Chianti Wine Tour - Private Wine experience in Tuscany Countryside in Florence, Italy
Florence, Italy

Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Outty Ranking 67 5.0 · 32 traveler reviews8 hoursFrom $721
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Outty Ranking

67/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 32 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Chianti Wine Tour - Private Wine experience in Tuscany Countryside worth booking?

Chianti Wine Tour - Private Wine experience in Tuscany Countryside is a 8-hour experience in Florence, Italy, from $721 per person. It scores 67 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 32 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 (32)
Duration
8 hours
From
$721 per person

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced and English-fluent personal driver, we'll guide you through the breathtaking landscapes of the Chianti hills, woven with lush vineyards and ancient olive groves, leading you to the charming Greve in Chianti. Here, you can enjoy your first sip of Chianti wine and take a leisurely stroll. You'll then proceed to a renowned winery where winemaking experts will introduce you to the production techniques of the legendary Chianti Classico. An authentic Tuscan lunch, with homemade dishes paired with different Chianti wines, will highlight the flavors of the region in a unique sensory journey. The tour will conclude with a second tasting at another prestigious winery, further enriching your wine experience. Experience a one-of-a-kind adventure that will leave you with memories in the heart of Italian winemaking tradition.

What you get

    About this experience

    Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced and English-fluent personal driver, we'll guide you through the breathtaking landscapes of the Chianti hills, woven with lush vineyards and ancient olive groves, leading you to the charming Greve in Chianti. Here, you can enjoy your first sip of Chianti wine and take a leisurely stroll. You'll then proceed to a renowned winery where winemaking experts will introduce you to the production techniques of the legendary Chianti Classico. An authentic Tuscan lunch, with homemade dishes paired with different Chianti wines, will highlight the flavors of the region in a unique sensory journey. The tour will conclude with a second tasting at another prestigious winery, further enriching your wine experience. Experience a one-of-a-kind adventure that will leave you with memories in the heart of Italian winemaking tradition.

    What's included

    Included

    • Private transportation
    • On-board WiFi
    • Lunch
    • In-vehicle air conditioning
    • Wine tour 2nd winery. Tasting: Reds Chianti Classico DOCG, Supertuscans, Vinsanto
    • Fluent English Speaking Driver

    Not included

    • Gratuities

    What you'll see and do

    1. Badia a Passignano

      One of the most ancient monastery in the middle of the Chianti hills surraunded by vineyards and olive groves, we will stop for pictures and for general introduction to the territory of Chianti

      30 minutes here

    2. Montefioralle

      A typical Tuscan Castle, a small walled village nested on the hills of Chianti. Nice example of the life in Tuscany during the medieval age.

      30 minutes here

    3. Greve in Chianti

      the "Capital of Chianti" is in the valley where some of the most reknown wineries are settled. You will stop in the famouse square for visiting and shopping... or maybe for a good Cappuccino!

      30 minutes here

    4. Panzano in Chianti

      Another Chianti hilltop village with breathtaking views on the "Golden Vase" the valley under the village wher the river Pesa runs

      Pass by without stopping

    5. Radda in Chianti

      We will visit a well rated winery close to the village of Radda where you will have a winery tour in the cellar and you will be expleined on the production methods of Chianti classico Wine and Extra virgin olive oil: the two most important products of the area. Lunch will follow pairing home made food with wine tasting of different wines.

      120 minutes here

    6. Castellina In Chianti

      After lunch you will reach a second winery and you will be welcome by a second producer that will escort you in the vineyards and in the cellar. You will have a second wine tasting experience.

      90 minutes here

    7. San Donato in Poggio

      Before heading back to your accommodation you will see this nice little medieval village where you can stop for a final gelato!

      15 minutes here

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers. Pickup begins about 10 minutes before departure.

    Before you book

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

    Know before you go

    • Wheelchair accessible
    • Infants and small children can ride in a pram or stroller
    • Service animals allowed
    • Specialized infant seats are available
    • Transportation options are wheelchair accessible
    • All areas and surfaces are wheelchair accessible
    • Suitable for all physical fitness levels

    Photos

    Chianti Wine Tour - Private Wine experience in Tuscany Countryside in Florence, photo 2Chianti Wine Tour - Private Wine experience in Tuscany Countryside in Florence, photo 3Chianti Wine Tour - Private Wine experience in Tuscany Countryside in Florence, photo 4Chianti Wine Tour - Private Wine experience in Tuscany Countryside in Florence, photo 5Chianti Wine Tour - Private Wine experience in Tuscany Countryside in Florence, photo 6Chianti Wine Tour - Private Wine experience in Tuscany Countryside in Florence, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 32 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    7 mentions

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

    Food and drink

    7 mentions

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

    Knowledge and storytelling

    5 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Small groups

    3 mentions

    The group size is repeatedly described as intimate rather than packed.

    Photo opportunities

    2 mentions

    The views and photo stops come up again and again.

    Value for money

    2 mentions

    Travelers feel they got more than they paid for.

