
Private Tuscany Day Trip Siena San Gimignano and Pisa
Traveler rating
5.0/5
Based on 4 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Tuscany Day Trip Siena San Gimignano and Pisa worth booking?
Private Tuscany Day Trip Siena San Gimignano and Pisa is a 8-hour experience in Florence, Italy, from $435 per person. It scores 57 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 4 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 57 / 100
- Rating
- 5/5 (4)
- Duration
- 8 hours
- From
- $435 per person
Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its Gothic cathedral, and visit the famous Piazza del Campo, home of the Palio horse race. Continue through the rolling hills to San Gimignano, the “Town of Towers,” where medieval skyscrapers, cobbled streets, and artisan shops await. Finish in Pisa, marveling at the iconic Leaning Tower and the stunning monuments of the Piazza dei Miracoli. With comfortable transport, a private guide, and flexible pacing, this exclusive Florence day tour offers a personalized way to see Tuscany’s most famous landmarks.
What you get
About this experience
Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its Gothic cathedral, and visit the famous Piazza del Campo, home of the Palio horse race. Continue through the rolling hills to San Gimignano, the “Town of Towers,” where medieval skyscrapers, cobbled streets, and artisan shops await. Finish in Pisa, marveling at the iconic Leaning Tower and the stunning monuments of the Piazza dei Miracoli. With comfortable transport, a private guide, and flexible pacing, this exclusive Florence day tour offers a personalized way to see Tuscany’s most famous landmarks.
What's included
Included
- Pickup and drop-off at a hotel or apartment
- Wine tasting at a Tuscan winery
- Day trip to Pisa, Siena and San Gimignano from Florence
- Professional English speaking tour leader throughout the day
- In-vehicle air conditioning
- Free time to walk around the cities
Not included
- Lunch
What you'll see and do
San Gimignano
Explore the “Town of Towers” on your Florence to San Gimignano tour. Wander cobblestone streets, browse artisanal shops, and take in panoramic views of the Tuscan countryside from this beautifully preserved medieval town.
120 minutes here
Pisa
Visit the Square of Miracles and marvel at the Leaning Tower of Pisa, the Cathedral, and the Baptistery. Capture iconic photos of one of Italy’s most famous landmarks before returning to Florence.
90 minutes here
Siena
Discover this UNESCO World Heritage medieval city on a day trip from Florence. Stroll through Piazza del Campo, admire the Siena Cathedral with its stunning mosaics and sculptures, and soak in the city’s rich history with a local guide.
120 minutes here
Greve in Chianti
Travel through the rolling hills of the Chianti wine region. Enjoy a traditional Tuscan lunch paired with local wines at a charming family-owned winery, and take the opportunity to purchase authentic bottles to bring home.
120 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 5 minutes before departure.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- MY GREEN TOUR ITALY
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
Photos




What travelers are saying
Outty’s summary of the themes that recur across 4 traveler reviews. Written by us, not quoted from reviewers.
The guide
4 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Photo opportunities
1 mentionThe views and photo stops come up again and again.
Food and drink
1 mentionThe tastings and food stops are a highlight for most reviewers.
Pace and timing
1 mentionSeveral reviewers comment on how the schedule is paced.
Small groups
1 mentionThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
4 verified traveler reviews for Private Tuscany Day Trip Siena San Gimignano and Pisa. Ratings and reviews provided by Viator and Tripadvisor.
An Unforgettable Private...
An Unforgettable Private Tour of Tuscany! 🇮🇹🍷 We had a wonderful experience on our private tour of Tuscany! The breathtaking landscapes, charming villages, rolling hills covered with vineyards, and beautiful historic towns made this day truly unforgettable. Our guide was professional, friendly, and knowledgeable, sharing fascinating stories and interesting facts about the region. The private tour allowed us to explore at our own pace, enjoy every moment, and experience Tuscany in a relaxed and personalized way. From the stunning scenery to the delicious local food and excellent wines, everything was perfect. It was a fantastic opportunity to discover the authentic beauty and charm of Tuscany. Highly recommended for anyone looking for a unique, authentic, and unforgettable Tuscan experience! We would definitely do it again!
via Viator
Un dat tuacany
Great tour this was a wonderful experience whit luka our driver made much more special thank you luka
via Viator
Great tour - loved the...
Great tour - loved the pick up and drop off at hotel. The driver gave us the time we needed at each location. We traveled w our elder parents and he accommodated the walking to what we could do. Great experience!!
via Viator
This was a wonderful...
This was a wonderful experience, and Luigi, our driver, made it that much more special. He picked us up promptly from our hotel in Florence and gave us mini history lessons along the way (which I loved and appreciated) on where we were going and what to expect.
Response from the operator: Thank you very much for sharing your feedback. We’re delighted to hear that your experience met your expectations and that Luigi contributed so positively to your day. Punctuality, professionalism, and adding contextual value through local insights are standards we aim to deliver consistently, and it’s great to know this was appreciated. We’ll be sure to pass your kind words on to Luigi and the rest of the team. We look forward to welcoming you again on a future experience.
via Viator
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 1
- Verdict
- Worth a Look
Who runs this experience
Operated by MY GREEN TOUR ITALY, who run 7 experiences we rank across 1 city, with an average Outty Ranking of 53.0.
See everything MY GREEN TOUR ITALY runsWhy this scores 57
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Tuscany Day Trip Siena San Gimignano and Pisa: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Tuscany Day Trip Siena San Gimignano and Pisa cost?
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Prices start at $435 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 Private Tuscany Day Trip Siena San Gimignano and Pisa 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 Florence is not rushed.
Is Private Tuscany Day Trip Siena San Gimignano and 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 (5/5 across 4 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 Private Tuscany Day Trip Siena San Gimignano and 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 Private Tuscany Day Trip Siena San Gimignano and Pisa 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 Private Tuscany Day Trip Siena San Gimignano and Pisa?
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Around 1 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 8-hour experience runs outdoors or after sunset.
Where does Private Tuscany Day Trip Siena San Gimignano and 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 -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 Private Tuscany Day Trip Siena San Gimignano and Pisa?
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Included: Pickup and drop-off at a hotel or apartment; Wine tasting at a Tuscan winery; Day trip to Pisa, Siena and San Gimignano from Florence; Professional English speaking tour leader throughout the day; and In-vehicle air conditioning. Not included: Lunch. Always check the voucher for the final list before you travel.
Does Private Tuscany Day Trip Siena San Gimignano and Pisa include hotel pickup?
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Yes, pickup is offered for every traveler from 528 listed pickup locations in and around Florence. Be ready about 5 minutes before the start time. You can also enter a custom pickup address when booking.
What languages is Private Tuscany Day Trip Siena San Gimignano and Pisa offered in?
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It is offered in English 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 Private Tuscany Day Trip Siena San Gimignano and Pisa?
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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 Private Tuscany Day Trip Siena San Gimignano and Pisa wheelchair or stroller accessible?
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The operator notes: Wheelchair accessible; Infants and small children can ride in a pram or stroller; Transportation options are wheelchair accessible; and All areas and surfaces are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Private Tuscany Day Trip Siena San Gimignano and Pisa 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 Private Tuscany Day Trip Siena San Gimignano and Pisa?
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Across 4 reviews averaging 5.0 out of 5, recurring themes include the guide, knowledge and storytelling, photo opportunities. Travelers single out the guide as the reason the experience works. One thing to know: Several reviewers comment on how the schedule is paced.
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