Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan
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September 2026
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Who is going?
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
4.4/5
Based on 76 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan worth booking?
Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan is a 10-hour experience in Florence, Italy, from $137 per person. It scores 66 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.4/5 rating across 76 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 66 / 100
- Rating
- 4.4/5 (76)
- Duration
- 10 hours
- From
- $137 per person
Relax in a comfortable deluxe vehicle with wi-fi on board and discover the allure of Tuscan art cities. Begin your journey in Pisa, famous for its architectural wonders. Visit the mesmerizing Piazza dei Miracoli with the
What you get
About this experience
Relax in a comfortable deluxe vehicle with wi-fi on board and discover the allure of Tuscan art cities. Begin your journey in Pisa, famous for its architectural wonders. Visit the mesmerizing Piazza dei Miracoli with the world-known Leaning Tower. Continue through the picturesque Chianti region, passing vineyards and olive groves, pass by the ancient fortified hamlet of Monteriggioni. Indulge your senses at a country estate, savoring a delicious lunch and guided tasting of Chianti and Vernaccia wines. Next, explore the enchanting town of San Gimignano, known for its preserved medieval town planning and majestic towers. Finally, conclude your memorable adventure in the medieval city of Siena, a UNESCO World Heritage site renowned for its artistic treasures. Explore the iconic Piazza del Campo, marvel at the Palazzo Comunale and Torre del Mangia, and take your time to visit the extraordinary Cathedral and wander through charming streets.
What's included
Included
- If Option selected: Hotel pickup and drop-off from Florence Hotels if centrally located
- Small Group up to 8 people
- Lunch with Tuscan Wines including Chianti and Food Tasting
- Transport by air-conditioned minivan with WIFI on board and English-Speaking Driver
Not included
- Gratuities
- Hotel pick up and drop off
What you'll see and do
Pisa
Reach the famous town of Pisa, one of the most known worldwide, that is waiting for us with the sparkling sight of Piazza dei Miracoli, UNESCO world heritage, where the peerless masterpieces in marble rise in the green lawn.
120 minutes here
Leaning Tower of Pisa
The famous Leaning Tower, the magnificent Baptistery, the stunning Cathedral, and the Monumental Graveyard, maximum expressions of the Romanesque architecture of the twelfth and thirteenth centuries which house works of immense artistic value.
30 minutes here · Admission not included
Strada Statale 222 Chiantigiana
From Pisa we will take a panoramic road to reach a pleasant country estate surrounded by aromatic plants, you will be served a lunch of typical Chianti products and a guided tasting a selection of fine Chianti and Vernaccia wines, managed with passion and expertise by the friendly owner of the farm.
120 minutes here · Admission included
San Gimignano
After lunch we leave the farm and at a short distance away we find San Gimignano, another beautiful town, UNESCO world heritage, famous for the still intact medieval town planning with the numerous and beautiful towers hence the name "Manhattan of the Middle Ages". This town is also known for the "Vernaccia" wine, produced here. A stroll in the town centre means discovering true jewels of art, among which Piazza della Cisterna, the Dome, Palazzo del Podestà and the Church of Sant' Agostino.
120 minutes here
Monteriggioni
From San Gimignano, we will take a panoramic road and admire the vineyards and olive groves in the heart of the Chianti territory and on the top of the hill the ancient fortified hamlet of Monteriggioni, a small jewel built during the thirteenth century and embraced by its still intact walls.
60 minutes here
Siena
During our last stop you'll be seduced by the eternal charm of Siena, where the beauty of the monuments is linked with the rhythm of life that is still on a human scale and where every stone exudes centuries of history. In this splendid medieval city, universally known for its artistic treasures that has been recognized by the UNESCO as a "heritage of the humanity", we will visit the famous Piazza del Campo, with its particular "shell" shape. Here are the Palazzo Comunale (1298) flanked by the tall Torre del Mangia (1325) and where every year the famous "Palio" takes place. You may use your free time to visit the splendid Cathedral, one of the highest artistic expressions of the Middle Ages, and admire the splendid buildings and suggestive churches along the narrow lively streets.
120 minutes here
Where it starts and ends
Meeting point
Florence
in front at Caffè Gilli at 08:25am. You will find a minivan with a blue sign with Caf logo.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
in front at Caffè Gilli at 08:25am. You will find a minivan with a blue sign with Caf logo.
Options you can book
Day Trip with Hotel pick-up
Pick-up at city center Hotels
Tuscany Day Trip
Starts from Republic Square: Pisa, Siena, San Gimignano, Chianti and Monteriggioni Small-Group Tuscany Day Trip
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
- Mon, Wed, Fri, Sat
- Group size
- Up to 8 travelers per booking
- Operated by
- CAF Tour and Travel - Gray Line Florence
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
- Make a note of any specific dietary requirements in the 'Special Requirements' field when booking
- The English speaking driver leads the Tour providing general introductory information. He is not allowed to lead a guided visit inside a city centre, nor to provide historical and artistic information inside museums or churches
- Appropriate clothing is recommended to visit places of worship.
- We suggest to wear comfortable shoes
- Minimum numbers apply. If the minimum number of 4 passengers is not reached you will be offered another date or an alternative Tour or full refund.
- Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.
Photos
What travelers are saying
Outty’s summary of the themes that recur across 75 traveler reviews. Written by us, not quoted from reviewers.
The guide
6 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
5 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
3 mentionsThe views and photo stops come up again and again.
Value for money
2 mentionsTravelers feel they got more than they paid for.
Small groups
2 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
75 verified traveler reviews for Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan. Ratings and reviews provided by Viator and Tripadvisor.
10/10: Tuscany is amazing
We started our day being picked up by Francesco, who was just a lovely human. He was pleasant the entire day pointing things out along the way sharing history and knowledge about the towns we were visiting. Our first stop was in the town of Siena. What a lovely town with many shops and just beautiful scenery. Then we stopped in what ended up being our favorite city: San Gimignano, the shops were amazing, the views were beautiful, everything about it we absolutely loved! Then we went into the hills of the Tuscan wine country and had lunch at a private vineyard called Corbucci Azienda Agricola, where we did wine tasting and had lunch. Outside we could see their vineyard and olive trees. The whole experience was top notch! We ended the day heading to the town of Pisa to view the famous leaning tower which was just amazing to see in person! Overall we loved this tour and highly recommend it to anyone wanting to see Tuscany!
Response from the operator: Good Morning from Caf Tour & Travel, Dear Customer, Thank you for such a wonderful and detailed 10/10 review! We’re thrilled that Francesco made your day so special with his kindness, stories and knowledge along the way. It sounds like San Gimignano stole your hearts, while the vineyard experience at Corbucci Azienda Agricola added the perfect taste of authentic Tuscan life, surrounded by vineyards and olive trees. We’re delighted that Pisa was the perfect finale and hope to welcome you back for another unforgettable Italian journey! With warmest Tuscan wishes, Caf Tour & Travel
via Tripadvisor
A Wonderful Experience from Start to Finish
Benito, thank you so much for an amazing tour! Everything was absolutely perfect—from the organization and timing to the places we visited. Siena, San Gimignano, Pisa, and Chianti were all beautiful, and your knowledge and friendliness made the experience even more enjoyable. We truly appreciated how well everything was planned and how smoothly the day went. It was one of the highlights of our trip to Italy. Thank you again for making it such a memorable experience. We highly recommend your tours!
Response from the operator: Good Morning from Caf Tour & Travel, Dear Sam, Thank you for your fantastic review! We're delighted that Benito's organization, knowledge, and friendly approach helped make your visit to Siena, San Gimignano, Pisa, and Chianti one of the highlights of your trip to Italy. Your recommendation means a great deal to us, and we hope to welcome you back for another unforgettable experience. Arrivederci and see you soon! The Caf Tour & Travel Team
via Tripadvisor
First trip to Italy
Our tour guy/ driver, Benito, was amazing! He was very entertaining showing us the most beautiful spots in the Florence surrounding area. We had an amazing time!
Response from the operator: Good Morning from Caf Tour & Travel, Dear Customer, Thank you for your wonderful review! We’re thrilled that Benito helped make your first trip to Italy so memorable with his enthusiasm and local knowledge. Exploring the beauty of Tuscany is always a special experience, and we’re delighted you enjoyed every moment. We hope to welcome you back for many more adventures. Best regards from Florence, The Caf Tour & Travel Team
via Tripadvisor
Best Guide Ever!
Martina was an amazing driver and guide who treated us so well! 10/10 would recommend her
Response from the operator: Good Morning from Caf Tour & Travel, Dear Peyton, Thank you so much for your wonderful review! We are delighted to hear that Martina made your private Tuscany experience so special with her professionalism, kindness, and attentive care throughout the day. Exploring iconic destinations such as Pisa, Siena, San Gimignano, and the beautiful Chianti countryside becomes even more memorable with a passionate local guide. Your recommendation means a great deal to us, and we look forward to welcoming you back for another unforgettable journey through the beauty of Italy. Warmest regards from Tuscany, Caf Tour & Travel
via Tripadvisor
Tuscany
Martina was amazing. She was so nice and was very helpful with everything.
Response from the operator: Good Morning from Caf Tour & Travel, Dear Customer, Thank you very much for your kind review. We are delighted to hear that Martina's friendliness and helpfulness made your private Tuscany experience so enjoyable. Our team is passionate about sharing the beauty, culture, and traditions of this extraordinary region, and it is always rewarding to know our guests feel well cared for throughout the journey. We look forward to welcoming you back for another memorable Italian experience. Kindest regards, Caf Tour & Travel
via Tripadvisor
Good to know
- Duration
- 10 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Mon, Wed, Fri, Sat
- Price range
- $137 to $280
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 27
- Verdict
- Solid Choice
Why this scores 66
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan cost?
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Prices start at $137 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 and Chianti: Tuscany Day Trip by minivan 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 Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan worth it?
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It holds an Outty Ranking of 66 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.4/5 across 76 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 Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan?
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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 and Chianti: Tuscany Day Trip by minivan 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 Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan?
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Around 27 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 Pisa, Siena, San Gimignano and Chianti: Tuscany Day Trip by minivan 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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