
Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence
Traveler rating
5.0/5
Based on 130 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence worth booking?
Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence is a 10-hour experience in Florence, Italy, from $438 per person. It scores 81 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 5/5 rating across 130 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 81 / 100
- Rating
- 5/5 (130)
- Duration
- 10 hours
- From
- $438 per person
Get the maximum flexibility, comfort and privacy with a private customizable service, just for your party. Your professional and expert English speaking driver, will explain you all the different options, so you will be able to customize your schedule to perfectly suit your needs and focus just on the attractions/activities you are interested in. This is the perfect solution for those looking for a complete overview of the most important sites of Tuscany, all in one day! See Siena and its beauties, drive through the Chianti wine country admiring postcard views, stroll around the narrow streets of the hilltop village of San Gimignano, and take a picture of one of the most famous attraction in the world, the Leaning Tower of Pisa. A memorable day, with the flexibility and comfort, you can get only with your private driver and vehicle.
What you get
About this experience
Get the maximum flexibility, comfort and privacy with a private customizable service, just for your party. Your professional and expert English speaking driver, will explain you all the different options, so you will be able to customize your schedule to perfectly suit your needs and focus just on the attractions/activities you are interested in. This is the perfect solution for those looking for a complete overview of the most important sites of Tuscany, all in one day! See Siena and its beauties, drive through the Chianti wine country admiring postcard views, stroll around the narrow streets of the hilltop village of San Gimignano, and take a picture of one of the most famous attraction in the world, the Leaning Tower of Pisa. A memorable day, with the flexibility and comfort, you can get only with your private driver and vehicle.
What's included
Included
- Private transportation
- Briefing with the driver with explanation of all the options, to let you build your perfect day
- Bottled water
- On-board WiFi
- Private English-speaking driver, with fully equipped, Mercedes vehicle
- All Fees and Taxes
- In-vehicle air conditioning
Not included
- Lunch
- Guided tour of Siena, San Gimignano and Pisa - Entrance fees (if applicable)
What you'll see and do
Florence
Your day will start at your accommodation in Florence, where your private English-speaking driver, will pick you up, at the requested time.
Pass by without stopping
Strada Statale 222 Chiantigiana
Depart Florence and during the 1 hour ride to Siena admire the famous Tuscan countryside (rolling hills, huge vineyards, olive trees, etc). Your private driver will give you an introduction about your day and you will decide the exact schedule according to your personal needs.
Pass by without stopping
Siena
Visit Siena, one of the most beautiful city of Tuscany, full of narrow streets, medieval towers and delightful squares; admire the famous Piazza del Campo, used twice a year for the famous “Palio” horserace, the most important event in the life of the Senese people; see the most important Gothic cathedral south of the Alps, and have a look at the local shops.
120 minutes here
San Gimignano
On the way to San Gimignano (approx 45 mins), if needed, your driver will suggest the best option to taste a real fresh and genuine Tuscan meal paired with the famous Chianti red wines, or if you prefer, something faster on the way. Once in San Gimignano admire the splendid skyline made up of 13 medieval towers, see the “Duomo” or Collegiata Church, the “Palazzo Nuovo del Podestà” which is now the town hall, and the infamous Museum of Torture. Shopping lovers can stroll around going in and out of the numerous specialty shops (ceramics, leather goods, linens and local products including San Gimignano’s “Vernaccia” white wine.
90 minutes here
Leaning Tower of Pisa
Your driver will drop you off directly at Piazza dei Miracoli (Miracle Square) where you will have the chance to admire one of the finest architectural complexes in the world. The Cathedral, the Baptistery, the world famous Leaning Tower of Pisa, and the Campo Santo or Cemetery.
60 minutes here
Florence
Your day will ends with a relaxing 1 hour drive to your accommodation in Florence
Pass by without stopping
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
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 8 travelers per booking
- Operated by
- Prestige Rent
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- We can accommodate people using a foldable wheelchair
Photos






What travelers are saying
Outty’s summary of the themes that recur across 128 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
7 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
6 mentionsTravelers single out the guide as the reason the experience works.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Small groups
2 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
128 verified traveler reviews for Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence. Ratings and reviews provided by Viator and Tripadvisor.
A private view of Tuscany....a lifetime memory
My experience working with Carrie at Prestige Rent to create a personalized experience was awesome....she is a true professional and a joy to have worked with. Our driver Donatello was knowledgeable of this region and helped made this tour a memory of a lifetime. I would highly recommend this tour if you want to see the true Tuscany region!
via Viator
Siena tour
Alessia was outstanding - very knowledgeable and organized. All in all a very good tour and day !
via Tripadvisor
10 out of 10 tour guides
We had lotenzo and alex for our tour guide. Couldnt have asked for a better crew. Lorenzo showed us everything and then some that we wanted to see, but also let us have our alone time to explore and check things out. It was the perfect amount without feeling like we were running around the whole time. 10 out of 10 experience with them
via Tripadvisor
Roberto, native...
Roberto, native Florentine, as our driver and unofficial guide as we visited Pisa, San Gimignano, and Siena. He was the a great driver, excellent host and guide and took very good care of us as we toured through Pisa and the amazingly picturesque Tuscan countryside. Lots of time in the car but the views, food and overall experience were well worth the time and money.
via Viator
We had a great day...
We had a great day driving with Paulo. So many stories and tidbits shared. We loved it. It was so convenient and we wouldn’t have been able to see all these towns without this tour.
via Viator
Good to know
- Duration
- 10 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $438 to $695
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 46
- Verdict
- Exceptional
Who runs this experience
Operated by Prestige Rent, who run 5 experiences we rank across 2 cities, with an average Outty Ranking of 83.5 and 3 in the 90+ Club.
See everything Prestige Rent runsWhy this scores 81
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence cost?
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Prices start at $438 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 day trip to Siena, San Gimignano, Chianti and Pisa, from Florence take?
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Plan for about 10 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 day trip to Siena, San Gimignano, Chianti and Pisa, from Florence 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 (5/5 across 130 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 Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence?
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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 day trip to Siena, San Gimignano, Chianti and Pisa, from Florence suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence?
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Around 46 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 10-hour experience runs outdoors or after sunset.
Where does Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence 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 day trip to Siena, San Gimignano, Chianti and Pisa, from Florence?
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Included: Private transportation; Briefing with the driver with explanation of all the options, to let you build your perfec; Bottled water; On-board WiFi; and Private English-speaking driver, with fully equipped, Mercedes vehicle. Not included: Lunch; and Guided tour of Siena, San Gimignano and Pisa - Entrance fees (if applicable). Always check the voucher for the final list before you travel.
Does Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence include hotel pickup?
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Yes, pickup is offered for every traveler from 453 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.
What languages is Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence offered in?
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It runs in English. 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 day trip to Siena, San Gimignano, Chianti and Pisa, from Florence?
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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 day trip to Siena, San Gimignano, Chianti and Pisa, from Florence wheelchair or stroller accessible?
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The operator notes: Infants and small children can ride in a pram or stroller; Specialized infant seats are available; and We can accommodate people using a foldable wheelchair. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence 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 day trip to Siena, San Gimignano, Chianti and Pisa, from Florence?
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Across 130 reviews averaging 5.0 out of 5, recurring themes include knowledge and storytelling, the guide, photo opportunities. Reviewers describe the commentary as informative rather than scripted.
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