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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
Chianti Classico
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: Visit of 3 wineries in historic villas and tour their cellars and gardens, including lunch plus several wine + 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: 11 hours: Visit 2 family run wineries in Montalcino and Montepulciano, lunch in Bagno Vignoni, explore Pienza, wine and food tastings
4,509 reviews
Total reviews and rating from Viator & Tripadvisor
Brittany G,
Aug 25, 2025
- Viator
We had such an amazing time! We chose this for my mom’s 70th birthday and it was her best birthday yet! Sara was so lovely, knowledgeable, and funny. I learned a lot from her, and she brought my mom a birthday cake at lunch with a candle and everyone sang to her. It was incredibly sweet. The places we went were stunning and the wine was incredible. I’m pretty picky about my tours and this exceeded expectations. Thank you, Sara!
Barbara M,
Aug 24, 2025
- Viator
An amazing tour. Our tour guide Ginerva ‘Ginny’ was exceptional. Nando our driver skillfully drove us through the Tuscany countryside. The 3 Wineries were amazing with breathtaking views. Wines and olive oil and cured meat and cheese pairings were phenomenal. Highly recommend.
DaveGigante,
Aug 23, 2025
- Viator
We had Fabio as our tour guide and he was fabulous! This tour is a drive through the Tuscan countryside with stunning views, stops in beautiful quaint towns and a visit to 2 family owned wineries that are incredible. I highly recommend this tour and ask for Fabio!
Erica F,
Aug 23, 2025
- Viator
We had an amazing trip, our tour guide Giancarlo was so fun and both stops were breathtakingly amazing!
Andrew C,
Aug 22, 2025
- Viator
Alex is an incredible guide for our wine tour. We had an incredible time the whole day! We started our day on Florence and traveled to various scenic locations and wineries. We had a great lunch in a small Tuscan town that I otherwise would have missed in my travels. I would rebook with this group again!
Operated by Walkabout Florence Tours