SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence
Overview
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Get a true taste of Italy's famous Tuscany region on one of our wine and food tour departing from Florence. Our off-road wine tours take you beyond the typical tourist paths, offering exclusive access to some of the region’s most stunning vineyards and hidden gems. Hop into a rugged 4x4 vehicle and explore scenic landscapes, ancient villages, and world-renowned wineries, all while savoring the best wines and local cuisine.
Highlights:
- Exclusive off-road access to hidden vineyards and private estates
Small-group experience for a personalized and intimate atmosphere
Guided tours of two historic wineries, with expert-led tastings
Gourmet Tuscan lunch, featuring farm-fresh ingredients & wine pairings
Breathtaking scenic views and photo opportunities throughout the tour
Our Tuscany wine tours departing from Florence are:
Full-Day Chianti Wine Safari
Full-Day Val d’Orcia Wine Safari: Brunello & Montepulciano
Morning Chianti Wine Safari with Lunch
Sunset Chianti Wine Safari with Dinner
Additional Info
Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Travelers should have at least a moderate level of physical fitness
Vegetarian option are not available and other alternative dietary requirements cannot be catered for
Minimum age is 18 years old
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
A delicious traditional Tuscan lunch or dinner
Several wine tastings
Transport by air-conditioned 4x4 vehicle
Tastings of cheeses and salumi (cured meats)
Tastings of extra virgin olive oil
English speaking wine expert sommelier as your guide
Gratuities
Hotel pickup and drop-off
What To Expect
Full-Day Chianti Wine Safari. - If you dream of a classic Chianti experience, this full-day tour is for you! Departing from Florence, you’ll travel deep into the Chianti Classico wine region, famous for its Sangiovese-based wines and breathtaking vineyard-covered hills. You’ll visit two top-rated wineries located in two splendid Tuscan villas, explore their ancient cellars, and taste a variety of Chianti Classico DOCG wines with cheese and cured meat tastings. The adventure continues with an off-road drive through private vineyards, stopping at scenic viewpoints for photos. A traditional Tuscan lunch will be served at a winery restaurant, featuring local appetizers and handmade pasta. Duration: 9 hours
Val D'Orcia
Full-Day Val d’Orcia Wine Safari: Brunello and Montepulciano - Immerse yourself in the magic of Val d’Orcia, one of Tuscany’s most breathtaking and iconic landscapes, where rolling wheat fields, ancient stone villages, and endless vineyards create a scene straight out of a Renaissance painting. This full-day off-road wine safari takes you deep into the heart of Brunello di Montalcino and Vino Nobile di Montepulciano territory—two of Italy’s most celebrated red wines. Visit prestigious wineries and learn about the aging process of Brunello, one of Italy’s most prized and long-lived red wines. Taste a selection of Brunello and Rosso di Montalcino, followed by a delicious multi-course lunch with wine pairings at a Pecorino cheese farm in Pienza. In the afternoon, we’ll continue our off-road journey to Montepulciano region, where you’ll explore historic wine cellars and enjoy more tastings of Vino Nobile, a wine fit for kings. Duration: 10 hours
Options
Val d'Orcia and Brunello Tour
Duration: 11 hours: Visit 2 family run wineries in Montalcino and Montepulciano, lunch in Bagno Vignoni, explore Pienza, wine and food tastings
Morning Chianti Tour and Lunch
Duration: 6 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including lunch plus several wine + food tastings
Sunset Chianti Tour and Dinner
Duration: 6 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including dinner plus several wine + food tastings
Full Day Chianti Tour & Lunch
Duration: 9 hours: Visit of 3 wineries in historic villas and tour their cellars and gardens, including lunch plus several wine + food tastings
Reviews
4,997 reviews
Total reviews and rating from Viator & Tripadvisor
Amazing tour and wine tasting in Tuscan countryside
Caleb W,
Nov 6, 2025
- Review from Viator
5.00Had an amazing time with Ginevra and Lavi! Perfect full day going through the Tuscan country side in a super cool truck. Learned lots about the area and wines, visited 3 different wineries. Second had a restaurant where we ate lunch, was very good. Highly recommend this tour!
