florence. The activity is child-friendly, with no specific age restrictions mentioned. Family-friendly accommodations ensure young participants’ safety during the Tuscan wine experience.

Are There Any Restrictions or Requirements for Drivers Participating in the Tour?

When joining the tour, drivers need a valid driver’s license and must meet age requirements. Vehicle insurance is provided. Participants found the experience worth it, enjoying the vintage Fiat 500 drive and wine tasting.

Is There an Option to Purchase Additional Wine or Souvenirs During the Tour?

During the tour, participants can enjoy additional wine tasting options at the vineyards. They also have the opportunity to purchase local crafts and souvenirs at the 15th-century wine estate and villa, enhancing their Tuscan experience.

Are There Any Vegetarian or Vegan Options Available for the Light Lunch Included in the Tour?

Yes, there are vegetarian menu options available for the light lunch during the tour, catering to dietary preferences. Vegan options are also provided, ensuring a diverse culinary experience for all participants.

How Far in Advance Should the Tour Be Booked to Ensure Availability?

Booking flexibility is key for securing availability. During peak season, it’s recommended to book the tour in advance to ensure a spot. Guests found scheduling flexibility beneficial, allowing for a smoother experience.

Here's more of our most recent tour reviews happening neaby

• Florence Private Walking Tour Including Uffizi and Accademia
• Bargello Museum Private Tour: Michelangelos Bacchus & Donatellos David
• The Accademia Gallery in Florence With Your Private Guide
• Florence Piazza Duomo Walking Tour and Duomo Admission Ticket
• Montepulciano Self-Guided Food Tour With Wine Tasting – Florence
• Florence: Duomo With Access to the Cupola Guided Tour
• Florence Treasures and Tastes Walking Tour for Small Groups or Private
• Uffizi and Palazzo Vecchio Combo Private Tour
• 2 Hour Exploration Uffizi: Immerse in Renaissance Artistry
• Florence for Foodies
• Florence Privato Photo or Video Shoot

Embarking on the Self-Drive Vintage Fiat 500 Tour From Florence: Tuscan Wine Experience promises a blend of vintage charm, scenic beauty , and exquisite wines. With guided tours, tastings , and a touch of history, this adventure offers an immersive journey through the heart of Tuscany.

Whether you’re a car enthusiast, wine lover , or simply seeking a unique Italian experience, this tour guarantees an unforgettable and enriching exploration of Italy’s rich wine culture. Cheers to an unforgettable Tuscan adventure!

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• About the Experience
• Related Experiences

Fiat 500: Vintage Tour on Chianti Roads from Florence

Guided wine tour of the tuscan countryside.

Experience the breathtaking beauty of the Tuscan countryside by vintage Fiat 500 on an scenic driving tour. Stop for a light lunch at a Chianti winery. Marvel at medieval villages in the rolling hills of the famous wine region, and more.

Try to imagine how it would be to spend a day like the in the old Italian movies: driving a vintage FIAT 500 across the Chianti hills and enjoying all the beauty of Tuscany. We are here to make this perfect day possible.

Join us and we will give you the opportunity to drive a fully renovated vintage FIAT 500 while an expert tour leader will guide you through the best paths and will organize stops in the most characteristic villages: you will discover the real Tuscany in these little gems that have remained the same through the centuries. Here you will have the opportunity to enjoy a typical Tuscan lunch and a wine tasting.

This is the chance to live the Italian dream for a day and we want it to be unforgettable.

Experience Highlights

Local guide:, experience duration.

6 Hours 30 Minutes

Number of wineries visited

Wine types tasted, sights on the tour.

• Tasting Room

Transport included?

Yes, all transport included

Accommodation included?

Not included

Food included?

Gastronomic experience

Available in these languages:

Florence, Florence, Italy

Experience starting point

Villa Costanza, Firenze, Scandicci, tram T1

Experience ending point

The same as starting point

Other Local Experiences from Mirko

Siena, San Gimignano and Pisa with Lunch

Wine Tour with Visit to Leaning Tower of Pisa in Tuscany

San Gimignano, Chianti & Montalcino from Siena

Full Day Guided Wine Tour in Tuscany

Other Local Experiences in Tuscany

Winery Tour, Wine Tasting & Lunch in Chianti Classico

Natural Vino & Vinyl in Florence

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• Destinations
• Winery Directory

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 2,213 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 2,165 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.

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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.

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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.

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• 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!

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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.

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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.

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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.

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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.

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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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