
Private Tour from Florence to Pisa Siena S Gimignano and Chianti
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Quick answer
Is Private Tour from Florence to Pisa Siena S Gimignano and Chianti worth booking?
Private Tour from Florence to Pisa Siena S Gimignano and Chianti is a 11.3-hour experience in Florence, Italy, from €158 per person. It scores 56 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
- 56 / 100
- Rating
- Not yet rated
- Duration
- 11.3 hours
- From
- €158 per person
Your experience begins early in the morning with a free tour of Pisa, here you will have time to admire the magnificent Cathedral, the Baptistery, the Monumental Camposanto and of course the famous Tower of Pisa. Afterwards, we will move to a rustic winery in Chianti, on the slopes of San Gimignano, where you will be waiting for a typical Tuscan light lunch enriched by a tasting of good wine. After lunch you will discover one of the most beautiful medieval villages perched, San Gimignano, also known as the Medieval Manahattan for the many towers that distinguish it. We will then arrive in Siena, where our expert guide will lead us from Piazza del Campo, up to the Cathedral, crossing the most beautiful Contrade that characterize this city. At the end of the tour, there will be free time to enjoy a coffee and some shopping in the typical local shops. Our return to Florence will have as its scenery a magnificent sunset, a perfect conclusion to an unforgettable day spent in Tuscany.
What you get
About this experience
Your experience begins early in the morning with a free tour of Pisa, here you will have time to admire the magnificent Cathedral, the Baptistery, the Monumental Camposanto and of course the famous Tower of Pisa. Afterwards, we will move to a rustic winery in Chianti, on the slopes of San Gimignano, where you will be waiting for a typical Tuscan light lunch enriched by a tasting of good wine. After lunch you will discover one of the most beautiful medieval villages perched, San Gimignano, also known as the Medieval Manahattan for the many towers that distinguish it. We will then arrive in Siena, where our expert guide will lead us from Piazza del Campo, up to the Cathedral, crossing the most beautiful Contrade that characterize this city. At the end of the tour, there will be free time to enjoy a coffee and some shopping in the typical local shops. Our return to Florence will have as its scenery a magnificent sunset, a perfect conclusion to an unforgettable day spent in Tuscany.
What's included
Included
- Tasting of 3 Wines (not for Transfer Only)
- Guided Tour in Siena (not for Transfer Only & Lunch)
- Expert multilingual escort (not for Transfer Only)
- Comfortable journey with minivan and air conditioning
- Lunch in a typical winery in the Chianti area (not for Transfer Only)
Not included
- Expert multilingual escort (for Transfer Only)
- Guided Tour in Siena (for Transfer Only & Lunch)
- Lunch and wine tasting in a typical winery in the Chianti (for Transfer Only)
What you'll see and do
Pisa
Your day starts in the morning with a free tour of Pisa, where you will have time to admire the magnificent cathedral, the baptistery, the monumental cemetery and the famous Leaning tower of Pisa.
120 minutes here
Piazza dei Miracoli
Fall in love with Pisa and the amazing Piazza Dei Miracoli: the most popular attraction in Pisa where you will have free time to visit the Leaning Tower, the Cathedral and the Baptistery or relaxing In the green meadow under the shadow of one of this monument. You can also choose the option that includes Leaning Tower Entrance
Pass by without stopping
Duomo di Pisa
Enter the oldest of the three structures in the plaza followed by the Pisa Baptistry and the Leaning Tower.
Pass by without stopping
Camposanto
Look at Monumental Cemetery, where the legend claims that bodies buried in that ground will rot in just 24 hour.
Pass by without stopping
Leaning Tower of Pisa
You have the chance to climb this iconical tower buiyng tickets separately, known for its nearly four-degree lean, the result of an unstable foundation.
40 minutes here · Admission not included
Battistero Di San Giovanni
Admire the largest baptistery in Italy, it is 54 m high, with a diameter of 34, built from 1152 to 1363
Pass by without stopping
Strada Statale 222 Chiantigiana
While heading to the wine estate , enjoy the breathtaking Chianti scenery. Afterwards, you will be comfortably driven to a rustic winery in Chianti, on the slopes of San Gimignano, where you will be invited to a delightful wine tasting enriched with some local culinary specialties, such as bruschettas, pecorino cheese and a variety of cold cuts.
80 minutes here
San Gimignano
After lunch you discover, San Gimignano: the Medieval Manhanattan, where you can explore the maze of cobbled streets, small squares and many local craft stores.
60 minutes here
Piazza Della Cisterna
Piazza della Cisterna is, with the Piazza del Duomo, one of the two most important squares in San Gimignano. The square has a triangular shape with a slight natural slope and is connected to the nearby Piazza del Duomo by an open passage. The pavement is herringbone brick and on the sides there is an extraordinary curtain of noble houses and medieval towers.
