Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting
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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
4.5/5
Based on 6 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting worth booking?
Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting is a 11-hour experience in Siena, Italy, from $42 per person. It scores 64 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.5/5 rating across 6 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 64 / 100
- Rating
- 4.5/5 (6)
- Duration
- 11 hours
- From
- $42 per person
Depart from Siena and enjoy a full-day tour to Pisa, San Gimignano, and Chianti. Savor a traditional lunch at a Chianti winery with antipasto, fresh pasta, dessert, and a tasting of 3 local wines.
What you get
- On-board WiFi
- Wine tasting with 3 wines and 2 oils at a Chianti Winery
- Visit of Pisa
- Visit of San Gimignano
- Expert multilingual tour leader
- Travel by GT coach with air conditioning
About this experience
Depart from Siena and enjoy a full-day tour to Pisa, San Gimignano, and Chianti. Savor a traditional lunch at a Chianti winery with antipasto, fresh pasta, dessert, and a tasting of 3 local wines.
What's included
Included
- On-board WiFi
- Wine tasting with 3 wines and 2 oils at a Chianti Winery
- Visit of Pisa
- Visit of San Gimignano
- Expert multilingual tour leader
- Travel by GT coach with air conditioning
- Tuscan Lunch with antipasto, pasta, dessert and wines
Not included
- Gratuities
What you'll see and do
Piazza Salimbeni
Please look for our assistant holding a panel advertising our tour.
Pass by without stopping
Strada Statale 222 Chiantigiana
Savor a traditional Tuscan lunch and wine tasting at a Chianti winery
120 minutes here · Admission included
San Gimignano
Enjoy free time in San Gimignano, the medieval “Town of Towers.”
60 minutes here
Leaning Tower of Pisa
Spend time exploring the magnificent Piazza dei Miracoli, home to the Cathedral, Baptistery, and the world-famous Leaning Tower.
60 minutes here · Admission not included
Piazza dei Miracoli
Capture unforgettable photos and soak up the charm of this historic square.
20 minutes here
Where it starts and ends
Meeting point
Siena
Meet our Staff in Basilica Cateriniana San Domenico Please look for our assistant holding a panel advertising our tour.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Meet our Staff in Basilica Cateriniana San Domenico Please look for our assistant holding a panel advertising our tour.
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
- myTour in Italy
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
- Not wheelchair accessible: Due to uneven surfaces at the sites visited may be difficult for those with walking disabilities or using a wheelchair
- We suggest to be at the meeting point 15 minutes before the starting time.
- Wear comfortable shoes as there will be a moderate amount of walking.
Photos
What travelers are saying
Outty’s summary of the themes that recur across 6 traveler reviews. Written by us, not quoted from reviewers.
The guide
6 mentionsTravelers single out the guide as the reason the experience works.
Organization
3 mentionsPickup, timing, and logistics are described as running smoothly.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
2 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
6 verified traveler reviews for Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting. Ratings and reviews provided by Viator and Tripadvisor.
It does a lot in one day
The day was filled although we were incredibly rushed at all locations They arrived 1hr45 mins late, due to technical problems. We didn’t know the return was to Florence then we were to be transported back to Sienna. There was a PDF which missed this important part The guides were initially muddled which took time to adjust plus a lengthy walk to get transport in Sienna However it ticked a lot of boxes in one day. The return journey was well planned
Response from the operator: Dear Customer, Thank you for your feedback! We are glad to hear you enjoyed the day overall. We are sorry for the delays and initial confusion, and we will take your comments into consideration to improve our service. We appreciate your input and hope to welcome you again. Best regards, my Tour in Italy
via Tripadvisor
Great!
It was a great experience. Our tour guide knowledgeable, nice and very, very patient..Excellent tour!
via Viator
Glorious. And a wonderful guide team.
We did this tour yesterday (12 Sept) which happened to be blisteringly hot !! This led to great photos but did mean we were almost melting in the sun at Pisa. The tour itself was brilliantly organised. Our main guide was a lady from Brazil (Duna I think?) who was lovely. Her English was perfect, and she also spoke fluent Italian and Spanish (though she said her Spanish was only “passable” !!!! I’d love to be able to speak other languages as well as that !!!) Pisa itself is magnificent. The tour had plenty of spare time to explore the areas not included in the tour itself. Lucca is beyond beautiful. What an amazing city. We could easily have spent a day or more there, but sadly only had 2-3hrs. Great shopping, lovely restaurants, beautiful old city walls. This was an amazing day. Only warnings I would offer: - Tower itself is a pretty epic climb. Don’t book if you’re not sure. (You can buy a ticket when you’re there if you want to) - It’s not especially strenuous but there is a fair bit of walking on this tour. My phone recorded a 14km walk (some of this was exploring towns in our spare time) ... none of this was particularly hilly or tiring at the time - but we’re a bit achy today !! All in all though - I would thoroughly recommend.
Response from the operator: Dear customer, we are incredibly grateful that you took the time out to leave us this note. Our company values put customer satisfaction as top priority and we are committed to our customers. Its customers like you that make our job wonderful. We look forward to serving you again. Best regards My |Tour
via Tripadvisor
Pisa and Lucca
Well organized tour and attentive guides. Lorenzo was an excellent host all day. Thank you for helping to make it such a memorable day
Response from the operator: Dear customer, Thank you for choosing us for your tour. We are happy to receive this positive review from you. We are happy that you enjoyed the tour and you had a great experience. Hope to have you again with us in other adventures. Jonida My Tour
via Tripadvisor
This tour was nice mainly because...
<p>This tour was nice mainly because the tour guides were great, friendly and professional. However, I can't give it four stars because there was WAY too much time spent in Pisa. Like 2-3 hours too much. This is mainly because of the wine tasting/lunch that takes place in Pisa at a mediocre restaurant. What they should have done was left Pisa immediately after finishing the tours and eaten in Lucca where you want more time anyway because once you do the tower in Pisa, that's really it and the city is sort of gross.</p> <p>Lucca was very special and I really wish there was more time spent there.</p> <p>The one redeeming thing of this tour was the people running it. They were great!</p> <p>If I were you, I would probably look into either a different Pisa/Lucca tour where more time is focused on Lucca, or just doing it by train yourself. The buses we took weren't even all that great. On the way to Lucca, it was so hot on the bus that it woke me from my nap. I thought the old people on the bus were going to croak!</p>
via Viator
Good to know
- Duration
- 11 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $42 to $79
- Hotel pickup
- No pickup, meet at start point
- 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.
Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Siena.
How much does Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting cost?
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Prices start at $42 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting take?
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Plan for about 11 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 Siena is not rushed.
Is Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting 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 (4.5/5 across 6 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Siena, and how flexible the cancellation terms are.
Can I cancel or reschedule Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting?
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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 Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 11-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting?
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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 Siena 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 Siena and add a light layer if any part of the 11-hour experience runs outdoors or after sunset.
Where does Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting 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 Siena 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 Siena?
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On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Skip the Line: Siena Duomo and City Walking Tour, Siena: A Wine Tour and Tasting Experience. 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 Siena?
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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 Siena?
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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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