Tours/Florence/Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch
Viator · group up to 50 pax

Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch

4.8(2,810)Florence1 hour
VIATOR4.3(350)TRIPADVISOR4.8(2,460)

Description

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.

Tour Options

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 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.
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.
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.
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.

Itinerary

15 min

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

Admission not included15 min

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.

Admission not included15 min

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.

Pass by

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.

Admission not included10 min

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.

90 min

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.

30 min

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 min

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.

Pass by

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.

60 min

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.

Pass by

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.

Admission not included15 min

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.

Admission not included10 min

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.

15 min

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.

Highlights

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)

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

Traveller Ratings

4.8
2,810 reviews
5
2,366
4
302
3
84
2
26
1
32

Important Information

  • 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.

Reviews(2,810)

P
Pearl_M
July 17, 2026
Amazing experience

You have to do this tour without doubt you don’t want to drive with the traffic. You get to relax in this air conditioned bus and going one place to another. You do have to walk a little since the big bus cannot park in the city center. The information was so helpful. If you like Wine, get it with the lunch bc it’s all you can’t drink Wine. Wish we had a little longer to explore but so many places in one day, it was hard to fit everything. Yet, I didn’t feel rushed but just wish I had more time.

J
Jontue_G
July 13, 2026
Fast paced with lots of walking.

This was my first group tour experience, so I don't have anything to compare to. Our tour guide Sandro did a great job. He was very warm and clear with his instructions. I would've liked to stay at the sites longer, it felt like we spent a lot of time walking from the bus to the site and back. The air conditioned bus was a nice break from the heat. The view from the restaurant we had lunch in San Giminiano was spectacular. The wine, olive oil, and vinegar tasting was nice. I would recommend it for those who don't want to drive themselves or don't have the time to go at a slower pace.

Operator response

Good Morning from Caf Tour & Travel, Dear Customer, Thank you very much for sharing your detailed feedback with us. We are delighted to hear that Sandro made your first group tour experience enjoyable with his warmth, clear guidance, and attention to the group. Exploring Pisa, Siena, and San Gimignano in one day is a wonderful way to discover the highlights of Tuscany, including the beautiful views, local flavors, and the unforgettable Chianti lunch experience. We truly appreciate your suggestions and hope to welcome you again for a more relaxed journey through our beautiful region. Warm regards from Tuscany, Caf Tour & Travel Team

7
765dimitrisb
July 13, 2026
Lovely one day tour

Comprehensive tour with many places that would be difficult to reach in one day from Florence otherwise. Our guide Lilly was very helpful with recommendations that really helped.

Operator response

Good Morning from Caf Tour & Travel, Dear Customer, Thank you so much for your kind review. We are happy to know that you enjoyed discovering so many beautiful places in Tuscany in one day and that Lilly’s recommendations helped make your experience even better. Sharing the history, landscapes, and hidden treasures of our region is a true pleasure for us. We hope to welcome you back soon for another memorable Italian adventure. A presto, Caf Tour & Travel Team

S
SpeakeasyTTV
July 13, 2026
3 city whirlwind tour

Pickup, transport and admissions were all handled very smoothly by our guide Lily and our driver Michele. Lily gave detailed information in English, Spanish and Italian and was able to create a wholesome atmosphere even though the temperatures were somewhat rough on our travel group. During our drives from one location to the next, we were provided with cool bottled water at a very reasonable price. All in all, the tour exceeded all expectations - definitely would recommend!

Operator response

Good Morning from Caf Tour & Travel, Dear Customer, Thank you very much for your wonderful feedback. We are delighted that Lilly and Michele helped make your Tuscany tour smooth, comfortable, and enjoyable from start to finish. We are especially happy that Lilly’s multilingual explanations and care for the group allowed everyone to feel included while discovering Pisa, Siena, and San Gimignano. We hope to welcome you again soon to explore more of Italy’s beauty and traditions with us. Warm Italian greetings, Caf Tour & Travel Team

M
MValentinGarcia
July 13, 2026
Great experience in the Tuscany region

The experience was great from beginning to end, thanks to our guide, Lily. We arrived promptly and were immediately checked in. The bus left on time and it was a comfortable ride with AC working well. We selected this tour because of our limited time in Florence and were able to see all three places with more than enough time (Pisa, San Gimignano, and Siena). The lunch in San Gimignano was delicious and the best part of it was wine tasting. Thanks!

