Private Chianti Classico Tour with wine and food tasting in a Historic Estate in Florence, Italy
Florence, Italy

Private Chianti Classico Tour with wine and food tasting in a Historic Estate

Outty Ranking 56 4.6 · 25 traveler reviews4 hoursFrom $336
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Outty Ranking

56/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

4.6/5

Based on 25 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Chianti Classico Tour with wine and food tasting in a Historic Estate worth booking?

Private Chianti Classico Tour with wine and food tasting in a Historic Estate is a 4-hour experience in Florence, Italy, from $336 per person. It scores 56 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.6/5 rating across 25 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
56 / 100
Rating
4.6/5 (25)
Duration
4 hours
From
$336 per person

The privilege to visit the historical and suggestive cellars of a prestigious estate surrounded by ancient vineyards followed by the exclusive tasting experience of local wines and delicious local food

What you get

    About this experience

    The privilege to visit the historical and suggestive cellars of a prestigious estate surrounded by ancient vineyards followed by the exclusive tasting experience of local wines and delicious local food

    What's included

    Included

    • Pick up and drop off at your Hotel if centrally located in Florence
    • Visit of an historical Chianti Winery with Wine tasting accompanied by local snacks
    • Private local wine guide
    • Transport by deluxe air-conditioned vehicle with WIFI on board
    • English/Italian speaking driver

    Not included

    • Gratuities
    • Everything not mentioned as Included

    What you'll see and do

    1. Piazza Matteotti

      Meet your driver at your hotel and through this journey along the enchanting and typical streets of the Tuscan countryside , you’ll reach the ancient settlement of Greve in Chianti located on the suggestive Chiantigiana Road: here enjoy the slow and animated village life, observing the locals in the typical artisan workshops located under the arches of the beautiful square, the focal point of the town where the famous explorer Giovanni da Verrazzano was born.

      45 minutes here

    2. Strada Statale 222 Chiantigiana

      Then, after this enchanting experience, the tour proceedes with the visit of a prestigious wine estate where you are awaited and welcomed by an expert winemaker that will guide you in a private tour of the vineyards and of the historical cellars to discover the secrets of the winemaking, followed by a delicious tasting of fine wines paired with local food.

      90 minutes here · Admission included

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers.

    Options you can book

    • Afternoon Departure Tour Only

      Afternoon tour in the Chianti region only. Departing at 2:45pm Pickup included

    • Morning Departure Tour Only

      Morning tour in the Chianti region only. Departing at 9:00am Pickup included

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en, it
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 8 travelers per booking
    Operated by
    CAF Tour and Travel - Gray Line Florence

    Know before you go

    • Suitable for all physical fitness levels
    • Morning or Afternoon tour only duration is 4-hours

    Photos

    Private Chianti Classico Tour with wine and food tasting in a Historic Estate in Florence, photo 2Private Chianti Classico Tour with wine and food tasting in a Historic Estate in Florence, photo 3Private Chianti Classico Tour with wine and food tasting in a Historic Estate in Florence, photo 4Private Chianti Classico Tour with wine and food tasting in a Historic Estate in Florence, photo 5Private Chianti Classico Tour with wine and food tasting in a Historic Estate in Florence, photo 6Private Chianti Classico Tour with wine and food tasting in a Historic Estate in Florence, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 25 traveler reviews. Written by us, not quoted from reviewers.

    Food and drink

    9 mentions

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

    The guide

    6 mentions

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

    Knowledge and storytelling

    5 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Traveler reviews

    25 verified traveler reviews for Private Chianti Classico Tour with wine and food tasting in a Historic Estate. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    19
    4 star
    4
    3 star
    1
    2 star
    0
    1 star
    1
    Sort
    Trek41328151130 · August 2025

    Trip to a winery

    Francesco was our driver for a 1/2 day tour to Greve, and a winery. He was very professional, friendly, knowledgeable, punctual to the minute , and attentive to our needs. He engaged in conversation as we ask him questions, but never dominated a conversation. He gave us history about the area and up-to-date information. Francesco was friendly and polite. We would recommend him to highly!

    Response from the operator: Good morning from Caf Tour & Travel, Dear Customer, Thank you so much for your wonderful feedback! We are delighted to hear that you enjoyed your Chianti Tour and that our driver Francesco made your experience so memorable. His professionalism, knowledge, and friendliness are qualities we value greatly, and we will be sure to share your kind words with him. We truly appreciate your recommendation and hope to welcome you again soon for another unforgettable experience in Tuscany. Kind regards

    via Tripadvisor

    yanceyg2025 · May 2025

    Mauricio’s revi

    Mauricio drove our family out for wine tasting and was incredible! Mauricio deserves the credit for a great day! Thanks Mauricio!

    Response from the operator: Good morning from Caf Tour & Travel, Dear Customer, Thank you so much for your kind words! We're thrilled to hear that Maurizio made your tour so memorable. He truly is dedicated to providing a fantastic experience. We appreciate you choosing our tour and hope to welcome you and your family again soon! Kind regards

    via Tripadvisor

    Y451CFlindag · November 2023

    First Class Wine Tour at Historic Tenuta Del Palagio Estate and More!

