Tuscany Experience: Pisa, Siena, San Gimignano & 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
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
4.6/5
Based on 686 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting worth booking?
Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting is a 11.5-hour experience in Florence, Italy, from $30 per person. It scores 81 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.6/5 rating across 686 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 81 / 100
- Rating
- 4.6/5 (686)
- Duration
- 11.5 hours
- From
- $30 per person
You leave in the morning to Pisa, where you will have time to admire the magnificent cathedral, the baptistery, the monumental cemetery and the famous Leaning tower of Pisa. Add Leaning Tower tickets to your experience.
What you get
About this experience
You leave in the morning to Pisa, where you will have time to admire the magnificent cathedral, the baptistery, the monumental cemetery and the famous Leaning tower of Pisa. Add Leaning Tower tickets to your experience. Afterwards, we'll move in a Typical Winery in the Chianti Hills, on the slopes of San Gimignano, where we will enjoy a light lunch with a wine tasting of 3 Wines. After lunch you discover, San Gimignano where you can explore the maze of cobbled streets, small squares and many local craft stores. Our exciting day continues with a panoramic view of the true Chianti countryside before arriving in Siena, where our professional guide will let you discover the most important squares, from Piazza del Campo to the Cathedral passing through the most beautiful ‘Contrade’ that characterize this city. At the end of the guided tour, you will have free time to enjoy a cup of coffee or the Pan Forte (the typical local cake) and have some shopping in typical local shops.
What's included
Included
- Tasting of 3 Wines ( not for Transfer Only )
- Guided Tour in Siena (not for Transfer Only, Classic Option)
- Expert multilingual escort (not for Transfer Only)
- Leaning Tower tickets (if option selected, not for Transfer Only)
- Transfer with equipped bus with conditioned air and Wi-Fi on board
- Lunch in a typical winery in the Chianti area (not for Transfer Only)
Not included
- Pick up service
- Guided Tour in Siena (for Tranfer Only, Classic Option)
- Lunch and wine tasting in a typical winery in the Chianti (for Transfer Only)
What you'll see and do
Tour leaves from Florence city centre in the early morning , to reach Pisa San Gimignano and Siena
Pass by without stopping
Pisa
Your day starts in the morning with a free tour of Pisa, where you will have time to admire the magnificent cathedral, the baptistery, the monumental cemetery and the famous Leaning tower of Pisa.
120 minutes here
Leaning Tower of Pisa
If selected you have the chance to climb this iconical tower, known for its nearly four-degree lean, the result of an unstable foundation.
40 minutes here · Admission not included
Duomo di Pisa
Enter the oldest of the three structures in the plaza followed by the Pisa Baptistry and the Leaning Tower.
Pass by without stopping
Camposanto
Look at Monumental Cemetery, where the legend claims that bodies buried in that ground will rot in just 24 hour.
Pass by without stopping
Piazza dei Miracoli
Fall in love with Pisa and the amazing Piazza Dei Miracoli: the most popular attraction in Pisa where you will have free time to visit the Leaning Tower, the Cathedral and the Baptistery or realaxing In the green meadow under the shadow of one of this monument. You can also choose the option that includes Leaning Tower Entrance
Pass by without stopping
Battistero di San Giovanni
Admire the largest baptistery in Italy, it is 54 m high, with a diameter of 34, built from 1152 to 1363
Pass by without stopping
Strada Statale 222 Chiantigiana
While heading to the wine estate, enjoy the breathtaking Chianti scenery. Afterwards, you will be comfortably driven to a rustic winery in Chianti, on the slopes of San Gimignano, where you will be invited to a delightful wine tasting enriched with some local culinary specialties, such as bruschettas, pecorino cheese and a variety of cold cuts.
80 minutes here · Admission included
San Gimignano
After lunch you discover, San Gimignano: the Medieval Manhanattan, where you can explore the maze of cobbled streets, small squares and many local craft stores.
60 minutes here
Piazza del Duomo
Piazza del Duomo in San Gimignano was the fulcrum of the religious and political life of the town in the Middle Ages. The square owes its name to the Collegiate Church, which has been there since the 11th century, while the current appearance of the square took shape in the first half of the 13th century, during the golden period of the economy and political importance of San Gimignano . The main public buildings and the "rotation" of the cathedral date back to that period, with a new facade opposite the old Palazzo del Podestà. Today the square is slightly sloping and has a brick pavement.
