
Private Half day Tour in Chianti, San Gimignano with wine tasting
Pick your date
Highlighted days have spots open. Grey days are sold out or not running.
September 2026
Loading live availability
Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 17 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Half day Tour in Chianti, San Gimignano with wine tasting worth booking?
Private Half day Tour in Chianti, San Gimignano with wine tasting is a 5-hour experience in Florence, Italy, from $70 per person. It scores 70 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 5/5 rating across 17 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 70 / 100
- Rating
- 5/5 (17)
- Duration
- 5 hours
- From
- $70 per person
Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old vineyards with a traditional Tuscan lunch and a tasting of fine wines. A
What you get
About this experience
Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old vineyards with a traditional Tuscan lunch and a tasting of fine wines. An exclusive tour, in a private car with all the comforts, for those seeking authentic emotions, unique flavors, and endless beauty. An experience steeped in history, nature, and fine wine. Book your trip to the heart of Tuscany now!
What's included
Included
- Private transportation
- Booster seat
- Bottled water
- On-board WiFi
- In-vehicle air conditioning
Not included
- Dinner
- Tasting
- Full lunch with wine tasting
What you'll see and do
San Gimignano
San Gimignano – The Medieval Manhattan Approaching San Gimignano, the view changes again : against the green Tuscan hills, the soaring towers that have made this town famous throughout the world rise towards the sky. An ancient symbol of power and prestige, the towers of San Gimignano are like stone fingers pointing skyward, telling the story of a thriving and ambitious city in the heart of the Middle Ages. The heart of the town is Piazza della Cisterna, paved in a herringbone pattern, surrounded by historic buildings and dominated by the Devil's Tower. A little further on, Piazza del Duomo, with the Collegiate Church and the Town Hall, boasts frescoes from the Sienese school and a spectacular view from the Torre Grossa, the tallest tower in the city.
60 minutes here
San Gimignano
After booking, you can arrange with the organizers to add a winery experience in one of the most important wineries in the heart of Chianti, including a wine tasting with or without lunch.
120 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 10 minutes before departure.
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 8 travelers per booking
- Operated by
- Destinationtuscany
Know before you go
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 17 traveler reviews. Written by us, not quoted from reviewers.
The guide
7 mentionsTravelers single out the guide as the reason the experience works.
Photo opportunities
7 mentionsThe views and photo stops come up again and again.
Food and drink
6 mentionsThe tastings and food stops are a highlight for most reviewers.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Good for families
2 mentionsReviewers traveling with kids report it landed well with their group.
Traveler reviews
17 verified traveler reviews for Private Half day Tour in Chianti, San Gimignano with wine tasting. Ratings and reviews provided by Viator and Tripadvisor.
Fantastic experience, wonderful guide!
I booked the private half-day tour to Chianti and San Gimignano, and it was one of the highlights of my vacation in Italy. The van was spotless and very comfortable. Shout out to our guide, Asil! He was professional and kept the mood fun the entire time. He gave me context about the region on the way but also let me just enjoy the views. Thank you so much for this amazing summer trip!
via Viator
Fantastic experience, I...
Fantastic experience, I had a very delightful time and was able to learn so much about wine culture of the locals, definetely reccomend it!
via Viator
Very enjoyable. Once...
Very enjoyable. Once again had an experience worth to repeat. Anybody that is around Florence, alone or with family, should take the chance to take this tour. Recommend 100%!
via Viator
Highly Recommended! Already Planning Our Next Tour with Zaza
We booked this half-day tour for our group of four based on a friend's recommendation, and it absolutely exceeded our expectations! The winery visit and San Gimignano were both stunning. A huge shoutout to our guide, Asil, who was incredibly knowledgeable and kept us entertained the whole time. Thank you, Zaza Tour, for such a memorable experience. We loved it so much that we’re already planning to book your Cinque Terre tour for next year!!!
via Tripadvisor
Weekend San Gimignano
San Gimignano is fascinating, our driver was very kind and when we arrived he gave us a lot of really useful information, we tasted a delicious ice cream and after visiting this beautiful city we went to the winery for the tasting and during the trip we took many photos. Sublime wine and the owner really kind and competent, thank you for this wonderful afternoon.
via Tripadvisor
Good to know
- Duration
- 5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $70 to $160
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 6
- Verdict
- Strongly Recommended
Why this scores 70
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Half day Tour in Chianti, San Gimignano with wine tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Half day Tour in Chianti, San Gimignano with wine tasting cost?
+
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 Private Half day Tour in Chianti, San Gimignano with wine tasting take?
+
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 Private Half day Tour in Chianti, San Gimignano with wine tasting worth it?
+
It holds an Outty Ranking of 70 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (5/5 across 17 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 Half day Tour in Chianti, San Gimignano with wine tasting?
+
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 Half day Tour in Chianti, San Gimignano with wine tasting suitable for kids and families?
+
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 Private Half day Tour in Chianti, San Gimignano with wine tasting?
+
Around 6 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 5-hour experience runs outdoors or after sunset.
Where does Private Half day Tour in Chianti, San Gimignano with wine tasting start and how do I get there?
+
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?
+
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?
+
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?
+
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.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Private Half day Tour in Chianti, San Gimignano with wine tasting.
Pick your date




