Chianti Wine Tour - Private Wine experience in Tuscany Countryside
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 24 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 $60 per person. It scores 74 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 5/5 rating across 24 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 74 / 100
- Rating
- 5/5 (24)
- Duration
- 8 hours
- From
- $60 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 guid
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 travelers are saying
Outty’s summary of the themes that recur across 24 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
5 mentionsThe tastings and food stops are a highlight for most reviewers.
The guide
4 mentionsTravelers single out the guide as the reason the experience works.
Organization
4 mentionsPickup, timing, and logistics are described as running smoothly.
Small groups
3 mentionsThe group size is repeatedly described as intimate rather than packed.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Traveler reviews
24 verified traveler reviews for Chianti Wine Tour - Private Wine experience in Tuscany Countryside. Ratings and reviews provided by Viator and Tripadvisor.
Gabbiano Castle Winery
We had a marvelous day in Chianti visiting two wineries based in Castles. At Gabbiano we had an entertaining and informative tour of the cellars, which had served as servants quarters and the local jail back to the 13th century. Our wine tasting was in an outdoor AC glass enclosure bringing us right into the vineyard, while not sitting in the 100F heat. We tasted wines from the wine makers top offerings - one from a wine only made twice - in 2016 and 2021. We left richer for the wine tasting, although poorer for the wine purchasing. Wines we will enjoy back home and remember the visit fondly.
Response from the operator: We are delighted to hear that you had such a memorable day exploring the Chianti region and visiting two castle wineries. It is especially rewarding to know that you enjoyed both the fascinating history of the cellars at Castello di Gabbiano and the unique tasting experience overlooking the vineyards in complete comfort. We are also pleased that you had the opportunity to taste some truly exceptional wines, including such exclusive vintages. We completely understand your comment about returning home with wonderful memories—and perhaps a few more bottles than planned! We hope each one will remind you of your special day in Tuscany. Thank you again for choosing us. It was a pleasure to be part of your Tuscan experience, and we hope to welcome you back for another unforgettable journey in the future. Ciao
via Tripadvisor
We had a great time with...
We had a great time with our guide, Francesco touring Tuscany and stopping at 2 different winery’s. He was very knowable and we really enjoyed our time!
Response from the operator: Thank you so much for your wonderful review! We are delighted to hear that you had such a great time exploring Tuscany with Francesco. He is truly passionate about sharing the beauty, history, and traditions of our region, and we're thrilled that his knowledge made your experience even more enjoyable. We're also happy that you enjoyed visiting the two wineries—it's always a pleasure to introduce our guests to the authentic flavors and landscapes of Tuscany. Thank you again for choosing us. We hope to welcome you back for another unforgettable adventure in Italy!
via Viator
Picture Perfect Private Chianti Experience
Our day tour was lovely. Our guide, Nic, was so much fun…and he took great care of us! The wineries were stunning and the wine was delicious. Highly Recommend this company if you’re looking for a private experience where you can take things at your pace. They even worked in a couple wineries I wanted to visit, even thought they don’t typically do tours there!
Response from the operator: Thank you so much for your lovely review! We are delighted to hear that you had such an enjoyable day and that Nic helped make your experience both fun and memorable. We are also pleased that you enjoyed the wineries and wines selected for your tour. One of our greatest priorities is creating personalized experiences, so it is wonderful to know that being able to include the wineries you specifically wished to visit made your day even more special. Thank you for your recommendation and for choosing Tours in Tuscany. We hope to welcome you back for another unforgettable experience in the future!
via Tripadvisor
Great visit to Chianti!
Our driver was pleasant and professional, picked us up on time, and was always easy to find at stops. The two wineries chosen for the tour were very enjoyable.
Response from the operator: Thank you for your kind review and for choosing Tours in Tuscany for your experience. We are delighted to hear that you enjoyed your day and that your driver was professional, punctual, and attentive throughout the tour. Providing reliable and personalized service is always one of our main priorities. We are especially pleased that you enjoyed the wineries included in your itinerary. When selecting our winery partners, we always strive to work with authentic local producers, often family-run estates, where our guests can experience the true traditions, passion, and hospitality of Tuscany rather than large commercial operations. We believe that these genuine experiences offer the best opportunity to discover the region's culture, wines, and way of life. Thank you once again for your feedback. It was a pleasure assisting you, and we hope to welcome you back to Tuscany for another memorable experience in the future.
via Tripadvisor
Wonderful Chianti vineyards experience
This was an excellent tour. We had very knowledgeable drivers, 2 vans with 6 people in each, a beautiful ride through the countryside, and visits to two wonderful wineries. At the first winery we had a tour, enjoyed lunch with wine paired with each course, and a tour and wine tasting at the second. The food was amazing, I think the homemade pasta was the best I had my entire trip! They were very easy to book with, answered all my questions, and the best part was we had hotel pick up and drop off. I would definitely go again with this company.
Response from the operator: Thank you for your beautiful review. We are waitng you and your family/friend on your nest tour in Italy. Ciao
via Tripadvisor
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Booked in 30 days
- 8
- Verdict
- Strongly Recommended
Why this scores 74
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
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 $60 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?
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It holds an Outty Ranking of 74 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (5/5 across 24 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 8 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?
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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 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?
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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?
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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.
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