Pass by without stopping
Piazza Della Cisterna
Piazza della Cisterna is, with the Piazza del Duomo, one of the two most important squares in San Gimignano. The square has a triangular shape with a slight natural slope and is connected to the nearby Piazza del Duomo by an open passage. The pavement is herringbone brick and on the sides there is an extraordinary curtain of noble houses and medieval towers.
Pass by without stopping
Siena
Our exciting day continues with a panoramic view of the true Chianti countryside before arriving in Siena, where our professional guide ( if option selected ) will let you discover the most important squares, from Piazza del Campo to the Cathedral passing through the most beautiful ‘Contrade’ that characterize this city. At the end of the guided tour, you will have free time to enjoy a cup of coffee or the Pan Forte (the typical local cake) and have some shopping in typical local shops.
90 minutes here
Piazza del Campo
Piazza del Campo (or more simply the Campo) is the main square of the city of Siena. Unique for its particular and very original shell shape, it is renowned throughout the world for its beauty and architectural integrity, as well as for being the place where the Palio di Siena takes place twice a year.
Pass by without stopping
Duomo di Siena
The cathedral of Siena, officially the metropolitan cathedral of Santa Maria Assunta, is the main place of Catholic worship in Siena, in Tuscany, the episcopal seat of the metropolitan archdiocese of Siena-Colle di Val d'Elsa-Montalcino; the building is located in the square of the same name, in Terzo di Città. Built in Italian Romanesque-Gothic style, it is one of the most significant churches built in this style in Italy.
Pass by without stopping
Come back in the evening at the same point in the city center
Pass by without stopping
Where it starts and ends
Meeting point
Florence
Meeting point: 20 minutes before the start of the tour at our Sightseeing Experience Visitor Center located inside the Santa Maria Novella train station in the ticket hall
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Meeting point: 20 minutes before the start of the tour at our Sightseeing Experience Visitor Center located inside the Santa Maria Novella train station in the ticket hall
Options you can book
French Classic Option + Guide
Guided tour in Siena: Free visit of Pisa and San Gimignano Wine Tasting & Light Lunch: visit of a winery included
English Classic Option + Guide
Guided Tour in Siena: Free visit of Pisa and San Gimignano Wine Tasting & light lunch : visit of a winery included
Portuguese ClassicOption+Tower
Wine Tasting & Light Lunch: Visit of a winery Leaning Tower: Pisa Leaning Tower Reserved Ticket Entrance (entry is not allowed for children under the age of 8)
Transfer Only
Transfer Only : This option includes only bus and assistance on board.
Portuguese ClassicOption+Guide
Guided tour in Siena: Free visit of Pisa and San Gimignano Wine Tasting & Light Lunch: visit of a winery
French Classic Option + Tower
Wine Tasting & Light Lunch: Visit of a winery Leaning Tower: Pisa Leaning Tower Reserved Ticket Entrance (entry is not allowed for children under the age of 8)
Italian Classic Option + Guide
Guided tour in Siena: Free visit of Pisa and San Gimignano Wine Tasting & Light Lunch: visit of a winery included
English Classic Option + Tower
Wine Tasting & Light Lunch: Visit of a winery Leaning Tower: Pisa Leaning Tower Reserved Ticket Entrance (entry is not allowed for children under the age of 8)
ClassicOption:Transfer+Hostess
Wine Tasting & Light Lunch: visit of a winery
Spanish Classic Option + Guide
Guided Tour in Siena: Free visit in Pisa and San Gimignano Wine Tasting & Light Lunch: Visit of a winery
Italian Classic Option + Tower
Wine Tasting & Light Lunch: Visit of a winery Leaning Tower : Pisa Leaning Tower Reserved Ticket Entrance (entry is not allowed for children under the age of 8)
Spanish Classic Option + Tower
Wine Tasting & Light Lunch: Visit of a winery Leaning Tower: Pisa Leaning Tower Reserved Ticket Entrance (entry is not allowed for children under the age of 8)
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- de, pt, en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Sightseeing Experience
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
- The order of visits may change.
- In order to reserve a seat even for children under 4 years of age, it is necessary to select the free rate "children (0-3)" during the purchase phase.
- Possibility to have a dedicated menu for vegetarians or people with intolerances. We kindly ask you to promptly notify us of any special dietary requirements or intolerances once the purchase the tour by sending an e-mail.
