Tuscany Wine Safari: Off-Road Chianti Classico Tour

A vintage Land Rover takes you straight into the vineyards instead of keeping you on the road.

A private wine safari from Florence puts you in a camo-printed, off-road Land Rover Defender to drive through Chianti Classico vineyards, then stops at a 12th-century winery for a cellar tour, Tuscan lunch and wine tasting. Groups stay under six travelers, and a guide leads the whole day in English or Italian. The bumpy, unbeaten paths are the point. You're rolling through the vines themselves, not past them.

Step-by-step itinerary

Wine safari and Tuscan countryside tour

• Depart Florence by van
• Drive vintage Land Rover Defender off-road
• Explore Tuscan vineyards and scenery
• Private winery and cellar tour
• Learn about winemaking and olive oil
• Enjoy lunch with local wines
• Relax on van ride back to Florence

Stops and time spent at each 3 stops

1. Fattoria San Pancrazio Entry included 3h
2. Castello di Poppiano passing by
3. Florence 30m

What’s included

• Local guide for the full day.
• bottled water.
• private winery and cellar tour.
• Tuscan lunch.
• wine tasting with several wines paired to the meal.

Times

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• Every day 10:00

Information

Vintage Land Rover tour through Chianti Classico vineyards with wine tasting and lunch at a medieval winery, departing from Florence.

Group Up to 5 1 similar private tour ›

Live guide English and Italian

Meeting point and pickup No hotel pickup: you go to the meeting point. Ends back at the starting point. 2 similar tours with pickup › See the exact address

Book up to 11h before

Ages Adult (18 to 60 years) · Under 18: can't be booked

Cancellation and refunds Free cancellation up to 24 h before the start. After that, no refund. It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Good to know

Moderate physical effort Public transport nearby Not recommended during pregnancy Not recommended with heart problems Not recommended with back problems

More information The exact meeting point address, the operator’s instructions and every other detail are in the full listing. See the full listing

Traveler reviews

5.00 ★★★★★ Exceptional 4 verified traveler reviews

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The experience

The tour picks you up in central Florence and drives you out to a private winery deep in Chianti Classico. Once you arrive, you trade the van for a vintage Land Rover Defender painted in camouflage: the real vehicle for the day. The roads ahead are rough and the ride is genuinely bumpy, but that's what puts you in the middle of the vineyard landscape instead of skirting its edges. You're rolling through the actual terrain where the grapes grow, seeing the Tuscan countryside from inside the vines rather than from a paved viewpoint.

After the off-road drive, you head back to the winery for a private cellar tour where the guide walks you through how the wine is made and explains the traditional olive oil production. Then comes lunch: a full Tuscan meal paired with wines from the property itself, eaten at the winery. You'll taste several wines during the tasting and have time to sit with them over food. The van ride back to Florence closes out the five-hour day, and you leave with the winery's story and its flavors still fresh.

Top questions

What languages is the tour guided in?

Live guide in English and Italian.

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What's the Land Rover ride actually like on those bumpy vineyard roads?

The Defender is built for rough terrain, and the unbeaten paths through Chianti Classico are genuinely bumpy. That's what makes the drive memorable and puts you inside the vineyard landscape. It's not a smooth cruise. It's an off-road experience designed to get you where regular vans can't go.

How much wine tasting and food do you get at the winery?

You do a private cellar tour at the 12th-century winery, then sit down for a full Tuscan lunch paired with the property's wines. The tasting is built into the meal, not a separate quick stop, so you have time to experience the wines with food.

Can I do this tour if I have a bad back or other physical concerns?

The off-road drive is bumpy by design, and the tour isn't recommended for travelers with spinal injuries, pregnancy, or poor cardiovascular health. You should have at least a moderate level of physical fitness to enjoy the day comfortably.

How many people will be on the tour with me?

Groups max out at five travelers per tour, so it stays very small and personal. You're never competing for space in the Land Rover or attention from the guide.

Operated by Tuscany Cycle. Explorevia does not run this tour: we compare it with similar options, and you book it with our booking partner.

Prices and times updated 4 days ago