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Private Off Road Wine Tour in Chianti

20 Reviews 4.95 out of 5 stars Based on 20 reviews collected by City Sky Diving and TripAdvisor | Recommended by 100% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Siena, Italy
Don't miss out!
On average, this is booked 24 (0) days in advance.

6 hours (approx.)
Mobile ticket
Offered in: English
and 2 more
Italian, Spanish
Instant confirmation

Overview

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.

What's Included

  • Lunch
  • Wine tasting
  • Driver-guide

    Meeting Location

    Meeting point

    Viale IV Novembre
    35, 53011 Castellina in Chianti SI, Italy

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    Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

    End point

    This activity ends back at the meeting point.

    What To Expect

    Book Online

    Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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    Safe & secure Easy breezy Hassle‑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.
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    30 minutes Admission Ticket Free

    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.
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    1 hour Admission Ticket Included

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    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Suitable for all physical fitness levels
    • Specialized infant seats are available
    • Vegetarian options are available; make a note in the 'Special Requirements' box when you book

    Frequently Asked Questions (8)

    Q: What is the cancellation policy for the Private Off Road Wine Tour in Chianti?

    A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET). Read more Apr 2025

    Cancellation Policy

    You can cancel up to 24 hours in advance of the tour for a full refund.

    Still have questions?

    We're here to help.
    Activity code: C-30491P1

    Traveler Photos

    Reviews

    4.95
    20 reviews

    Average 4.95 out of 5 stars based on 20 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor

    5 stars
    19
    4 stars
    1
    3 stars
    0
    2 stars
    0
    1 star
    0
    Don't miss out!
    On average, this is booked 24 (0) days in advance.

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    What's Included

    Activity name

    • Lunch
    • Wine tasting
    • Driver-guide

    Additional Info

    Activity name

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Suitable for all physical fitness levels
    • Specialized infant seats are available
    • Vegetarian options are available; make a note in the 'Special Requirements' box when you book

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    Activity name