- Meeting point at Sightseeing Experience Visitor Center inside Train Station Santa Maria Novella
- Pisa tower: entry is not allowed for children under the age of 8 (completed or to be completed in the current year)
- No refunds are given in case of delay at the meeting point at Sightseeing Experience Visitor Center
- Maximum punctuality is recommended at each meeting points during the excursion. For the success of the tour, no waiting times are expected in case of delays by ustomers and no refunds will be granted
- The order of visits may change
- Transfer Only option includes only bus and assistance on board.
- Travelers cannot book options with "+ Tower" if they have a child, due to Pisa Tower restrictions that prohibit children under 8 years old from entering.
- From December 1, 2026, to February 28, 2027. Languages: Min. 2 people (English and Spanish) / Min. 4 people (Portuguese: Monday, Thursday, Saturday) / Min. 4 people (Italian: Sunday)
Photos
What travelers are saying
Outty’s summary of the themes that recur across 686 traveler reviews. Written by us, not quoted from reviewers.
The guide
5 mentionsTravelers single out the guide as the reason the experience works.
Photo opportunities
3 mentionsThe views and photo stops come up again and again.
Food and drink
3 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
686 verified traveler reviews for Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting. Ratings and reviews provided by Viator and Tripadvisor.
Tuscany experience tour
It was great to see the town’s that was on the itinerary. The only thing I would add is if we had an extra 15 minutes in each place would’ve been perfect. The other thing is in Pisa, my kids climbed the leaning tower and took a couple of pictures and then we went to the cathedral for maybe 10 minutes. We were rushing to get back to the meeting spot and we’re still five minutes late. An extra 15 or 20 minutes in Pisa would be ideal because if they’re older people they would have a hard time doing everything in the time frame that we were given. If my husband and I were going to climb the tower, we would not have made back in time. We would have been much later.
via Viator
Great experience
Many thanks to Barbara and team for a wonderful day exploring the Tuscany region in Italy. She was so polite, friendly and full of energy. Her knowledge was exceptional and she made the day very enjoyable. This tour is a great way to see the most of the area without having to do any organising yourself.
via Viator
Full day Tuscany -Big bus group
Full day! This is a large group tour and a big bus! We did this in July and the heat did dampen our day. Andrea our tour guide was very efficient and our driver John Pierre was great. Short stops at each place. Lunch at the winery was good. You will do a lot of walking simply from the bus into each town, before you do your own exploring at each stop.
via Tripadvisor
A Fantastic Tuscany Experience
It was a very hot day, but I really enjoyed it! We visited 3 beautiful spots and had a wonderful wine tasting experience. Special thanks to Julia at the restaurant for sharing information about the different wine varieties. It was also a great opportunity to connect with the rest of the tour group during the lunch and wine tasting. A big thank you to Marina for guiding us throughout the entire day, sharing interesting insights and always being available to provide additional information whenever needed. And many thanks to Massimiliano for getting us there and back safely.
Response from the operator: Thank you for choosing our service for your trip to Italy. Your review will be valuable for future travelers!
via Tripadvisor
Long, long day but great guide
Barbara was a wonderful tour guide. Be warned, this is a very long day with half the time spent on the bus. It’s a good way to “check the boxes” of seeing Siena, San Gimingnano and Pisa. But afterwards, me and my sister (both 30 years old) and our mom were absolutely beat. Prepare to get at least 20k steps and spend about an hour at each destination. We wished the tour could have just been to Siena and San Gimingnano. The trip to Pisa was 1hr 40 min there, and an hour 30 min back (nearly 3 hours in the bus to only be there for about an hour- and Pisa left much to be desired apart from getting the tower photo). If we could do it again, we’d pick a tour that focused on one area (like Siena and San Gimingnano). It was just too long of a day.
Response from the operator: Thank you for choosing our service for your trip to Italy. Your review will be valuable for future travelers!
via Viator
Good to know
- Duration
- 11.5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $30 to $109
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 240
- Verdict
- Exceptional
Why this scores 81
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting cost?
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Prices start at $30 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 Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting take?
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Plan for about 11.5 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 Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting worth it?
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It holds an Outty Ranking of 81 out of 100, which we label "Exceptional". That score blends traveler sentiment (4.6/5 across 686 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 Tuscany Experience: Pisa, Siena, San Gimignano & 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 Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 11.5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting?
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Around 240 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 11.5-hour experience runs outdoors or after sunset.
Where does Tuscany Experience: Pisa, Siena, San Gimignano & 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 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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