
From Siena: Pisa and San Gimignano Day Trip
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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
4.0/5
Based on 1 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is From Siena: Pisa and San Gimignano Day Trip worth booking?
From Siena: Pisa and San Gimignano Day Trip is a 8-hour experience in Siena, Italy, from $42 per person. It scores 60 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4/5 rating across 1 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 60 / 100
- Rating
- 4/5 (1)
- Duration
- 8 hours
- From
- $42 per person
Spend a memorable day exploring Tuscany’s most famous landmarks and landscapes on a relaxed and well-balanced itinerary from Siena. Your journey begins with a comfortable transfer by air-conditioned coach through the rol
What you get
- Free time in Pisa and San Gimignano
- Lunch at a Chianti winery
- Wine tasting experience
- Round-trip transportation by air-conditioned coach
- Multilingual tour leader (EN / ES / ITA)
About this experience
Spend a memorable day exploring Tuscany’s most famous landmarks and landscapes on a relaxed and well-balanced itinerary from Siena. Your journey begins with a comfortable transfer by air-conditioned coach through the rolling hills of the Tuscan countryside. Reach Pisa, where you will have free time to explore the stunning Piazza dei Miracoli, a UNESCO World Heritage Site. Admire the world-famous Leaning Tower, the Cathedral, and the Baptistery from the outside, and take your time capturing unforgettable photos. Continue your experience with a stop in the heart of Chianti, where you will enjoy a traditional Tuscan lunch paired with a guided wine tasting at a local winery. In the afternoon, arrive in San Gimignano, one of Tuscany’s best-preserved medieval towns. On the way back from Pisa, you’ll pass through Florence before returning to Siena. This allows for a smooth and well-organized route across Tuscany.
What's included
Included
- Free time in Pisa and San Gimignano
- Lunch at a Chianti winery
- Wine tasting experience
- Round-trip transportation by air-conditioned coach
- Multilingual tour leader (EN / ES / ITA)
Not included
- Extras
What you'll see and do
Agricola Poggio Ai Laghi
Surrounded by olive groves and vineyards, it blends traditional farming methods with a deep respect for the land. Visitors can experience authentic wine production, from grape to glass, while enjoying panoramic views, rustic architecture, and a peaceful atmosphere rooted in centuries-old agricultural heritage.
85 minutes here · Admission included
San Gimignano
Set against the iconic skyline of San Gimignano, this winery agricola offers a unique fusion of history and viticulture. Known for its sun-drenched vineyards and fertile soil, the estate produces distinctive wines that reflect the region’s character. Guests can explore the vineyards, taste local varieties, and immerse themselves in a landscape defined by medieval towers, golden fields, and a rich cultural tradition of winemaking.
75 minutes here
Pisa
Located in the gentle countryside near Pisa, this winery agricola combines coastal influences with classic Tuscan farming. The estate features expansive vineyards, modern yet respectful production techniques, and a welcoming rural setting. Visitors can enjoy guided tastings, discover local flavors, and relax in a serene environment where tradition meets innovation, all within reach of Pisa’s historic landmarks and vibrant atmosphere.
90 minutes here
Where it starts and ends
Meeting point
Siena
Please meet the guide at Chiesa di San Domenico,Siena
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
This tour ends at Porta Camollia, Viale Vittorio Emanuele II, 1, 53100 Siena SI, Italy.
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
- Mon, Tue, Wed, Thu, Fri, Sat
- Group size
- Up to 15 travelers per booking
- Operated by
- myTour in Italy
Know before you go
- Public transportation options are available nearby
- Specialized infant seats are available
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
Photos






Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Mon, Tue, Wed, Thu, Fri, Sat
- Price range
- $42 to $79
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Solid Choice
Why this scores 60
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
From Siena: Pisa and San Gimignano Day Trip: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Siena.
How much does From Siena: Pisa and San Gimignano Day Trip 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 From Siena: Pisa and San Gimignano Day Trip take?
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Plan for about 8 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 From Siena: Pisa and San Gimignano Day Trip worth it?
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It holds an Outty Ranking of 60 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4/5 across 1 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 From Siena: Pisa and San Gimignano Day Trip?
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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 From Siena: Pisa and San Gimignano Day Trip suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book From Siena: Pisa and San Gimignano Day Trip?
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Around 0 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 8-hour experience runs outdoors or after sunset.
Where does From Siena: Pisa and San Gimignano Day Trip 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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