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

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

Price varies by date Check availability for current pricing

About This Experience in Florence

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.

Why Visit Florence?

Florence is the birthplace of the Renaissance, home to incredible art and architecture. Visit the Duomo, explore the Uffizi Gallery, and walk across the historic Ponte Vecchio. Florence offers world-class museums, authentic cuisine, and stunning Tuscan landscapes.

Getting to Florence

The easiest way to reach Florence is by flying into Florence Airport (FLR) or Pisa International Airport (PSA). The city is well-connected by public transportation, including trains, buses, and metro systems. Taxis and rideshare services are also readily available. Train connections from major European cities make Florence easily accessible by rail as well.

What's Included

  • Earphones provided during Siena Guided Tour to better enjoy you Visit
  • Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected)
  • An immersive journey led by a Licensed Tour Leader
  • Comfortable transport from Florence in a modern, air-conditioned bus
  • Departure from Florence
  • 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
  • Hotel pick up and drop off

Cancellation Policy

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

Additional 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.
  • 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.

Customer Reviews

4.8
★★★★½
Based on 2296 reviews
5 ★
1922
4 ★
250
3 ★
75
2 ★
22
1 ★
27

Individual reviews are not available through the API. View all 2296 reviews on Viator

Meeting and Pickup

Meeting Point

Your Tuscany discovery begins with Pisa

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

The Torre del Mangia

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.

Pickup Information

Pickup Option: All travelers must meet at start point

Itinerary

Tour Itinerary

Your Tuscany discovery begins with Pisa 15 minutes

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

The Duomo di Pisa, formally known as the... 15 minutes

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.

The Leaning Tower is almost 56 meters tall (about 183 ft) 15 minutes

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.

Pisa city walls are historic fortifications constructed primarily...

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.

The Camposanto Monumentale in Pisa, Italy, is a...

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.

The round- shaped Baptistery, surrounded by its suggestive... 10 minutes

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.

From Pisa, we drive past hilltop hamlets scattered... 1 hour 30 minutes

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.

After lunch, your visit continues to the discovery... 30 minutes

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.

Piazza della Cisterna is a charming medieval square... 30 minutes

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.

These well-preserved walls, dating back to the 13th...

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.

Our last stop is Siena, which we will reach... 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.

The world oldest Bank is "Monte dei Paschi"... 15 minutes

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.

Cathedral Entrance and inside guided visit only if... 15 minutes

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.

Only if cathedral entrance option is selected -... 10 minutes

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.

The Torre del Mangia is a striking medieval...

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.

Frequently Asked Questions

What is the cancellation policy?

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

How do I book this tour?

Click the "Book Now" button on this page to complete your reservation through Viator's secure booking platform. You'll receive instant confirmation via email.

Is this tour suitable for all ages?

Please check the age requirements and physical fitness level requirements listed in the tour details above. Some tours may have age restrictions or require a certain level of physical fitness.

Book Your Experience

Ready to book this experience? Click the button below to check availability, select your travel date and party size, and complete your booking on Viator.

Book Now on Viator

You'll be redirected to Viator's secure booking platform to complete your reservation.