Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch
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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.
Traveler rating
4.8/5
Based on 2,918 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch worth booking?
Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch is a 12-hour experience in Florence, Italy, from $33 per person. It scores 91 out of 100 on the Outty Ranking, which we label “90+ Club”, based on a 4.8/5 rating across 2,918 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing. It sits in the Outty 90+ Club, the top tier of everything we rank.
- Outty Ranking
- 91 / 100
- Rating
- 4.8/5 (2,918)
- Duration
- 12 hours
- From
- $33 per person
Spend the day discovering the highlights of the Tuscan countryside on this guided tour, together with its amazing art cities and tasting food & wine. Make your way through the rolling hills as you discover the charm of P
What you get
About this experience
Spend the day discovering the highlights of the Tuscan countryside on this guided tour, together with its amazing art cities and tasting food & wine. Make your way through the rolling hills as you discover the charm of Pisa, San Gimignano, and Siena. Your first stop will be Pisa. See the cathedral, baptistery, and, of course, the famous Leaning Tower, one of the most iconic buildings in the world. From Pisa, drive past hilltop hamlets scattered across some of the most enchanting areas of the countryside. Arrive in San Gimignano where a Tuscan lunch with wine pairing will be served (if option selected). Continue to the medieval village of San Gimignano, UNESCO World Heritage site nicknamed the “Manhattan of the Middle Ages” because of its towers. End the tour in Siena. Stroll the pedestrian historical center and visit the beautiful cathedral (if option selected). Take a walking tour along the medieval streets and squares, passing the oldest bank in the world, and Piazza del Campo.
What's included
Included
- Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected)
- Comfortable G.T. Coach transport from Florence in a modern, air-conditioned bus
- Immersive journey led by a Licensed Multilingual Tour Leader (English & Spanish)
- Typical Tuscan Lunch with wine pairing of 4 different wines (except for Escorted Round Trip option)
- Dedicated Caf Tour & Travel Staff Assistance at the meeting point
- Guided tour in Siena with Earphones provided (if option selected)
Not included
- Hotel pick up and drop off
- Optional Gratuities
What you'll see and do
Piazza dei Miracoli
Your Tuscany discovery begins with Pisa. Getting off the coach, we reach the Field of Miracles, a green grass field dominated by the dazzling white buildings
15 minutes here
Duomo di Pisa
The Duomo di Pisa, formally known as the Cathedral of Santa Maria Assunta, is a magnificent medieval cathedral located in the iconic Piazza dei Miracoli in Pisa, Italy. Renowned for its distinctive Romanesque architecture, the cathedral features stunning marble facades, intricate sculptures, and a striking bronze entrance door. The interior of the cathedral showcases impressive artwork, including pulpit sculptures by Giovanni Pisano. The Duomo di Pisa stands as a testament to Pisa's architectural and artistic heritage, drawing visitors from around the world.
15 minutes here · Admission not included
Leaning Tower of Pisa
The Leaning Tower is almost 56 meters tall (about 183 ft). It leans at about 4 degrees, making it one of the most famous and iconic buildings all over the world. You are in one of the most world known places: revel in it, take creative photographs or wander off down the local streets.
15 minutes here · Admission not included
Camposanto
The Camposanto Monumentale in Pisa, Italy, is a historic cemetery built in the 12th century. Known for its stunning architecture, it houses Roman and medieval sculptures, sarcophagi, and frescoes. Despite damage during World War II, ongoing restoration efforts preserve its cultural significance.
Pass by without stopping
Battistero di San Giovanni
The round- shaped Baptistery, surrounded by its suggestive columned arcades is a magnificent structure that complements the nearby Cathedral and Leaning Tower. Built over several centuries, the baptistry features a blend of Romanesque and Gothic architectural styles.
10 minutes here · Admission not included
Via Francigena Tappa 32 San Gimignano - Monteriggioni
From Pisa, we drive past hilltop hamlets scattered over some of the most beautiful and enchanting view of the countryside up to arrive at San Gimignano where a traditional Tuscan Lunch withTasting of 4 different wines, will be served.
90 minutes here
San Gimignano
After lunch, your visit continues to the discovery of a Tuscan medieval pearl, the stunning village of San Gimignano, Unesco world heritage, known for the ancient town planning still intact. It is often nicknamed the “Manhattan of the Middle Ages” because its famous tall, narrow towers create a skyline that looks a bit like a modern city.
30 minutes here
Piazza Della Cisterna
Piazza della Cisterna is a charming medieval square situated in the heart of San Gimignano. Surrounded by well-preserved medieval towers and historic buildings, the square takes its name from the ancient cistern located at its center. The triangular-shaped square is paved with medieval stones and exudes a timeless atmosphere. With its well-preserved medieval architecture and unique charm, Piazza della Cisterna stands as a captivating focal point within the UNESCO World Heritage site of San Gimignano.
30 minutes here
Mura di San Gimignano
These well-preserved walls, dating back to the 13th century, served both defensive and symbolic purposes. The "Mura" offer a scenic stroll along their length, providing panoramic views of the charming town, its iconic towers, and the picturesque Tuscan countryside.
Pass by without stopping
Piazza del Campo
Our last stop is Siena, which we will reach by driving through the lovely Chianti countryside. Siena is an amazing hilltop town, rich in works of art and traditions, famous monuments and picturesque views with a fascinating pedestrianized historical center and one of the most beautiful Cathedrals in the world. Upon arrival in Siena our local guide will take you on a guided walking tour along the small medieval streets and squares, passing the oldest bank in the world, and the Piazza del Campo - site of the famous 600-year-old Palio horse-race, to the spectacular Cathedral.
