Private Off Road Wine Tour in Chianti from Florence in Florence
Florence, Italy

Private Off Road Wine Tour in Chianti from Florence

Outty Ranking 67 5.0 · 18 traveler reviews7 hoursFrom $204

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September 2026

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Adults

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Age 12 and under

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Outty Ranking

67/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 18 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Off Road Wine Tour in Chianti from Florence worth booking?

Private Off Road Wine Tour in Chianti from Florence is a 7-hour experience in Florence, Italy, from $204 per person. It scores 67 out of 100 on the Outty Ranking, which we label “Solid Choice, based on a 5/5 rating across 18 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
67 / 100
Rating
5/5 (18)
Duration
7 hours
From
$204 per person

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel roads, “le strade bianche,” winding through vineyards

What you get

    About this experience

    Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel roads, “le strade bianche,” winding through vineyards, olive groves, and deep woods, offering breathtaking views at every turn. We will pick you up and bring you back to your hotel or apartment in Florence. This route allows access to a variety of local wineries, from small family-run estates to major producers. Along the way, we’ll uncover not only the natural beauty of the area but also some of Tuscany’s most prestigious wines, including Chianti Classico and its appellations, learning the secrets of production from the vines to the glass. The tour includes a guided walk through vineyards and cellars, tastings of various wines, and concludes with a traditional Tuscan lunch served in an authentic setting, offering a complete immersion in the flavors and traditions of the region.

    What's included

    Included

    • Local expert Driver/guide
    • Lunch
    • 3 Wineries visit + tasting

    What you'll see and do

    1. Castellina In Chianti

      You will visit 3 wineries in the Chianti Classico Area.

      300 minutes here

    Where it starts and ends

    Meeting point

    Florence

    Hotel pickup

    Pickup is available for selected locations. Pickup begins about 5 minutes before departure.

    Ends at

    Returns to the starting point

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en, it, es
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 8 travelers per booking
    Operated by
    Tuscany Private Tour

    Know before you go

    • Service animals allowed
    • Infants are required to sit on an adult’s lap
    • Suitable for all physical fitness levels
    • Vegetarian option is available, please advise at time of booking if required

    Photos

    Off road wine tourwine tastingwinery visitLunch overlooking vineyardsTuscan viewWine tour

    What travelers are saying

    Outty’s summary of the themes that recur across 18 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    8 mentions

    Travelers single out the guide as the reason the experience works.

    Food and drink

    8 mentions

    The tastings and food stops are a highlight for most reviewers.

    Knowledge and storytelling

    4 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Good for families

    2 mentions

    Reviewers traveling with kids report it landed well with their group.

    Traveler reviews

    18 verified traveler reviews for Private Off Road Wine Tour in Chianti from Florence. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    18
    4 star
    0
    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    Brent_S · March 2026

    Great local wineries and a great tour guide

    Our tour guide, Tomasso, was full of information and a great host throughout the day... providing recommendations of local restaurants ans shops, as well as helping us order a couple cases of wine for shipment back to the U.S. Each of the wineries provided a different experience and were increasingly quaint. The second two wineries included tours by the owners (the third owner did not speak english so Tomasso led the tour and tastings) and meeting multiple generations of the families. Tommasso was a gentleman throughout and the more quaint wineries provided a more authentic experience for our family.

    Response from the operator: Thank you for your kind review! We’re glad Tommaso made your experience informative and enjoyable, and that you appreciated the unique, authentic charm of the wineries. We hope to welcome you and your family again soon!

    via Viator

    Sarah_H · July 2024

    The best winery day tour in Tuscany

    We have taken many winery tours in Napa, Greece, Fredericksburg TX etc. if you’re looking for some adventure with Wineries this is perfect for you! Most places we visited I felt were off the beaten track and we had the wineries mostly to ourselves. The lunch included is a ton of food! This company also offers a service to choose from wine bottles from all the wineries to buy and will ship to you in one shipment. Tomasso (I think I spelled correctly) was our guide and he was so kind and attentive!

    Response from the operator: Dear Sarah, thank you for choosing to explore the Chianti wineries with us! We are very happy to read that the tour was appreciated and we are glad that our Tommaso made your day memorable. We hope you can take the memory of this land with you while drinking a glass of Chianti in the comfort of your own home! We will be happy to welcome you again on a future trip to Tuscany. Kindest regards - Tuscany Private Tour

    via Viator

    Erin_H · November 2023

    Wine and olive oil

    Trip was fantastic. Our guides were great and shared many great stories. The 3 wineries we went to were amazing. Each very different but all with a great product. We loved trying the fresh olive oils at each as well.

    Response from the operator: Buongiorno Erin, Thank you so much for taking the time to write a review, we are so proud to create happy memories for our clients! Hope we will have the opportunity to arrange something else in your favor during your next trip to Tuscany. Best regards

    via Viator

    Stuart_M · July 2023

    We had an excellent guide...

    We had an excellent guide and driver. We appreciated being able to order from all of the wineries at the end through the tour company. 10/10 would recommend this tour!

    Response from the operator: Buongiorno and thank you for taking the time for this review. We are so pleased to know you enjoyed your tour and we know that our driver guides play an important role in it. Have a lovely day!

    via Viator

    Debra_F · June 2023

    Nothing like Wine to make your day

    Phillipe was wonderful. Extremely knowledgeable and a joy to be with. The wine tasting was perfect and the scenery was amazing! We had a wonderful lunch at an out of the way vineyard with a spectacular view. We would HIGHLY recommend this tour and ask for Phillipe!!

    Response from the operator: Dear Debra, thank you so much for your review. We are really happy to know you have enjoyed your day. We hope to see you soon!!

    via Viator

    Good to know

    Duration
    7 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    $204 to $407
    Hotel pickup
    Available for selected locations
    Booked in 30 days
    6
    Verdict
    Solid Choice

    Why this scores 67

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)88
    Review evidence (18% weight)39
    Booking momentum (14% weight)30
    Value for money (12% weight)60
    Listing quality (10% weight)85
    Local standing (8% weight)69
    Booking flexibility (8% weight)100

    Private Off Road Wine Tour in Chianti from Florence: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Florence.

    How much does Private Off Road Wine Tour in Chianti from Florence cost?

    +

    Prices start at $204 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Private Off Road Wine Tour in Chianti from Florence take?

    +

    Plan for about 7 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Florence is not rushed.

    Is Private Off Road Wine Tour in Chianti from Florence worth it?

    +

    It holds an Outty Ranking of 67 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 18 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.

    Can I cancel or reschedule Private Off Road Wine Tour in Chianti from Florence?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is Private Off Road Wine Tour in Chianti from Florence suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 7-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Private Off Road Wine Tour in Chianti from Florence?

    +

    Around 6 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Florence can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Florence and add a light layer if any part of the 7-hour experience runs outdoors or after sunset.

    Where does Private Off Road Wine Tour in Chianti from Florence start and how do I get there?

    +

    The exact meeting point and directions are on your voucher once you book, and they sit in central Florence within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in Florence?

    +

    On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER, Florence Pizza or Pasta Class & Gelato Making at a Tuscan Farm, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit Florence?

    +

    Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in Florence?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

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