Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery
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September 2026
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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
4.6/5
Based on 7,067 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery worth booking?
Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery is a 12-hour experience in Florence, Italy, from $33 per person. It scores 85 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.6/5 rating across 7,067 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 85 / 100
- Rating
- 4.6/5 (7,067)
- Duration
- 12 hours
- From
- $33 per person
There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano and Pisa. Take a guided tour of beautiful Siena, famous for it
What you get
About this experience
There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano and Pisa. Take a guided tour of beautiful Siena, famous for its bareback horse race and the Gothic Siena Cathedral, and taste typical Tuscan food and wine during a 3-course lunch in a local winery or restaurant surrounded by picture-postcard Tuscan landscapes, where vineyards, rolling hills and olive groves will be your travel companions. Then, enjoy free time to explore San Gimignano, a picturesque medieval village, and Pisa, home to the UNESCO-listed Leaning Tower of Pisa.
What's included
Included
- Departure and Return from/to Florence (Piazzale Montelungo Bus Station)
- Siena tour with professional guide with Headsets (if option selected)
- Free time in Pisa and San Gimignano
- Expert multilingual Tour Leader
- Journey by fully-fitted GT Coach with air conditioning and free Wi-Fi on board
- Typical Tuscan Lunch with Wine Pairing in a charming wine estate (if option selected)
Not included
- Hotel pickup and drop-off
- Gratuities
- Guide in Siena in case you select the Semi Independent and the Low Cost Option
- Lunch in case you select the Low Cost Option
What you'll see and do
Florence
There is no time to waste when exploring the Tuscan countryside! Meet your tour guide at Piazzale Montelungo Bus Terminal early in the morning. Piazzale Montelungo is located 5-10 minutes walking distance from Santa Maria Novella train station. Hop on the comfortable coach bus, choose your seat, and relax before departing on your journey! The drive to Siena will take about one hour. During the journey, your guide will entertain you with plenty of interesting information about Tuscany, and specifically - Siena! If you have any questions, your guide will be there to assist you.
60 minutes here
Siena
When you arrive in the medieval gem of Siena, your guide will lead you through the picturesque streets until you reach the main piazza of the city - Piazza del Campo. Here, a professional city guide will meet the group to begin your walking tour. For about an hour, the guide will share fascinating facts about this incredible city (which is listed as a UNESCO World Heritage Site), and you will visit some of the most famous points of interest. The end of the walking tour will lead you to the Siena Cathedral square. Please note that the Guided Tour in Siena is not included if you select the "Semi Independent Option" or the "Low Cost Option"
120 minutes here
Piazza del Campo
During the included walking tour of Siena, your guide will show you an insider's view of Piazza del Campo. Not only is this piazza a popular place for locals to gather, but is is also home to an annual palio horse race, which is an epic competition between the different neighborhoods of Siena! Learn all about the history of the city, and its main square as your guide unfolds the secrets of the city to you and your group in a vivid, storytelling manner. You will spend about thirty minutes learning about Piazza del Campo.
30 minutes here
Torre del Mangia
Your guide will lead you to Torre del Mangia, the striking clocktower of Siena. This incredible tower dominates the city's skyline and is the third tallest tower in all of Italy! Connected to the important Palazzo Publicco, your guide will share more information about this unique tower during your tour! Enjoy about fifteen minutes outside of Torre del Mangia.
15 minutes here · Admission not included
Duomo di Siena
Your guided tour will conclude in front of one of Siena’s most stunning landmarks: the Siena Cathedral. This magnificent cathedral showcases a variety of artistic styles and features works by numerous renowned Renaissance artists. If you wish, you can purchase a ticket to experience the breathtaking interior, and don’t miss the absolutely striking Piccolomini Library on your way out! Spend about twenty minutes exploring the Cathedral independently. Afterwards, enjoy a leisurely stroll through the city center before rejoining your guide to continue to your next stop.
