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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.
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
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
Duration: 9 hours
Duration: 11 hours
Duration: 6 hours
Duration: 6 hours
4,231 reviews
Total reviews and rating from Viator & Tripadvisor
Adrienne B,
Jun 21, 2025
- Viator
We weren’t sure what to expect with this tour, but it was (by far) the best activity we did during our Italy trip! The bus and the ride to the wineries and dinner were so fun, Giancarlo gave great history and information, and you really get an opportunity to bond with others on the tour! Couldn’t recommend booking this tour enough - you’ll have a blast! Thank you again, Giancarlo!!!
beignetdonethat1,
Jun 21, 2025
- Viator
Wow!! You gotta do this! What a wonderful day in Tuscany Hillside! Emma as our tour guide and her driver were fantastic! I got a little bumpy in the ride but where we went was so worth it! The villa and the wineries were just top-notch! The views were stunning and the wines were so amazing! The restaurant food was a 10 out of 10 and I will dream about that ricotta and truffle ravioli! Our group was great and it was such a wonderful day wine tasting and seeing the beauty of Tuscany and taking a break from the city! Thank you so much for a memorable day!
Haley H,
Jun 21, 2025
- Viator
We loved our winery tour through the Chianti Region. We did the full day tour, and all the wineries were amazing and the lunch was delicious. Gloria was very knowledgeable and made it a great day!!
Gary M,
Jun 20, 2025
- Viator
Wonderful day filled with history and sights thanks to Alexando and Christoff. Great wine and great food.
Samantha F,
Jun 20, 2025
- Viator
A beautiful experience! Our tour guide, Sara, was extremely knowledgeable and took her to time to explain the region and wines. Everything was impeccable. Highly recommend to anyone in Florence looking for a wine tour!
Operated by Walkabout Florence Tours