




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.
Larger groups pay less per person.
From the operator’s live schedule on Viator, checked Oct 14.
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 historical winery is located in the town center of Castellina, taste 3 glass of wine and tour the village with you guide.
Reviews collected by Viator and Tripadvisor
Excurgo comparison of 340 Viator tours, recalculated daily.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Private Off Road Wine Tour in Chianti lasts about 6 hours. The itinerary has 2 stops.
Prices start at $379 per person for this Siena experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs every day, starting at 10:00 AM.
Children aged 3–11 pay from $190, adults from $379. Infants go free.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is We have a free parking space. Hotel pickup is not part of this experience.
The experience is available in EN, IT, ES.
It is a private experience: only your party takes part. Up to 8 travellers can book together.
Specialized infant seats are available
Yes, bookings are confirmed instantly.
Travellers rate it 5.0 out of 5 across 23 reviews on Viator and Tripadvisor; it is run by Tuscany Private Tour.
Reviews collected by Viator and Tripadvisor
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
Private Off Road Wine Tour in Chianti | 6 hours | 5.0 (23) | $379 | |
Private Chianti Safari: Off Road Tuscany Wine Tour with Lunch from Florence | 8 hours | 5.0 (31) | $558 | View |
Private Luxury Olive and Wine off road tour | 7 hours | — | $313 | View |
From Florence: Classic Chianti Villages and Wine Roads by Minivan | 6h 30min | 4.7 (82) | $192 | View |
Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting | 6–8 hours | 4.9 (39) | $364 | View |
SMALL-GROUP Wine Safaris: Tuscany Wine Tasting Tour from Florence | 6–9 hours | 4.9 (5,814) | $148 | View |
Siena, San Gimignano and Chianti Wines Day Tour from Florence | 10h 30min | 4.7 (3,561) | $74 | View |