Tuscany Trip from Florence: Siena, San Gimignano, Chianti & Pisa
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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.
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Quick answer
Is Tuscany Trip from Florence: Siena, San Gimignano, Chianti & Pisa worth booking?
Tuscany Trip from Florence: Siena, San Gimignano, Chianti & Pisa is a 9-hour experience in Florence, Italy, from $100 per person. It scores 57 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 57 / 100
- Rating
- Not yet rated
- Duration
- 9 hours
- From
- $100 per person
Escape the city and experience the very best of Tuscany on a full-day journey through its most iconic destinations. Travel comfortably from Florence to discover the medieval charm of Siena, the famous towers of San Gimig
What you get
- Admission to: Siena Cathedral
- Headphones
- Guided walking tour of Siena
- Transport by air-conditioned Bus with WIFI on board
- Traditional Tuscan lunch served with wines from Tuscany region (vegetarian options available)
About this experience
Escape the city and experience the very best of Tuscany on a full-day journey through its most iconic destinations. Travel comfortably from Florence to discover the medieval charm of Siena, the famous towers of San Gimignano, the rolling vineyards of the Chianti countryside, and the world-renowned Leaning Tower of Pisa. Stroll through UNESCO World Heritage Sites, admire spectacular Renaissance and medieval architecture, taste authentic Tuscan wines and local specialties at a traditional winery, and capture unforgettable views of Tuscany's picturesque landscapes. Whether you're fascinated by history, passionate about Italian culture, or simply looking to experience Tuscany's timeless beauty, this tour offers the perfect combination of historic cities, scenic countryside, and authentic local flavors—all in one unforgettable day.
What's included
Included
- Admission to: Siena Cathedral
- Headphones
- Guided walking tour of Siena
- Transport by air-conditioned Bus with WIFI on board
- Traditional Tuscan lunch served with wines from Tuscany region (vegetarian options available)
What you'll see and do
Pisa
Begin your Tuscan adventure in the historic city of Pisa, famous for its remarkable architecture and lively atmosphere. Enjoy free time to stroll through the charming streets and soak in the city's rich heritage before visiting its iconic landmarks.
60 minutes here
Leaning Tower of Pisa
Visit the world-famous Leaning Tower of Pisa in the magnificent Piazza dei Miracoli. Capture memorable photos of Italy's most iconic bell tower while learning about its fascinating history and unique architectural design.
60 minutes here · Admission not included
The Pisa Cathedral (Duomo di Pisa) is a masterpiece of Romanesque architecture located in the heart of the Piazza dei Miracoli. Built in the 11th century, it showcases intricate marble facades, stunning bronze doors, and beautifully decorated interiors with mosaics and frescoes. The cathedral is dedicated to the Assumption of the Virgin Mary and reflects the wealth and artistic achievement of medieval Pisa. Together with the Leaning Tower and Baptistery, it forms a breathtaking complex that tells the story of the city’s rich religious and cultural heritage.
60 minutes here · Admission not included
San Giovanni in Corte Baptistery
The Baptistery of San Giovanni in Pisa is the largest baptistery in Italy and a stunning example of Romanesque and Gothic architecture. Located in the Piazza dei Miracoli, it was built in the 12th century and dedicated to St. John the Baptist. The circular structure features elegant marble arches, intricate carvings, and a beautifully domed roof. Inside, the acoustics are remarkable, and the central baptismal font and pulpit by Nicola Pisano are artistic highlights. The baptistery complements the nearby cathedral and Leaning Tower, forming one of Italy’s most impressive architectural ensembles.
60 minutes here · Admission not included
San Gimignano
Explore the enchanting hilltop town of San Gimignano, a UNESCO World Heritage Site renowned for its medieval towers, cobblestone streets, artisan boutiques, and authentic Tuscan atmosphere. Enjoy free time to browse local shops, sample regional specialties, or simply admire the spectacular countryside views.
80 minutes here
Siena
Siena is a beautiful medieval city in the heart of Tuscany, Italy, renowned for its rich history, Gothic architecture, and vibrant cultural traditions. Its historic center, a UNESCO World Heritage Site, is dominated by the stunning Piazza del Campo, one of Europe’s most unique public squares, where the famous Palio horse race is held twice a year. Siena’s majestic cathedral, the Duomo di Siena, features intricate marble work and artworks by masters like Michelangelo and Donatello. With its narrow winding streets, charming atmosphere, and deep-rooted traditions, Siena offers an authentic and unforgettable Tuscan experience.
60 minutes here
Visit the magnificent Siena Cathedral, one of Italy's greatest examples of Gothic architecture. Admire its striking black-and-white marble façade, intricate mosaics, and remarkable artistic masterpieces that have captivated visitors for centuries.
60 minutes here · Admission not included
Where it starts and ends
Meeting point
Florence
Montelungo Square, Piazzale Montelungo, Florence, Metropolitan City of Florence, Italy. Please arrive at the meeting point 15 minutes before departure time.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Montelungo Square, Piazzale Montelungo, Florence, Metropolitan City of Florence, Italy. Please arrive at the meeting point 15 minutes before departure time.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- TREVOPEDIA
Know before you go
- Wheelchair accessible
- 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
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
- Total tour duration include in transportation time.
- Please wear comfortable athletic or walking shoes, layered clothes, and sun protection
- This activity requires a minimum of 2 participant(s). If the minimum is not met, you can book an alternative date or request a full refund
Photos
Good to know
- Duration
- 9 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $100 to $170
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 57
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Tuscany Trip from Florence: Siena, San Gimignano, Chianti & Pisa: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Tuscany Trip from Florence: Siena, San Gimignano, Chianti & Pisa cost?
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Prices start at $100 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 Trip from Florence: Siena, San Gimignano, Chianti & Pisa take?
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Plan for about 9 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 Trip from Florence: Siena, San Gimignano, Chianti & Pisa worth it?
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It holds an Outty Ranking of 57 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 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 Trip from Florence: Siena, San Gimignano, Chianti & Pisa?
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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 Trip from Florence: Siena, San Gimignano, Chianti & Pisa suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Tuscany Trip from Florence: Siena, San Gimignano, Chianti & Pisa?
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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 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 9-hour experience runs outdoors or after sunset.
Where does Tuscany Trip from Florence: Siena, San Gimignano, Chianti & Pisa 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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