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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
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
For a full refund, cancel at least 24 hours before the scheduled departure time.
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
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
Duration: 9 hours: Combine a Wine Tour of a Chianti winery in a Renaissance villa with a Pasta and Gelato Class in Tuscany on one day trip.
Duration: 7 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including lunch plus several wine + food tastings
Duration: 9 hours: Visit of 2 wineries in historic villas and tour their cellars and gardens, including lunch plus several wine + food tastings
Duration: 7 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including dinner plus several wine + food tastings
5,211 reviews
Total reviews and rating from Viator & Tripadvisor
Jonathan C,Apr 23, 2026
- Review from Viator
If we could give more than five stars, we would. Allesandro, the guide, and Christophe, the driver, were both terrific. Allesandro was extremely knowledgable about wine making, about the region we were visiting, was very nice and respectful. Christophe was a gentleman, and very importantly, a safe driver. We highly recommend this tour. It was a terrific experience.

Michele G,Apr 22, 2026
- Review from Viator
My family of six ranging in ages of 21-57 loved this tour. Our tour guide Ado was fantastic! He was friendly and very knowledgeable about Tuscany and the wines of the region. We started off at a beautiful winery at a Tuscan villa where we saw the grapes, toured the grounds, wine cellar and one room in the villa and had a delicious wine tasting with 5 different wines and crackers and cheeses. Matteo worked at the winery and gave a great presentation. Next, we took an off road drive to a restaurant at a winery where we had a delicious dinner and three more wines. We ate dinner during the golden hour and had the opportunity to take pictures with the beautiful winery as our back drop. This trip will not disappoint! Thanks to Ado and Matteo!!!
Kirra Y,Apr 22, 2026
- Review from Tripadvisor
One of the best tours! Our guide, Fabio was absolutely amazing. Very informative and energetic, I could not stop laughing the whole time. Every winery we visited and each sommelier we met exceeded expectations. I would highly recommend this tour to anyone!






FourPinesWinery,Apr 21, 2026
- Review from Tripadvisor
Our guide Ginevra was excellent, informative,helpful, knowledgeable and funny. We also had a wonderful driver Lobbi. We visited two wineries, both shared information and answered all our questions (Matteo at Poggio winery and Alessandro at Rignana) about wine making in the Chianti region. Wine tastings with cheese and olive oils were wonderful. Lunch was excellent! Scenery also amazing. Highly recommend this trip it was all that we expected and more,





mickeya32,Apr 21, 2026
- Review from Tripadvisor
Sara and Fabio hosted a fantastic tour of the countryside. Sara’s knowledge was superb from historical information to wine expertise. Sara’s command of English was appreciated as I learned even more about Tuscan culture than I expected. The highlight was Tenuta Casenuove. Delicious wine and expert wine knowledge passed along by Fabio (second Fabio!). This wasn’t just a wine tasting it was a wine, food and culture education. Thank you.
maryannbD4699FM,Apr 21, 2026
- Review from Tripadvisor
Such an Amazing time ginera I think it's spelt right was an amazing host gave great knowledge of wine n she had a great personality n sense of humor our bus driver drove amazing through the back hills of Tuscany a great day had by all
ania c,Apr 21, 2026
- Review from Viator
What an amazing day! Full day of wine and education on the region and wine making practices. Beautiful views, delicious lunch and great fun. Alex was an amazing guide. So worth the money
ghabeych,Apr 20, 2026
- Review from Tripadvisor
Our guide Sara and driver Fabio were absolutely wonderful and welcoming. They took us to 3 beautiful locations in the Tuscany's Chianti Classico region to sample multiple different wines at each, along with included food pairings. The included lunch was delicious and the setting was hard to beat. You don't have to be well-versed in wine to enjoy this tour. Highly recommended
Jesus M,Apr 20, 2026
- Review from Viator
Sara is an extraordinary guide. Sommelier and very friendly. He knows perfectly well what he's doing. Extraordinary tour. Highly recommended. He's wearing comfortable shoes.
Jonathan C,Apr 20, 2026
- Review from Viator
Christoff and Alessandro were great. They took us on a bus through the Tuscan hills to a winery in the Chianti classico region. Alessandro explained the history of the region and the grapes very well. After the winery they took us to a restaurant in the area with a great view of all the wineries. Would highly recommend for anyone looking to a do wine tour while in Florence.
Operated by Walkabout Florence Tours