
Small Group Wine Tour & San Gimignano Visit
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September 2026
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Who is going?
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
4.9/5
Based on 816 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Small Group Wine Tour & San Gimignano Visit worth booking?
Small Group Wine Tour & San Gimignano Visit is a 8-hour experience in Florence, Italy, from $90 per person. It scores 91 out of 100 on the Outty Ranking, which we label “90+ Club”, based on a 4.9/5 rating across 816 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing. It sits in the Outty 90+ Club, the top tier of everything we rank.
- Outty Ranking
- 91 / 100
- Rating
- 4.9/5 (816)
- Duration
- 8 hours
- From
- $90 per person
Small Group/ Two wineries/ San Gimignano/ lunch/ guided wine tastings/ gelato world champion/ piazzale Michelangelo and more.. First we tour vineyards and cellar of an organic farm in the heart of the Chianti region, rec
What you get
About this experience
Small Group/ Two wineries/ San Gimignano/ lunch/ guided wine tastings/ gelato world champion/ piazzale Michelangelo and more.. First we tour vineyards and cellar of an organic farm in the heart of the Chianti region, receiving an up close look at the production and ageing process of the Chianti wines and learning about the secrets of the extra virgin olive oil making. This experience includes a wine tasting and the opportunity to buy for cheap the best Tuscan wines. Our trip continues on to the medieval town of San Gimignano, where you will also have the chance to try the famous world champion Dondoli gelato. We then move on to a second winery where we enjoy an authentic Tuscan light lunch, combined to a wine tasting class. On our way back we stop at Piazzale Michelangelo, in the top ten of the most romantic spots in Europe.
What's included
Included
- Lunch
- Wine tastings
- Live commentary on board
- Transport by air-conditioned comfortable minivan
- Guided visit to San Gimignano
- Wine cellar and vineyards tour
- Visit to two wineries
- Visit to Michelangelo Square
Not included
- Hotel pick up and drop off available upon request at an additional price
What you'll see and do
San Gimignano
We will visit our first winery in the breathtaking Chianti region.
90 minutes here
San Gimignano
We will enjoy a guided visit to the stunning medieval village of San Gimignano where we will explore the main squares and admire the most scenic panoramic views. You'll also have free time to wander in the narrow streets, to do shopping and to try a delicious Gelato made by the worldwide championship winner Dondoli!
90 minutes here
San Gimignano
We will visit our second winery, where we will indulge in a traditional Tuscan light lunch along with wine tasting of wines produced by the winery.
90 minutes here
Piazzale Michelangelo
One of the most beautiful places to visit in Florence, overlooking the renaissance city, a breathtaking view, and where a replica of Michelangelo's Statue of David stands in the centre of the plaza.
20 minutes here · Admission included
Where it starts and ends
Meeting point
Florence
We meet at 9 AM in front of Cafe' Gamberini, about 5 min walk from the Santa Maria Novella central train station in Florence
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
We meet at 9 AM in front of Cafe' Gamberini, about 5 min walk from the Santa Maria Novella central train station in Florence
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 15 travelers per booking
- Operated by
- Chianti Wine Tour
Know before you go
- Specialized infant seats are available
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
- Children must be accompanied by an adult
- Vegetarian option is available, please advise at time of booking if required
- Please advise any specific dietary requirements at time of booking
- Private tour available upon request
Photos






What travelers are saying
Outty’s summary of the themes that recur across 816 traveler reviews. Written by us, not quoted from reviewers.
The guide
9 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
9 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
6 mentionsThe views and photo stops come up again and again.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
Good for families
3 mentionsReviewers traveling with kids report it landed well with their group.
Value for money
2 mentionsTravelers feel they got more than they paid for.
Traveler reviews
816 verified traveler reviews for Small Group Wine Tour & San Gimignano Visit. Ratings and reviews provided by Viator and Tripadvisor.
Lovely Wine Tour
This Wine Tour was fantastic. Easy meet location. Our guide and driver was Cecelia. She was the BEST! Great job describing sites as we drove and on stops. Both wineries were a great experience. The wine and food were fantastic. Quick stop at SanGeminano to try a Gelato and some quick shopping. I would highly recommend this tour.
via Tripadvisor
Highly recommend!
Amazing experience!! Our guide Luca was great!! The view at the second winery was an absolute dream. The wines were all so good as well!
Response from the operator: Thank you so much for your wonderful review! 💚 We're thrilled you had such an amazing experience. We'll be sure to share your kind words with Luca. We hope to welcome you back to Tuscany again soon!
via Viator
A highlight of our time...
A highlight of our time in Tuscany! Christian was an amazing guide. We loved the first vineyard, and enjoyed being able to explore San Gimignano. The lunch was filling and views remarkable. 10/10 experience and great value for the cost.
via Viator
Best winery tour ever.
This was the best winery tour we have ever been on. It ruined our college aged kids for all other winery tours. Went to 2 different wineries with copious amounts of delicious wine and food. At the first winery, the winemaker himself was our passionate host. Quick stop at San Gimignano was perfect- climbed to the top of the tower to see the town from the top. The drive to and the location of the second winery was breathtaking. Cannot recommend this enough. I wish I could give it more stars!
Response from the operator: Thank you so much for your amazing review! ⭐ It means the world to hear that this was your favorite winery tour ever, and we love that it set the bar so high for your college-aged kids! 🍷 We hope to welcome you all back to Tuscany for another unforgettable day soon. Cheers! 🇮🇹
via Tripadvisor
Great day in Tuscany
My experiences with Viator were always good, and this time was no exception. The wine tasting sessions were amazing, the second one with a full exquisite meal in the paradise like landscape of Tuscany. Our guide Daniele was very friendly and drove keenly on the small winding roads. Only the time in San Gimignano felt to short, but it was the only way to get there without a car.
Response from the operator: Ciao François! We are so delighted to hear what a wonderful time you had with Fun in Tuscany! Thank you so much for your kind words. We completely understand that your time in San Gimignano felt a bit too short—it truly is such a dreamy place where it’s easy to lose track of time! We would be absolutely thrilled to guide you on a longer visit to this medieval gem whenever you're able to return. Hope to see you soon!
via Viator
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
- $90 to $190
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 286
- Verdict
- 90+ Club
Why this scores 91
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Small Group Wine Tour & San Gimignano Visit: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Small Group Wine Tour & San Gimignano Visit cost?
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Prices start at $90 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 Small Group Wine Tour & San Gimignano Visit 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 Small Group Wine Tour & San Gimignano Visit worth it?
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It holds an Outty Ranking of 91 out of 100, which we label "90+ Club". That score blends traveler sentiment (4.9/5 across 816 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Florence, and how flexible the cancellation terms are. Scoring 90 or above puts it in the Outty 90+ Club, the top tier of everything we rank.
Can I cancel or reschedule Small Group Wine Tour & San Gimignano Visit?
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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 Small Group Wine Tour & San Gimignano Visit 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 Small Group Wine Tour & San Gimignano Visit?
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Around 286 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 Small Group Wine Tour & San Gimignano Visit 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?
+
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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