    My niece and I had the most amazing experience today! Our driver and tour guide, Mr. Paolo Bicchieriai was excellent. He even stopped to allow us time to tour the Tuscan American WWII Memorial and Cemetery. That was a very lovely and unexpected surprise! Our Tenuta Del Pelagio Winery tour guide, Manuela was also incredibly gracious! The quality of wine, tapas and gift store items were outstanding. We could not be more pleased with the wonderful memories made today! Grazie! Grazie! Grazie! ⭐️⭐️⭐️⭐️⭐️ Linda (Sarasota, Florida USA).

    Response from the operator: Dear Linda, Thank you so much for taking the time to share your wonderful experience! We are thrilled to hear that you and your niece had an amazing day exploring Tuscany with Mr. Paolo as your driver . It's heartwarming to know that the stop at the Tuscan American WWII Memorial and Cemetery added an extra layer of beauty to your day. We are very pleased that your private visit with Wine Tasting at Tenuta Il Palagio left a positive impression. Creating lasting memories is what we strive for, and we are delighted that you left with wonderful memories of your time with us. We look forward to welcoming you back for more unforgettable experiences in the future. Warm regards,

    via Tripadvisor

    Audree_S · August 2022

    A must!

    Loved everything about it! The stop at the American War Hero cemetery was an unexpected yet memorable spot. Winery and manager were wonderful. Informative, and interesting. Fantastic wine selection and cheese and snack pairings. Beyond expectations

    via Viator

    Jessica_G · June 2022

    Winery amazing, tour operator needs to drop Greve

    Nice car, nice driver, but waste of time going to Greve in Chianti - it’s a small square and honestly just a big waste of time. Would rather see a 2nd winery. We actually drove more out of the way to go to Greve. Not a fan… Winery and food tasting was nice- lots of bread and cheese. The cellar tour was nice to see- don’t expect tons of technical information on wine making. We were fine with that:)

    via Viator

    Good to know

    Duration
    4 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    $336 to $611
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    9
    Verdict
    Worth a Look

    Who runs this experience

    Operated by CAF Tour and Travel - Gray Line Florence, who run 47 experiences we rank across 6 cities, with an average Outty Ranking of 55.4 and 1 in the 90+ Club.

    See everything CAF Tour and Travel - Gray Line Florence runs

    Why this scores 56

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

    Traveler sentiment (30% weight)74
    Review evidence (18% weight)43
    Booking momentum (14% weight)35
    Value for money (12% weight)29
    Listing quality (10% weight)59
    Local standing (8% weight)45
    Booking flexibility (8% weight)100

    Private Chianti Classico Tour with wine and food tasting in a Historic Estate: questions travelers ask

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

    How much does Private Chianti Classico Tour with wine and food tasting in a Historic Estate cost?

    +

    Prices start at $336 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 Chianti Classico Tour with wine and food tasting in a Historic Estate take?

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    Plan for about 4 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 Chianti Classico Tour with wine and food tasting in a Historic Estate worth it?

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    It holds an Outty Ranking of 56 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.6/5 across 25 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 Chianti Classico Tour with wine and food tasting in a Historic Estate?

    +

    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 Chianti Classico Tour with wine and food tasting in a Historic Estate suitable for kids and families?

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    Yes, all ages are welcome. Families should still weigh the 4-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Private Chianti Classico Tour with wine and food tasting in a Historic Estate?

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    Around 9 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 4-hour experience runs outdoors or after sunset.

    Where does Private Chianti Classico Tour with wine and food tasting in a Historic Estate 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 Private Chianti Classico Tour with wine and food tasting in a Historic Estate?

    +

    Included: Pick up and drop off at your Hotel if centrally located in Florence; Visit of an historical Chianti Winery with Wine tasting accompanied by local snacks; Private local wine guide; Transport by deluxe air-conditioned vehicle with WIFI on board; and English/Italian speaking driver. Not included: Gratuities; and Everything not mentioned as Included. Always check the voucher for the final list before you travel.

    Does Private Chianti Classico Tour with wine and food tasting in a Historic Estate include hotel pickup?

    +

    Yes, pickup is offered for every traveler from 193 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.

    What languages is Private Chianti Classico Tour with wine and food tasting in a Historic Estate offered in?

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    It is offered in English and Italian. 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 Private Chianti Classico Tour with wine and food tasting in a Historic Estate?

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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.

    What happens to Private Chianti Classico Tour with wine and food tasting in a Historic Estate if the weather is bad?

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    It generally runs rain or shine, so dress for the forecast in Florence. Standard cancellation terms apply: free cancellation up to 24 hours before the start.

    What do travelers say about Private Chianti Classico Tour with wine and food tasting in a Historic Estate?

    +

    Across 25 reviews averaging 4.6 out of 5, recurring themes include food and drink, the guide, knowledge and storytelling. The tastings and food stops are a highlight for most reviewers.

    What booking options are available for Private Chianti Classico Tour with wine and food tasting in a Historic Estate?

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    There are 2 options to choose from, including Afternoon Departure Tour Only, Morning Departure Tour Only. Prices and start times differ by option, so compare them on the booking screen.

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