
Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence
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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
5.0/5
Based on 29 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence worth booking?
Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence is a 8-hour experience in Florence, Italy, from $421 per person. It scores 65 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 29 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 65 / 100
- Rating
- 5/5 (29)
- Duration
- 8 hours
- From
- $421 per person
Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on board about Tuscany, general information about the places you’ll visit a
What you get
About this experience
Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on board about Tuscany, general information about the places you’ll visit and will tell you what is worth to be visited in every place where you stop. On request it will be possible to stop in a winery for lunch with wine tasting (at own expense).
What's included
Included
- Hotel pickup and drop-off
- Private tour
- Driver
- Transport by air-conditioned minivan
Not included
- Food and drinks
What you'll see and do
San Gimignano is a medieval town in the tuscan countryside in the middle of hills, vines and olive groves. It' s famous for the towers built in the middle age that give the city a very charming look.
60 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 5 minutes before departure.
Options you can book
Sangimignano tour x 1
Private driving 8 hours tour to Sangimignano and Chianti region with departure at 9:00 am from Florence Pickup included
Sangimignano tour x 6
Private driving 8 hours tour to Sangimignano and Chianti region with departure at 9:00 am from Florence Pickup included
Sangimignano tour x 7
Private driving 8 hours tour to Sangimignano and Chianti region with departure at 9:00 am from Florence Pickup included
Sangimignano tour x 5
Private driving 8 hours tour to Sangimignano and Chianti region with departure at 9:00 am from Florence Pickup included
Sangimignano tour x 4
Private driving 8 hours tour to Sangimignano and Chianti region with departure at 9:00 am from Florence Pickup included
Sangimignano tour x 2
Private driving 8 hours tour to Sangimignano and Chianti region with departure at 9:00 am from Florence Pickup included
Sangimignano tour x 3
Private driving 8 hours tour to Sangimignano and Chianti region with departure at 9:00 am from Florence Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 7 travelers per booking
- Operated by
- Tuscany Top Drivers
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- Infant seats are available on request; make a note in the 'Special Requirements' box when you book
Photos






What travelers are saying
Outty’s summary of the themes that recur across 29 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
4 mentionsTravelers single out the guide as the reason the experience works.
Good for families
4 mentionsReviewers traveling with kids report it landed well with their group.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Food and drink
2 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
29 verified traveler reviews for Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence. Ratings and reviews provided by Viator and Tripadvisor.
Perfect day
Marco was great. He was able to take us to the most incredible winery. Plus San gimigano and added on Volterra. It was a perfect day.
via Viator
Wonderful times in Tuscany with Marco as our driver🇮🇹
If I could leave higher than a 5 I would! This is the second time my family has used Marco to drive us in Tuscany and we very much enjoyed his itinerary. Marco is full of knowledge about Italy and wines. We look forward to touring with Marco again!
via Tripadvisor
Fun and flexible day
My family and I had a wonderful time visiting wineries - thanks so much to Marco for his wonderful driving, winery selection, and flexibility when my nephew (only 2 years old) got a little sleepy and we wanted to head back. Such a lovely day, and a beautiful way to see the countryside. Thanks Marco!
Response from the operator: Hi Meg! Thanks for the lovely day spent driving for you and your adorable family. And I really hope to be your driver again in the future in case You' ll get back to Florence. Warm regards, Marco
via Tripadvisor
Fun in the Tuscany
My group of ladies had a fabulous time. Marco was very professional and provided a great service. We enjoyed our lunch at the winery/family farm.
via Tripadvisor
Would do it again in a heartbeat!
Marco went the extra mile to make our trip a memorable one. He gave us the opportunity to customize our tour to focus on what was important to us. He knows the spots of interest like the back of his hand. Places the average person could never know about or find. He is as engaging as he is friendly. We would select this tour again in a heartbeat.
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
- $421 to $700
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 10
- Verdict
- Solid Choice
Why this scores 65
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence cost?
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Prices start at $421 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 Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence 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 Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence worth it?
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It holds an Outty Ranking of 65 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 29 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 Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence?
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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 Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence 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 Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence?
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Around 10 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 Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence 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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