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
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
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
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
Reviews
4,830 reviews
Total reviews and rating from Viator & Tripadvisor
Celestino Pecci Winery, Pienza and Alex
Mandy W,
Oct 8, 2025
- Viator
5.00Alex was amazing- he’s fun, knowledgeable, good driving skills, interesting and a good guy to be around on a tour with. We would recommend this in a heartbeat. Celestino Pecci Winery is hands down the BEST underrated winery with heavy pours! Be prepared to feel nice. He bought us to 2 small towns and showed us to the most beautiful sceneries. You can’t get better than this- just do it. Oh and get Alex!
Antonio was great!
Emily G,
Oct 7, 2025
- Viator
5.00We had so much fun with Antonio! We learned a lot about the history of wine in the region. He gave us plenty of time for pictures and eating without feeling rushed. The bus was very comfortable and so fun to go a bit off road. Both winery’s were top notch.
Worth it
Carter K,
Oct 7, 2025
- Viator
4.00It was a beautiful drive through the Tuscan winery side. We did the sunset dinner which gave beautiful pictures. The tour was great, Odo was very knowledgeable, and our wine tasting guide was so helpful. Be aware, they had us walk an additional 1 km east (further away from town) from the meeting spot to get on the bus & is also where the bus dropped us off. There was a tiny bit of construction, but until it's done I would beware. Also, you drive back in the pitch dark if you get motion sickness. We were disappointed that the actual sunset happened while we were driving from the first place to the second place. So we didn't even get to enjoy the actual sunset. They should have adjusted the tour times to match the local sunset time. If they would've moved it up 1 hour, we would've actually gotten the sunset dinner. Wear comfortable shoes, lots of gravel, stairs, and walking. The food and wine were good. Overall, we would recommend it. Just take these into consideration when looking at the lunch versus dinner tours.
Fantastic and definitely a Must Do!
Linda Z,
Oct 7, 2025
- Viator
5.00Ginevra and Igor were fantastic! It’s such a well organized tour and Ginevra made it so fun. We had an amazing time at both wineries!! I highly recommend it!!!
A Tuscan Dream Come True
Mike L,
Oct 7, 2025
- Viator
5.00This is not a cheap experience, but worth every penny. Absolutely magical. This company, these guides, and the experiences are great. The views were something out of a fairy tale, and of course, the wine was amazing. Absolutely recommend it!
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Operated by Walkabout Florence Tours