A fantastic tour
Eoin B,
Nov 6, 2025
- Review from Viator
5.00This was such a good value tour. Every aspect of it was well thought out. The guide was funny and knowledgeable. We learnt alot about the region and wines and tge tasting session was excellent. At the vineyard we tried 5 different types of wine, some lovely olive oil and bread and cheeses. Then it was off further up to the Tuscan hills to a fabulous restaurant with stunning views. More lovely wine. Crostinis and 2 pasta dishes! The scenery was fantastic as was the meal. Everything was so plentiful. Without doubt the best tour I have taken in Italy!
Renee travel agent
ava I,
Nov 6, 2025
- Review from Viator
5.00Exceeds expectations from driver Labi beautiful clean vehicle was safe and pleasant. We where a family of 3, who thought we knew wine knowledge . Gineura our guide was so well spoken and her knowledge made this a truly wonderful day. The vineyards where wonderful and food again over exceeding expectations. I would book again and be excited. Wine safari great great great day.
Awesome truck and awesome...
Kingston D,
Nov 6, 2025
- Review from Viator
5.00Awesome truck and awesome winery's. Geinevra was awesome! I reccomend to anyone coming to visit in Florence
Fun Tuscan Adventure
John K,
Nov 6, 2025
- Review from Viator
5.00Sara and Sergio did a fantastic job taking us through the Tuscan countryside. Learned so much and tasted so many wines. Wonderful experience
Fun Time Wine Tasting
Randy R,
Nov 5, 2025
- Review from Viator
5.00First off, Genevra was an excellent guide. Her knowledge of the area, wines and wineries enhances the experience. The big ride was comfortable to ride in as Christoff did a masterful job driving the beast. Great wines, views and memories.
10 out of 10 recommend!
Natalie M,
Nov 5, 2025
- Review from Viator
5.00We did the morning tour with lunch and it was the perfect day trip from Florence. The ride was comfortable and we felt safe. The wineries we visited were absolutely beautiful and lunch was wonderful. Our tour guide Ginnney was extremely knowlwdgable and made the trip extra fun and our driver Fabio was excellent as well.
Awesome tour!
K528ZHdavidw,
Nov 5, 2025
- Review from Tripadvisor
5.00Alessandro did an amazing job!! He was very knowledgeable, funny, and really enhanced our tour experience. The Safari trick was very comfortable and fun to go off road with. The best part of the tour was the food and wine! Both were amazing! Highly recommend this tour to anyone interested.
Best wine safari ever!
Sophia S,
Nov 5, 2025
- Review from Viator
5.00Tony was a fantastic tour guide! He told us a lot about the history and took us to some stunning vineyards! Would definitely recommend booking this experience!
Exceeded All Expectations!
WillBLU,
Nov 5, 2025
- Review from Tripadvisor
5.00My wife and I decided to go on this tour as part of our honeymoon and it exceeded our expectations in all aspects, it is well worth the time and price. The big truck that took us around the Chianti region was not only unique but comfortable and safe, and spacious enough for someone taller than average such as myself. The wineries and vineyards we visited were very welcoming with great hospitality, and touring the grounds and facilities was an eye opening experience into the world of wine making. You also get the chance to learn about how olives are grown and how olive oil is produced. As someone who doesn’t usually drink, there is something for everyone on this tour. The location we went to for lunch was also stunning with its views and authenticity, the ravioli was a favourite. You will have more food than you can eat. Our guide, Alex, as well as our driver, Sergei, were punctual with our departure in the morning and return in the afternoon. Both were very obviously experienced in their roles, Alex is incredibly knowledgeable in the history and current state of wine making in not just the Chianti region, but other parts of Italy, as well as Spain too. It was easy for me as a history lover to listen to Alex, but he is nonetheless a talented speaker who adds his humour and his own personality into his explanations, keeping people of all types interested in the tour. He was also patient and caring to everyone in our group, which was greatly appreciated. His input helped make the day a highlight and a memorable one which my wife and I still regularly look back on with great fondness. Thank you.
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Operated by Walkabout Florence Tours