Pass by without stopping
Piazza del Duomo
Piazza del Duomo in San Gimignano was the fulcrum of the religious and political life of the town in the Middle Ages. The square owes its name to the Collegiate Church, which has been there since the 11th century, while the current appearance of the square took shape in the first half of the 13th century, during the golden period of the economy and political importance of San Gimignano . The main public buildings and the "rotation" of the cathedral date back to that period, with a new facade opposite the old Palazzo del Podestà. Nowadays the square is slightly sloping and has a brick pavement.
Pass by without stopping
Siena
Our exciting day continues with a panoramic view of the true Chianti countryside before arriving in Siena, where our professional guide ( if option selected ) will let you discover the most important squares, from Piazza del Campo to the Cathedral passing through the most beautiful ‘Contrade’ that characterize this city. At the end of the guided tour, you will have free time to enjoy a cup of coffee or the Pan Forte (the typical local cake) and have some shopping in typical local shops.
90 minutes here
Duomo di Siena
The cathedral of Siena, officially the metropolitan cathedral of Santa Maria Assunta, is the main place of Catholic worship in Siena, in Tuscany, the episcopal seat of the metropolitan archdiocese of Siena-Colle di Val d'Elsa-Montalcino; the building is located in the square of the same name, in Terzo di Città. Built in Italian Romanesque-Gothic style, it is one of the most significant churches built in this style in Italy.
Pass by without stopping
Piazza del Campo
Piazza del Campo (or more simply the Campo) is the main square of the city of Siena. Unique for its particular and very original shell shape, it is renowned throughout the world for its beauty and architectural integrity, as well as for being the place where the Palio di Siena takes place twice a year.
Pass by without stopping
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Options you can book
Wine Tasting Only
Wine Tasting & Light Lunch: Visit of a winery Private Transfer by Minivan Pickup included
Guided Tour & Wine Tasting
Wine Tasting & LIght Lunch: Visit of a winery Private Minivan Guided Tour in Siena Pickup included
Transfer Only
Private Minivan: No escort, wine tasting and guided tour included Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- de, en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 6 travelers per booking
- Operated by
- Sightseeing Experience
Know before you go
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
- Transfer Only Option includes only the driver and transfer to these places and only English or Italian language
- Private Tour LANGUAGES from 1 PAX to 6 PAX : English, Spanish, German, French, Italian, Spanish
Photos






Good to know
- Duration
- 11.3 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- €158 to €1,380
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Who runs this experience
Operated by Sightseeing Experience, who run 48 experiences we rank across 9 cities, with an average Outty Ranking of 57.1.
See everything Sightseeing Experience runsWhy this scores 56
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Tour from Florence to Pisa Siena S Gimignano and Chianti: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Tour from Florence to Pisa Siena S Gimignano and Chianti cost?
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Prices start at €158 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 Tour from Florence to Pisa Siena S Gimignano and Chianti take?
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Plan for about 11.3 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 Tour from Florence to Pisa Siena S Gimignano and Chianti worth it?
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It holds an Outty Ranking of 56 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 most popular in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Tour from Florence to Pisa Siena S Gimignano and Chianti?
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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 Tour from Florence to Pisa Siena S Gimignano and Chianti suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 11.3-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Tour from Florence to Pisa Siena S Gimignano and Chianti?
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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 11.3-hour experience runs outdoors or after sunset.
Where does Private Tour from Florence to Pisa Siena S Gimignano and Chianti 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 Tour from Florence to Pisa Siena S Gimignano and Chianti?
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Included: Tasting of 3 Wines (not for Transfer Only); Guided Tour in Siena (not for Transfer Only & Lunch); Expert multilingual escort (not for Transfer Only); Comfortable journey with minivan and air conditioning; and Lunch in a typical winery in the Chianti area (not for Transfer Only). Not included: Expert multilingual escort (for Transfer Only); Guided Tour in Siena (for Transfer Only & Lunch); and Lunch and wine tasting in a typical winery in the Chianti (for Transfer Only). Always check the voucher for the final list before you travel.
Does Private Tour from Florence to Pisa Siena S Gimignano and Chianti include hotel pickup?
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Yes, pickup is offered for every traveler from 437 listed pickup locations in and around Florence.
What languages is Private Tour from Florence to Pisa Siena S Gimignano and Chianti offered in?
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It is offered in German, English, Italian, French 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 Tour from Florence to Pisa Siena S Gimignano and Chianti?
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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 Tour from Florence to Pisa Siena S Gimignano and Chianti wheelchair or stroller accessible?
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The operator notes: Infants and small children can ride in a pram or stroller; and Infants are required to sit on an adult’s lap. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Private Tour from Florence to Pisa Siena S Gimignano and Chianti 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 booking options are available for Private Tour from Florence to Pisa Siena S Gimignano and Chianti?
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There are 3 options to choose from, including Wine Tasting Only, Guided Tour & Wine Tasting, Transfer Only. Prices and start times differ by option, so compare them on the booking screen.
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