Operator response

Good Morning from Caf Tour & Travel, Dear Customer, Thank you sincerely for your fantastic review. We are thrilled to hear that Lilly helped create a great experience and that you were able to enjoy Pisa, San Gimignano, Siena, and the delicious Chianti lunch despite having limited time in Florence. The combination of history, breathtaking views, local cuisine, and wine tasting truly captures the spirit of Tuscany. We hope to welcome you again for more unforgettable discoveries in Italy. With warm wishes from the Tuscan countryside, Caf Tour & Travel Team

C
Carniwu
July 13, 2026
Trip to Tuscany

Nice moments with good food, lots of history, and beautiful views

Operator response

Buenos días desde Caf Tour & Travel, Estimado cliente, Muchas gracias por compartir su experiencia con nosotros. Nos alegra saber que disfrutó de estos momentos especiales en la Toscana, rodeado de buena gastronomía, historia y paisajes maravillosos. Esa combinación de sabores, cultura y belleza es justamente lo que hace que esta región sea tan inolvidable para nuestros viajeros. Esperamos darle la bienvenida nuevamente muy pronto para descubrir más rincones mágicos de Italia. Un cordial saludo desde Florencia, Equipo Caf Tour & Travel

W
wagnerb861
July 13, 2026
Nice experience

Lily was amazing! I recommend the trip

Operator response

Good Morning from Caf Tour & Travel, Dear Customer, Thank you very much for your lovely feedback. We are delighted to hear that Lily made your Tuscany experience so enjoyable. Her passion and care help our guests discover the beauty of the region in a special way, from historic towns to unforgettable landscapes. We hope to welcome you again soon for another wonderful journey through Italy. Best regards from Tuscany, Caf Tour & Travel Team

K
kylerC7932OA
July 13, 2026
An excellent three city tour

Our tour guide Lina was fantastic. She spoke multiple languages and insured everyone understood. She was extremely knowledgeable and friendly. The Coach we traveled in was clean and well cooled. Don’t hesitate to book.

Operator response

Good Morning from Caf Tour & Travel, Dear Customer, Thank you for your excellent review and recommendation. We are thrilled to hear that Lily made your three-city Tuscany tour such a positive experience with her knowledge, friendliness, and multilingual explanations. We are also happy that you enjoyed the comfort of the coach while discovering Pisa, Siena, and San Gimignano. We hope to welcome you again soon for another memorable Italian adventure. Warm regards from Florence, Caf Tour & Travel Team

S
S1203IWantonellad
July 11, 2026
Really fun

Ale and Fredi were really nice

Operator response

Good Morning from Caf Tour & Travel, Dear Customer, Thank you very much for your lovely feedback. We are happy to know that Aleksandra and Ferdinand helped make your Tuscany experience enjoyable and pleasant. Exploring the beautiful countryside, historic towns, and hidden treasures of the region is always a special way to experience Italy. We hope to welcome you again soon for another journey filled with culture, landscapes, and wonderful memories. Warm greetings from Tuscany, Caf Tour & Travel Team

A
aquapeke
July 11, 2026
Great day out in Tuscany

Me and my teen daughter had a great day out with Alexandra (guide) and Ferdi (driver). The tour was well organized, everything run smoothly. We travelled in an air conditioned bus from Florence and visited Pisa, San Gimingiano and Siena. We also opted in for a cold cuts lunch/wine tasting which was a treat. My daughter obviously had a different refreshment. Alexandra always told us restroom locations and places to eat or get a special treat. We had time to wonder around by ourselves in all locations. The only problem with the tour was that I wish it lasted longer. It was our first time in Tuscany and hope to return in the future for a much longer visit.

Operator response

Good Morning from Caf Tour & Travel, Dear Customer, Thank you so much for sharing such a detailed and beautiful review. We are delighted to hear that you and your daughter enjoyed your day in Tuscany with Alexandra and Ferdinand, visiting Pisa, San Gimignano, and Siena while discovering local flavors through the lunch and wine tasting. We are happy that the organization, free time in each location, and helpful suggestions made your first visit to Tuscany special. We hope your wish comes true and that you return one day for a longer stay to explore even more of this incredible region. A warm Italian embrace from Tuscany, Caf Tour & Travel Team

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