60 minutes here
Torre del Mangia
The Torre del Mangia is a striking medieval tower located in the heart of Siena, Italy. Standing adjacent to the Palazzo Pubblico, this iconic structure offers panoramic views of the city and its surroundings. Completed in 1348, the tower reaches a height of 87 meters and remains a prominent symbol of Siena's medieval heritage.
Pass by without stopping
Duomo di Siena
Cathedral Entrance and inside guided visit only if option selected - officially known as the Cathedral of Santa Maria Assunta, is a stunning medieval cathedral in Siena. Renowned for its distinctive Gothic architecture, the cathedral showcases a magnificent facade adorned with intricate sculptures. Inside, visitors can marvel at remarkable works of art, including frescoes, mosaics, and statues by renowned artists like Donatello and Michelangelo. The cathedral's breathtaking interior also features a striking marble pavement and a magnificent Piccolomini Library.
15 minutes here · Admission not included
Only if cathedral entrance option is selected - The Piccolomini Library, housed within the Duomo di Siena, is a Renaissance gem adorned with vibrant frescoes by Pinturicchio. Commissioned by Pope Pius III, these artworks depict scenes from his life, creating a cultural and artistic treasure within the Siena Cathedral.
10 minutes here · Admission not included
Piazza Salimbeni
The world's oldest Bank is "Monte dei Paschi" and it is located in Siena, Piazza Salimbeni. The Palace hosting the Bank is in renaissance style and dated back to 1523.
15 minutes here
Where it starts and ends
Meeting point
Florence
At 07:15 am, at Piazzale Montelungo (Montelungo Square), at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
At 07:15 am, at Piazzale Montelungo (Montelungo Square), at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.
Options you can book
ENG Semi-Independent No Lunch
English Without Lunch: Round trip with Tour Leader on board. Not included: Lunch with Wine Pairing, Siena Guided Visit & Cathedral Admission.
ENG Semi-Independent & Lunch
English with Lunch: Round trip with tour Leader on board and Lunch with Wine Pairing. Not included: Siena Guided Visit & Cathedral admission.
ENG Guided Tour - no Cathedral
English Without Cathedral: Round trip with Tour Leader on board, Lunch with Wine Pairing, Guided visit in Siena. Not included: Cathedral admission.
SPA Guided Tour - no Cathedral
Spanish Without Cathedral: Round trip with tour Leader on board, Lunch with Wine Pairing, Guided visit in Siena. Not included: Cathedral admission.
ENG Guided Tour with Cathedral
Full English Tour & Cathedral: Round Trip with Tour Leader on board, Lunch with Wine Pairing, Guided visit in Siena with Cathedral admission.
SPA Guided Tour with Cathedral
Full Spanish Tour & Cathedral: Round Trip with Tour Leader on board, Lunch with Wine Pairing, Guided visit in Siena with Cathedral admission.
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
- 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
- Travelers should have at least a moderate level of physical fitness
- Comfortable shoes suggested
- Appropriate clothing is recommended to visit places of worship
- Please advise any specific dietary requirements at time of booking
- It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay it will not be possible to join the tour, nor to have a refund or reschedule the tour.
- Please be advised that it is required to bring your original ID with you during the tour.
- Once the audio guides are handed over before the guided tour, they become the full responsibility of the customer. In case of loss, a fee of €80 will be charged.
- Vegetarian and gluten-intolerant options are available at the wineries; however, cross-contamination cannot be fully excluded. Please advise any specific dietary requirements at time of booking for the product tasting.
- If semi-independent option selected: From November to March 26th, Chianti wine tasting experience including a selection of local Tuscan specialties (cured meats, cheeses and bruschetta), with the option to purchase additional dishes on site.
- 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 2,936 traveler reviews. Written by us, not quoted from reviewers.
The guide
9 mentionsTravelers single out the guide as the reason the experience works.
Organization
3 mentionsPickup, timing, and logistics are described as running smoothly.
Traveler reviews
2,936 verified traveler reviews for Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch. Ratings and reviews provided by Viator and Tripadvisor.
Sensanial
All the guide people weee very kind, and explain everything. They were on time, with a good driver.
via Tripadvisor
A great tour
Going with someone with mobility issues made this trip less enjoyable. There is a lot of walking to see the sights. The driver and guide were great. Ricardo was very helpful, ensuring my friend was able to participate as much as possible. Siena was my least favorite but that might be because it was so warm and it was our last stop. I still think this is a great tour.
via Tripadvisor
Great way to visit 3 places in one tour with Tuscany wine and Lunch.
It’s a great tour to club three towns in one day along with Tuscany wine testing Lunch. It’s not too tiring and the whole experience is perfect. Special thanks to Ricardo and bus driver Joseph for keeping the tour on time and providing some useful information about the region and the tour.
via Tripadvisor
Tuscany Tour Review
Ricardo was an outstanding tour guide. Highly recommend touring with him.
via Tripadvisor
Fun road trip
Long day but worth it. Guide was fantastic
via Tripadvisor
Good to know
- Duration
- 12 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $33 to $115
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 1,021
- Verdict
- 90+ Club
Why this scores 91
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch cost?
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Prices start at $33 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 in One Day: Pisa, Siena, San Gimignano & Chianti Lunch take?
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Plan for about 12 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 in One Day: Pisa, Siena, San Gimignano & Chianti Lunch worth it?
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It holds an Outty Ranking of 91 out of 100, which we label "90+ Club". That score blends traveler sentiment (4.8/5 across 2,918 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. Scoring 90 or above puts it in the Outty 90+ Club, the top tier of everything we rank.
Can I cancel or reschedule Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch?
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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 in One Day: Pisa, Siena, San Gimignano & Chianti Lunch suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 12-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch?
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Around 1,021 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 12-hour experience runs outdoors or after sunset.
Where does Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch 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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