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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti
Food & Drink 12 hours 4.7 · 1,397 reviews Offered in: English, Spanish

Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

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Overview

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.

  • Recommended by 98% of travelers
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  • Free cancellation up to 24 hours before
  • Mobile ticket

What's included

Earphones provided during Siena Guided Tour to better enjoy you Visit

Comfortable transport between destinations in a modern, air-conditioned bus

Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected)

An immersive journey led by a Licensed Tour Leader

Typical Tuscan Lunch with wine pairing of 4 different wines (except for Escorted Round Trip option)

Guided tour in Siena (except for Escorted Round Trip option)

Dedicated Staff Assistance at the meeting point

Leaning Tower of Pisa entry

Lunch not included for the without Lunch option

Meeting and pickup

Travelers meet at the meeting point.

Meeting point

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.

End point

This activity ends back at the meeting point.

Good to know

Meeting point and check in time:

At 07:15 am, 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. Mandatory to respect the check in time.

How to reach the Meeting Point from Santa Maria Novella Station Square:

Take "Via Valfonda"(Valfonda street) and go straight on at the end of the street, until you see the Fortress (Fortezza da Basso). Cross the street in front of you and keep your left side, until you see on the right side Piazzale Montelungo (big square with car and Bus parking)

An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.

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.

Tour in English and Tour in Spanish options do not include Siena Cathedral admission
Shared Round Trip option does not include Siena Guided Visit and Cathedral admission.

For small groups, up to 8 pax, the Tour escort service could be replaced with an English speaking driver-guide service, while maintaining unchanged the entire program of the excursion.

Caf Tour & Travel Agency address: via dei Tavolini 15red - 50122 Firenze - Phone +39 055 29.55.72 or +39 055 28.32.00 - Whatsapp: +39 3458025842 - email address: tours@caftours.com

What to expect

  1. Piazza dei Miracoli

    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

  2. Duomo di Pisa

    15 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.

  3. Leaning Tower of Pisa

    15 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.

  4. Mura di Pisa

    15 min

    Pisa city walls are historic fortifications constructed primarily in the 12th century to protect the city of Pisa, Italy. These defensive walls encompassed the city, featuring towers, gates, and ramparts. Over time, the walls underwent modifications and expansions, showcasing a blend of architectural styles. While parts of the walls have been lost, some sections still stand, contributing to Pisa's historical heritage and serving as a testament to its medieval defensive structures.

  5. Camposanto

    15 min

    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.

  6. Battistero di San Giovanni

    10 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.

  7. Via Francigena Tappa 32 San Gimignano - Monteriggioni

    1 hour 30 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.

  8. San Gimignano

    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.

  9. Piazza Della Cisterna

    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.

  10. Mura di San Gimignano

    30 min

    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.

  11. Piazza del Campo

    1 hour

    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.

  12. Piazza Salimbeni

    15 min

    The world 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.

  13. Duomo di Siena

    15 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.

  14. Piccolomini Library

    10 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. Torre del Mangia

    10 min

    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.

Cancellation Policy

For a full refund, cancel at least 24 hours before the start time.

Times are local to the experience (Europe/Rome).

Additional Information

  • 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.
  • Mobile or paper ticket accepted
  • Up to 8 travelers per booking

FAQs about Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

Can I cancel Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti for free?

Yes. For a full refund, cancel at least 24 hours before the start time.

How long does it take?

It takes about 12 hours.

Where does it start?

At 07:15 am, at Piazzale Montelungo (Montelungo Square), at the end of the ramp connecting with the train station.

What's included?

  • Earphones provided during Siena Guided Tour to better enjoy you Visit
  • Comfortable transport between destinations in a modern, air-conditioned bus
  • Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected)
  • An immersive journey led by a Licensed Tour Leader
  • Typical Tuscan Lunch with wine pairing of 4 different wines (except for Escorted Round Trip option)
  • Guided tour in Siena (except for Escorted Round Trip option)
  • Dedicated Staff Assistance at the meeting point

What's not included?

  • Leaning Tower of Pisa entry
  • Lunch not included for the without Lunch option

Which places does it visit?

It visits Piazza dei Miracoli, Duomo di Pisa, Leaning Tower of Pisa, Mura di Pisa, Camposanto, Battistero di San Giovanni, Via Francigena Tappa 32 San Gimignano - Monteriggioni, San Gimignano.

Which languages is it offered in?

It is offered in English, Spanish.

Operated by CAF Tour and Travel

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