
HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano
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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 5 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano worth booking?
HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano is a 5-hour experience in Florence, Italy, from $70 per person. It scores 64 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 5 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 64 / 100
- Rating
- 5/5 (5)
- Duration
- 5 hours
- From
- $70 per person
Tuscany...what else? Immerse yourself in the beauty of the Tuscan countryside and leave the confusion of the city. Spend half a day in the most famous wine region in the world (Chianti), tasting 5 of the best tuscan win
What you get
About this experience
Tuscany...what else? Immerse yourself in the beauty of the Tuscan countryside and leave the confusion of the city. Spend half a day in the most famous wine region in the world (Chianti), tasting 5 of the best tuscan wines and visit the medieval village of San Gimignano, known worldwide for its tall towers. Be guided through the verdant landscape of the "Sweet Hills of Chianti" on a private tour, tasting Chianti Classico wine and other famous Tuscan wines, such as "Super Tuscan" and "Vernaccia", at a family-run winery. Learn basic winemaking techniques and discover the legend of the "Black Rooster" (symbol of Chianti). Afterwards we will visit the famous village of San Gimignano, a medieval open-air museum, where the population still lives in the beautiful towers. You will be fascinated by the medieval streets with traditional shops and fine craftsmanship. We organize 2 daily departures. You can choose to take the tour that starts at 8:30 am or the afternoon tour that starts at 3:00 pm
What travelers are saying
Outty’s summary of the themes that recur across 5 traveler reviews. Written by us, not quoted from reviewers.
The guide
5 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
4 mentionsThe tastings and food stops are a highlight for most reviewers.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Good for families
2 mentionsReviewers traveling with kids report it landed well with their group.
Photo opportunities
1 mentionThe views and photo stops come up again and again.
Pace and timing
1 mentionSeveral reviewers comment on how the schedule is paced.
Traveler reviews
5 verified traveler reviews for HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano. Ratings and reviews provided by Viator and Tripadvisor.
Sublime and recommendable.
Beautiful landscape, a medieval village of great beauty, Chianti Classico wine is a story to discover, and our guide was extremely friendly and attentive. Thank you.
via Viator (translated)
Fantastic tour - Great Guide - Best Wine Tasting we've done in the last three years
This was a terrific tour that we tailored to our specific interests (we particularly wanted to visit the American military cemetery outside of Florence) and which covered a lot of territory. Our driver/guide Enea was amazing, finding us a wonderful hidden gem for lunch. Should add that the wine tasting was authentic and special at a small, family-run winery
via Viator
Best Guide for the Tuscany and San Gimignano Wine Tasting
The trip was perfectly planned from stopping for breathtaking photos to shopping to eating delicious food. I highly recommend booking with Andrea Pecchioli, he was the best guide! A super professional and accommodating presence making the trip that much better.
via Tripadvisor
True Tuscan Experience
Our tour guide Andrea did a fantastic job telling us about the history of the region. The wine was fantastic and from a family owned winery dating back 100 years. We had great personalized attention from the owner and Andrea during our tour. A perfect get away to see and taste Tuscany!
via Viator
Best half-day tour!
Our guide/driver Andrea was really knowledgeable and the winery was excellent! San Gimignano is a small medieval town apart form others. It’s December, so even on a Holiday, it was not crowded! Excellent tour!
via Viator
Good to know
- Duration
- 5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Booked in 30 days
- 2
- Verdict
- Solid Choice
Why this scores 64
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano cost?
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Prices start at $70 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 HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano take?
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Plan for about 5 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 HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano worth it?
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It holds an Outty Ranking of 64 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 5 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 HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano?
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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 HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano?
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Around 2 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 5-hour experience runs outdoors or after sunset.
Where does HALF-DAY: Chianti Classic Tour with Wine Experience & visit of San Gimignano 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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