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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: 11 hours: Visit 2 family run wineries in Montalcino and Montepulciano, lunch in Bagno Vignoni, explore Pienza, wine and food tastings
Duration: 6 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including dinner plus several wine + food tastings
Duration: 6 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 3 wineries in historic villas and tour their cellars and gardens, including lunch plus several wine + food tastings
4,373 reviews
Total reviews and rating from Viator & Tripadvisor
Nick R,
Jul 21, 2025
- Viator
We had the best time with Alex, the wine wrangler cowboy! He was so knowledgeable and each winery was incredible.
Brian F,
Jul 20, 2025
- Viator
Our tour guide Fabio was very knowledgeable about the wines and the region. We got to taste wines from winemakers who truly have a passion for wine. The stop in Pienza was a highlight with a great view of the region. I would highly recommend!
Casey F,
Jul 19, 2025
- Viator
This was the best Wine tour we have ever been on! Alexander (Alec) was amazing and went above and beyond! Our driver got us to each place in a timely and safe manner! We would definitely do this again with these guys!
Floyd P,
Jul 19, 2025
- Viator
Wow, what a GREAT for our family to enjoy the Tuscan countryside with our super guide Gabrialle & driver Christophe!!! The views spectacular, the wine experience was so enjoyable & made all the better with Gabrialle & what a fun 4 wheeler experience with the Driver Christophe … a MUST DO! Gabrielle even connected us to a taxi after the tour, so kind!!! Thank you!!!
Moira Z,
Jul 19, 2025
- Viator
Ginevra our guide was super friendly and knowledgeable. I was moved to this tour as the one I booked was cancelled for the day I booked but this turned out to be very interesting and beautiful.
Operated by Walkabout Florence Tours