    Traveler reviews

    32 verified traveler reviews for Chianti Wine Tour - Private Wine experience in Tuscany Countryside. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    31
    4 star
    1
    3 star
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    2 star
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    Sort
    A7110ZIscotts · October 2026

    Amazing private tour with Benjamin

    Benjamin was amazing! He made our experience worth every penny!!! I highly recommend this private tour!

    via Tripadvisor

    Tour429282 · October 2026

    Tuscany Wine Tour

    Spent two days with Nick and can't remember the other guys name. Both trips were wonderful. Stopped for photo op's, ate good food and visited great wineries. Highly recommended.

    via Tripadvisor

    S573UGlaurao · October 2026

    Traveling the Chianti region

    We had a Wonderful day with our guide Lorenzo to the Chianti region! He was so personable and treated us with such kindness. The 2 wineries we explored were beyond our expectations! Both very unique so fun to see 2 different atmospheres for the tours. Our lunch was also outstanding! Purchased some wine of course. Don’t miss this one!

    via Tripadvisor

    F5595YGrachelf · September 2026

    Amazing experience

    The wine tour was planned very well. We chose to go to 3 wineries and had lunch at the second. Everything was planned for us. We were picked up right at our place in Tuscany and all the logistics were figured out. Enjoyed every winery chosen. Our driver, Nick, was amazing! Very knowledgeable, accommodating and friendly. Was a great driver and made sure to drive slow around the windy roads in Chianti. Even stopped at a shop after our last winery so we could pick up food for our Airbnb. Worth every penny

    Response from the operator: Thank you so much for your wonderful review! We’re delighted to hear that you enjoyed your wine tour and that everything, from the winery visits to lunch and transportation, was planned smoothly for you. We’re especially happy to hear that you enjoyed all three wineries and appreciated the flexibility of the itinerary. We’ll be sure to share your kind words with Nick — he’ll be very pleased to know that his careful driving, local knowledge, friendliness, and attention to your needs helped make the day so enjoyable. We’re also glad he could make that extra stop after the last winery so you could pick up some food for your Airbnb. It’s always our goal to make the day as comfortable and enjoyable as possible, while taking care of all the logistics so our guests can simply relax and enjoy Tuscany. Thank you again for choosing us and for your kind words. We hope to welcome you back to Tuscany for another wonderful experience in the future! Ciao

    via Tripadvisor

    alisoncW7672RY · September 2026

    Excellent wines with an excellent guide

    We had an excellent day with Benjamin as our guide. By the end, not all did we feel we had learned so much about the history of the region and information about wine, but we have made a friend :) Highly recommend.

    Response from the operator: Thank you so much for your kind words! We’re delighted to hear that you had such a wonderful day with Benjamin and that you enjoyed learning more about Tuscany and its wine culture. Our drivers are not licensed tour guides, but they are very knowledgeable about the region and are always happy to share general information about the history, traditions, and places you visit along the way. For more in-depth historical explanations, especially in Tuscany’s art cities, we always recommend booking one of our licensed guides. When it comes to wine, our drivers can certainly share plenty of information and personal insights, while the detailed explanations about winemaking, production, and the wines themselves are provided directly by the wineries during the visits and tastings. And we’re especially happy to hear that, beyond the experience itself, you felt you made a friend along the way! That’s something we truly value. Thank you again for choosing us, and we hope to welcome you back to Tuscany soon! Ciao

    via Tripadvisor

    Good to know

    Duration
    8 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    $721 to $1,101
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    11
    Verdict
    Solid Choice

    Who runs this experience

    Operated by Tours in Tuscany - Private Tours, who run 3 experiences we rank across 2 cities, with an average Outty Ranking of 59.2.

    See everything Tours in Tuscany - Private Tours runs

    Why this scores 67

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

    Traveler sentiment (30% weight)91
    Review evidence (18% weight)46
    Booking momentum (14% weight)38
    Value for money (12% weight)29
    Listing quality (10% weight)85
    Local standing (8% weight)75
    Booking flexibility (8% weight)100

    Chianti Wine Tour - Private Wine experience in Tuscany Countryside: questions travelers ask

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

    How much does Chianti Wine Tour - Private Wine experience in Tuscany Countryside cost?

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    Prices start at $721 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 Chianti Wine Tour - Private Wine experience in Tuscany Countryside take?

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    Plan for about 8 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 Chianti Wine Tour - Private Wine experience in Tuscany Countryside 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 32 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 Chianti Wine Tour - Private Wine experience in Tuscany Countryside?

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    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 Chianti Wine Tour - Private Wine experience in Tuscany Countryside suitable for kids and families?

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    Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Chianti Wine Tour - Private Wine experience in Tuscany Countryside?

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    Around 11 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 8-hour experience runs outdoors or after sunset.

    Where does Chianti Wine Tour - Private Wine experience in Tuscany Countryside start and how do I get there?

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    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?

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    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 -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. 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?

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    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.

    What is included in Chianti Wine Tour - Private Wine experience in Tuscany Countryside?

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    Included: Private transportation; On-board WiFi; Lunch; In-vehicle air conditioning; and Wine tour 2nd winery. Tasting: Reds Chianti Classico DOCG, Supertuscans, Vinsanto. Not included: Gratuities. Always check the voucher for the final list before you travel.

    Does Chianti Wine Tour - Private Wine experience in Tuscany Countryside include hotel pickup?

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    Yes, pickup is offered for every traveler from 365 listed pickup locations in and around Florence. Be ready about 10 minutes before the start time. You can also enter a custom pickup address when booking.

    What languages is Chianti Wine Tour - Private Wine experience in Tuscany Countryside offered in?

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    It is offered in English and Spanish. Pick your language when choosing a date and time, as not every departure runs in every language.

    Will I get instant confirmation and a mobile ticket for Chianti Wine Tour - Private Wine experience in Tuscany Countryside?

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    Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.

    Is Chianti Wine Tour - Private Wine experience in Tuscany Countryside wheelchair or stroller accessible?

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    The operator notes: Wheelchair accessible; Infants and small children can ride in a pram or stroller; Specialized infant seats are available; and Transportation options are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Chianti Wine Tour - Private Wine experience in Tuscany Countryside if the weather is bad?

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    This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.

    What do travelers say about Chianti Wine Tour - Private Wine experience in Tuscany Countryside?

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    Across 32 reviews averaging 5.0 out of 5, recurring themes include the guide, food and drink, knowledge and storytelling. Travelers single out the guide as the reason the experience works.

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