Private Off Road Wine Tour in Chianti

4.9
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23
Reviews
Recommended by 100% travellers
100% of guests rated this experience 4 stars or higher
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4.9  (23)
Recommended by 100% travellers
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4.9
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23
Reviews
Recommended by 100% travellers
100% of guests rated this experience 4 stars or higher
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4.9  (23)
Recommended by 100% travellers
Earliest Date Available: November 17, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Location
Duration
6 hours
Group size
Max 8 guests
Language
English, Spanish, Italian
Location
Duration
6 hours
Group size
Max 8 guests
Language
English, Spanish, Italian

Why travelers loved this

4.9
•23 reviews
 US$381.15  per guest
Instant Confirmation
Select Options
Earliest Date Available: November 17, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Discover the highlights of Chianti Classico while riding through Tuscany’s backroads in a Land Rover Defender. There is a special kind of magic in driving along Tuscany’s hidden gravel roads, le strade bianche, as we call them—beautiful shortcuts winding through vineyards, olive groves, and deep woods, offering breathtaking views. Along these routes, we will visit three different wineries, from small family-owned estates to major producers of the area. In the second winery, guests will also enjoy a light lunch paired with selected wines. We will explore not only the natural beauty of the region but also some of the most prestigious wines in Tuscany: Chianti Classico and all its appellations, learning the secrets of production from the vines to the glass. The meeting point is at our office in Castellina in Chianti.
Wine tasting
Lunch
Driver-guide
1
30 minutes · Admission Ticket Free

Tuscany Private Tour

This is our starting point where we get the Land Rover and start our ride on unpaved road. We will stop into 3 wineries along the way and have several wine tasting, food and winery visits.
This is our starting point where we get the Land Rover and start our ride on unpaved road. We will s…
2
1 hour · Admission Ticket Included

La Castellina

This historical winery is located in the town center of Castellina, taste 3 glass of wine and tour the village with you guide.
This historical winery is located in the town center of Castellina, taste 3 glass of wine and tour t…
Meeting Point

Viale IV Novembre 35, Viale IV Novembre, Castellina in Chianti Provincia di Siena Toscana, Italy, IT, 53011

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We have a free parking space
End Point

This experience ends at the meeting point.

Free cancellation
Cancel up to 1 day before for a full refund.
No refund within 1 day of the experience or no-shows.
4.9
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23 reviews
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23 reviews
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CharleneC_EApril 2025 • Viator
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Bellissima Toscana

We had a great day with Gabriel, who was very knowledgeable about wine himself and spoke English well, so we didn’t miss out on anything. The three wineries we visited were all lovely and varied in size and philosophy. The wineries were truly off the beaten track and would have been a challenge to find on our own making the day a true adventure. Our group of 6 loved the whole experience …. the wine, the food, the people, and the beautiful scenery. We all would highly recommend this tour!

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Response from ViatorApril 28, 2025

Buongiorno and thank you so much for your kind email. We are so happy to know you enjoyed your day with Gabriele and well know he's a great driver guide. We hope to see you soon in Tuscany again.

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evanf767October 2024 • TripAdvisor
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Fantastic Adventure with an Excellent Guide!

What a fantastic and fun day off-roading to the vineyards! It was an entirely new and interesting way to explore the Tuscan landscape and we had such a good time with Chiara. She was an excellent driver and guide, educating us not only on the finer points of the amazing wines we tasted, but on the history of the region, Italian cinema, classic rock, and the nature of feisty vineyard cats. Highly recommend this experience, especially if Chiara’s your guide ⭐️⭐️⭐️

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Response from ViatorOctober 30, 2024

Buongiorno from Tuscany, thank you so much for this great review! We well know that guides are an important part of the experience and that Chiara is great. We are looking forward to having you with us again soon for another experience.

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ryankN8794HMSeptember 2024 • TripAdvisor
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Perfect day!

Amazing day touring 3 beautiful wineries! Our guide Chiara was friendly, knowledgeable, and great company throughout the day. Lunch was delicious as well. Very memorable day!

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Response from ViatorSeptember 06, 2024

Buongiorno and thank you so much for taking the time for this great review, we are so happy to create memorable days and we know Chiara gives a great contribution to that! We hope to see you soon again in Tuscany.

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laurengY1329KMMay 2024 • TripAdvisor
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Off Road Wine Tour

My husband and I had the best time on the Off Road Wine Tour! Tuscany Private Tours arranged three different tastings from small family vineyard to larger winery. Our guide, Chiara, was great company throughout the trip and was extremely knowledgable about the area and local wines. She went above and beyond to make sure we had a spectacular trip, and offered to take stops along the way for pictures. This was definitely the highlight of our Italy trip! Thank you, Chiara!

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Response from ViatorMay 17, 2024

Dear Lauren, we are very happy to read that you enjoyed the experience and the guide Chiara who was with you during the tour . We look forward to welcoming you again on future holidays in Tuscany! Kindest regards The Team

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905kaitlintSeptember 2023 • TripAdvisor
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Great time driving through the Italian countryside

We have nothing but great things to say about our off road wine tour with Gabriel! It was great to drive around the country side in a 70s era Defender while our guide filled us in on the rich history of the area. All wineries/farms we visted were top notch in both service and quality of wine, food, honey etc. Highly recommend this activity!

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Response from ViatorOctober 04, 2023

Buongiorno, thank you so much for this great review. We are so happy to know you enjoyed our experience and well know that Gabriele is a great driver guide. We hope to arrange another service for you in the future, best regards.

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