Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting
Traveler rating
4.6/5
Based on 695 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 $51 per person. It scores 81 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.6/5 rating across 695 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 (695)
- Duration
- 11.5 hours
- From
- $51 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. 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 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 + 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.
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)
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)
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)
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)
French Classic Option + Guide
Guided tour in Siena: Free visit of Pisa and San Gimignano Wine Tasting & Light Lunch: visit of a winery included
Italian Classic Option + Guide
Guided tour in Siena: Free visit of Pisa and San Gimignano Wine Tasting & Light Lunch: visit of a winery included
ClassicOption:Transfer+Hostess
Wine Tasting & Light Lunch: visit of a winery
Portuguese ClassicOption+Guide
Guided tour in Siena: Free visit of Pisa and San Gimignano 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
English Classic Option + Guide
Guided Tour in Siena: Free visit of Pisa and San Gimignano Wine Tasting & light lunch : visit of a winery included
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 30 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 695 traveler reviews. Written by us, not quoted from reviewers.
The guide
6 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.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Organization
2 mentionsPickup, timing, and logistics are described as running smoothly.
Pace and timing
2 mentionsSeveral reviewers comment on how the schedule is paced.
Traveler reviews
695 verified traveler reviews for Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting. Ratings and reviews provided by Viator and Tripadvisor.
Siena, San , Pisa and wine tasting
Great tour, yes, so much to see in a day. Today at Siena was market day but we didn't have time to look, even just 20 minutes. Tour guide was excellent Wine tasting and lunch was great, however, for the pasta, we needed more protein and some veggies
via Viator
Great experience and guide!
Great experience. Our guide was knowledgeable, funny, and very helpful. Getting to see all the sites that we would have otherwise missed was great. High recommend!
via Tripadvisor
A Florence Adventure!
A truly amazing experience! Our tour guide was a lovely lady with curly short hair who’s name I can’t remember atm BUT she’s a GEM!! A true professional guide if we’ve ever met one! Maybe just a little more time in every spot would be perfection! If you take any tour in Florence, make sure this one’s on your list!
via Tripadvisor
The Perfect Way to See Tuscany in One Day
Our host, Barbara, was amazing throughout the entire trip, and our driver, Salvatore, did a fantastic job. The ride was smooth and comfortable from start to finish. It was incredible being able to visit so many beautiful places in one day, from taking the classic photo “holding up” the Leaning Tower of Pisa to enjoying the stunning scenery and charm of San Gimignano. Siena was also a beautiful city and somewhere we would definitely love to return to and explore on our own. Unfortunately, the guided tour in Siena was the one disappointing part of the experience. It felt short, rushed, and included quite a bit of rambling. I honestly don’t remember the guide’s name, which is probably for the best. Overall, I would highly recommend this Tuscany tour. Barbara and Salvatore were fantastic, and getting to experience all of these destinations in one trip was absolutely worth it. My only recommendation would be to skip the guided Siena tour and instead use that time to freely explore the city at your own pace.
via Tripadvisor
Choose another provider!!
There are many tour operators who offer similar Tuscany tours. Do not choose this one!! Staff were rude and unreasonable to deal with.
Response from the operator: We appreciate your feedback and are sorry to hear about your experience. We strive to meet high quality standards and value our customers' opinions. Your comments help us improve.
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
- $51 to $109
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 243
- Verdict
- Exceptional
Who runs this experience
Operated by Sightseeing Experience, who run 48 experiences we rank across 9 cities, with an average Outty Ranking of 57.1.
See everything Sightseeing Experience runsWhy 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 $51 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 695 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 243 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 -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. 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.
What is included in Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting?
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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); and Transfer with equipped bus with conditioned air and Wi-Fi on board. Not included: Pick up service; Guided Tour in Siena (for Tranfer Only, Classic Option); and Lunch and wine tasting in a typical winery in the Chianti (for Transfer Only). Always check the voucher for the final list before you travel.
Where is the meeting point for Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting?
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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 is not included, so plan your own transport and arrive 15 minutes early.
What languages is Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting offered in?
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It is offered in German, Portuguese, English, Italian, French and Spanish. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting wheelchair or stroller accessible?
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The operator notes: Infants and small children can ride in a pram or stroller; and Infants are required to sit on an adult’s lap. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting if the weather is bad?
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It generally runs rain or shine, so dress for the forecast in Florence. Standard cancellation terms apply: free cancellation up to 24 hours before the start.
What do travelers say about Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting?
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Across 695 reviews averaging 4.6 out of 5, recurring themes include the guide, photo opportunities, food and drink. Travelers single out the guide as the reason the experience works. One thing to know: Several reviewers comment on how the schedule is paced.
What booking options are available for Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting?
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There are 12 options to choose from, including French Classic Option + Tower, Transfer Only, Spanish Classic Option + Tower, Portuguese ClassicOption+Tower. Prices and start times differ by option, so compare them on the booking screen.
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