15 minutes here · Admission not included
Strada Statale 222 Chiantigiana
After an exciting morning of exploration in Siena, it will be time to relax and refuel! We will drive about one hour through the rolling hills of Tuscany until we reach a lovely, family-owned winery in the countryside outside of San Gimignano. The view from the winery will leave you breathless, as you will be surrounded by sunny rolling hills, olive groves and vineyards, of course! Surrounded by the most beautiful Tuscan countryside, you will indulge in a wine pairing of high-level wines accompanied by a delicious three-course meal of a typical Tuscan meat and cheese plate, pasta, and dessert. Then, we will drive about fifteen minutes to arrive in the hilltop beauty of San Gimignano. Please note that "Lunch" is not included if you select the "Low Cost Option"
120 minutes here · Admission included
San Gimignano
San Gimignano is visible from close and far, with its unmistakable medieval “skyscrapers.” Sometimes called a medieval Manhattan, there are still thirteen towers intact in this perfectly preserved hilltop town. Your guide will lead you first to a famous panoramic viewpoint, where you can photograph the Tuscan countryside, and then through the ancient doors to the city. You will have an hour to explore the lovely town of San Gimignano as you please.
60 minutes here
Piazza Della Cisterna
As you walk through the characteristic alleyways of San Gimignano, you will inevitably make your way to Piazza della Cisterna. This is the main square of the city, and where you can find the Cathedral, Duomo, and lovely architecture! Grab a gelato or coffee and enjoy the lovely views of this perfectly preserved medieval city.
15 minutes here · Admission included
Collegiata di Santa Maria Assunta - Duomo di San Gimignano
During your free time in San Gimignano, we recommend you visit the historic Cathedral and Duomo. Inside, you can find historic and beautiful frescoes colorfully decorating the walls of the Cathedral. Many tourists skip entering this sacred church, and it is truly a hidden gem in the center of the town.
15 minutes here
Pisa
After exploring the historic beauty of San Gimignano, it will be time to depart for a great symbol of Italy - Pisa! We will drive for about an hour, as your guide shares interesting information about the city an its monuments.
60 minutes here
Piazza dei Miracoli
Upon arrival, your guide will lead you straight to the famous Square of Miracles. At first sight, it is truly breathtaking - the white marble buildings glow in contrast to the perfect, green lawns. You will have about an hour to explore the Cathedral, Baptistry, Monumental Cemetery, and of course The Leaning Tower, a worldwide symbol of Italian heritage! Be sure to have your camera ready... Pisa is a known for its fun photos in front of the Leaning Tower!
15 minutes here
Leaning Tower of Pisa
During your free time and if there is no queue, you can climb the Leaning Tower of Pisa to admire the incredible views of the Square of Miracles from above. The panoramic views of Pisa are truly breathtaking: from the monuments below, to the city surrounding the square, the Arno River, and the countryside in the distance... Views from the top of the tower are fascinating!
15 minutes here · Admission not included
Duomo di Pisa
Discover the unique Romanesque architecture of the striking Pisa Cathedral! Beautifully decorated with gold accents and bright colors inside, this Cathedral is a mesmerizing place to finish your time in Pisa!
15 minutes here · Admission not included
Florence
After departing from Pisa, it will take about an hour to return to Piazzale Montelungo in Florence. Enjoy your wonderful memories of a full day in the historical and artistic gems of the Tuscan Countryside as you sit back, relax, and enjoy the air conditioned coach bus
60 minutes here
Where it starts and ends
Meeting point
Florence
TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!
Options you can book
SPA Semi Independent + Lunch
What is included: Round-Trip Transportation, Expert Tour Leader, Tuscan Lunch with Wine Pairing. Not Included: Guided Tour in Siena.
French No Guide With Lunch
What is included: Round-Trip Transportation, Expert Tour Leader, Tuscan Lunch with Wine Pairing. Not Included: Guided Tour in Siena.
SPA Semi Independent No Lunch
What is included: Round-Trip Transportation, Expert Tour Leader. Not Included: Guide in Siena, Lunch and wine tasting.
POR Semi Independent No Lunch
What is Included: Round-Trip Transportation, Expert Tour Leader. Not Included: Guide in Siena, Lunch and wine tasting.
POR No Guide With Lunch
What is included: Round-Trip Transportation, Expert Tour Leader, Tuscan Lunch with Wine Pairing. Not Included: Guided Tour in Siena.
POR Full Tour with Lunch
All inclusive Portuguese tour: Round-Trip Transportation, Expert Tour Leader, 1 hour Guided Tour in Siena, Tuscan Lunch with wine pairing in Chianti.
Chinese Audio Guided Tour
Audio Guided Tour no Lunch: Round-Trip Transfer, English Speaking Tour Leader, Chinese AudioGuide. Not included: Lunch + Wine pairing, Guide in Siena.
Korean Audio Guided Tour
What is Included: Round-Trip Transfer, English Speaking Tour Leader, Korean AudioGuide. Not included: Lunch + Wine pairing, Guide in Siena.
ENG Semi Independent + Lunch
What is included: Round-Trip Transportation, Expert Tour Leader, Tuscan Lunch with Wine Pairing. Not Included: Guided Tour in Siena.
ENG Semi Independent No Lunch
What is included:: Round-Trip Transportation, Expert Tour Leader. Not Included: Guide in Siena, Lunch and wine tasting.
FRE Semi Independent No Lunch
What is Included: Round-Trip Transportation, Expert Tour Leader. Not Included: Guide in Siena, Lunch and wine tasting.
Japanese Audio Guided Tour
Audio Guided Tour no Lunch: Round-Trip Transfer, English Speaking Tour Leader, Japanese AudioGuide. Not included: Lunch + Wine pairing, Guide in Siena.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- ko, pt, cmn, ja, en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 9 travelers per booking
- Operated by
- Ciao Florence Tours Srl
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
- Specialized infant seats are available
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- Kindly note that the Semi Independent option does not include the local guide in Siena
- Please note that the given order of the visits may change
- LOW SEASON (From November, 1st to March, 24th): English and Spanish languages are always available. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required
- HIGH SEASON (From March 25th to October 31st): English and Spanish languages are always available. Other languages are confirmed as follows: FRENCH: Wednesday, Saturday - min 2 pax PORTUGUESE: Tuesday - min 2 pax ITALIAN: Sunday - min 2 pax
- With prior notice, we can accommodate Vegetarian and Gluten free customers for lunch
- If you select Chinese, Korean, or Japanese, the historical explanations and tour commentary will be provided exclusively via audio guide (via App) in your chosen language. You will not be left alone: a professional Tour Leader will accompany the group throughout the trip. The Tour Leader will manage the group and provide logistics, meeting point details, and emergency assistance in English, while the cultural insights will be delivered via the app in your language.
- May be operated by a multilingual guide
Photos
What travelers are saying
Outty’s summary of the themes that recur across 7,086 traveler reviews. Written by us, not quoted from reviewers.
The guide
6 mentionsTravelers single out the guide as the reason the experience works.
Value for money
5 mentionsTravelers feel they got more than they paid for.
Organization
3 mentionsPickup, timing, and logistics are described as running smoothly.
Pace and timing
3 mentionsSeveral reviewers comment on how the schedule is paced.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Traveler reviews
7,086 verified traveler reviews for Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery. Ratings and reviews provided by Viator and Tripadvisor.
St. Gimignano was an unknown delight
I enjoyed the day. It was a long day, but actually went fast. The tour guides were good. The bus was comfortable and wi-fi reliable. I especially loved St. Gimignano, which I had never even heard of before.
via Viator
Great day out.
Overall it was quite good experience and felt well organised with good value for money. Lorenza was friendly and a great guide. Only downside in my opinion, was that the time spent at the Winery was proportionately longer than the other places. We were simply wasting time while another 30 minutes would have been quite useful in both San Gimignano and Pisa to explore the beautiful places.
via Tripadvisor
Very good tour
Great experience and value for money. Takes you everywhere you want to go in Tuscany. Pedro (driver) and Lorenza ( guide) were very friendly and helpful and explained the 12 hour tour across 4 sites very well.
via Tripadvisor
Cool tuscany!
Very good experience! Nice views and the guide Lorenza was excepcional, she toke care of everything and was really nice with us. The time at every site was perfect.
via Tripadvisor
A must to visit all these places in one day
Very well organised and great to do all these stops in one day. Long day but so worth it. Wear comfortable shoes and add the sienna cathedral entrance, you won’t be disappointed
via Viator
Good to know
- Duration
- 12 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $33 to $110
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 2,473
- Verdict
- Exceptional
Why this scores 85
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery cost?
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Prices start at $33 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 Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery take?
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Plan for about 12 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 Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery worth it?
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It holds an Outty Ranking of 85 out of 100, which we label "Exceptional". That score blends traveler sentiment (4.6/5 across 7,067 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery?
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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, Siena, San Gimignano with Lunch & Wine Tasting at a Winery suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 12-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery?
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Around 2,473 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 12-hour experience runs outdoors or after sunset.
Where does Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery 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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