Embark on a Tuscany Discovery Tour and explore the iconic cities of Pisa, Siena, and San Gimignano. Indulge in a traditional Tuscan lunch with wine tasting and discover the rich history and culture of these medieval gems.
Embark on a Tuscany Discovery Tour and explore the iconic cities of Pisa, Siena, and San Gimignano. Indulge in a traditional Tuscan lunch with wine tasting and discover the rich history and culture of these medieval gems.
- Piazza dei Miracoli - Begin your Tuscan adventure in Pisa. Upon disembarking from the coach, you will arrive at the Field of Miracles, a lush green area dominated by stunning white structures.
- Duomo di Pisa - The Duomo di Pisa, officially the Cathedral of Santa Maria Assunta, is a breathtaking medieval cathedral situated in the renowned…
- Piazza dei Miracoli - Begin your Tuscan adventure in Pisa. Upon disembarking from the coach, you will arrive at the Field of Miracles, a lush green area dominated by stunning white structures.
- Duomo di Pisa - The Duomo di Pisa, officially the Cathedral of Santa Maria Assunta, is a breathtaking medieval cathedral situated in the renowned Piazza dei Miracoli in Pisa, Italy. Celebrated for its unique Romanesque design, the cathedral boasts exquisite marble facades, detailed sculptures, and an impressive bronze entrance door. Inside, the cathedral features remarkable artwork, including pulpit sculptures by Giovanni Pisano. The Duomo di Pisa is a testament to Pisa’s rich architectural and artistic legacy, attracting visitors from across the globe.
- Leaning Tower of Pisa - The Leaning Tower stands nearly 56 meters tall (approximately 183 ft) and leans at an angle of about 4 degrees, making it one of the most renowned and iconic structures worldwide. You are in one of the most famous places on earth: enjoy it, capture creative photos, or explore the local streets.
- Camposanto - The Camposanto Monumentale in Pisa, Italy, is a historic cemetery constructed in the 12th century. Known for its remarkable architecture, it contains Roman and medieval sculptures, sarcophagi, and frescoes. Despite suffering damage during World War II, ongoing restoration efforts maintain its cultural importance.
- Battistero di San Giovanni - The circular Baptistery, encircled by its charming columned arcades, is a magnificent structure that complements the nearby Cathedral and Leaning Tower. Built over several centuries, the baptistery showcases a blend of Romanesque and Gothic architectural styles.
- Via Francigena Tappa 32 San Gimignano - Monteriggioni - From Pisa, travel past hilltop villages scattered across some of the most beautiful and enchanting countryside views to reach San Gimignano, where a traditional Tuscan lunch with a tasting of four different wines will be served.
- San Gimignano - After lunch, continue your exploration of a Tuscan medieval gem, the stunning village of San Gimignano, a UNESCO World Heritage site, known for its well-preserved ancient town planning. Often called the “Manhattan of the Middle Ages,” its famous tall, narrow towers create a skyline reminiscent of a modern city.
- Piazza della Cisterna - Piazza della Cisterna is a delightful medieval square located in the heart of San Gimignano. Surrounded by well-preserved medieval towers and historic buildings, the square is named after the ancient cistern at its center. The triangular-shaped square is paved with medieval stones and exudes a timeless charm. With its well-preserved medieval architecture and unique allure, Piazza della Cisterna is a captivating focal point within the UNESCO World Heritage site of San Gimignano.
- Mura di San Gimignano - These well-preserved walls, dating back to the 13th century, served both defensive and symbolic roles. The “Mura” offer a scenic walk along their length, providing panoramic views of the charming town, its iconic towers, and the picturesque Tuscan countryside.
- Piazza del Campo - The final stop is Siena, reached by driving through the beautiful Chianti countryside. Siena is a remarkable hilltop town, rich in art and traditions, famous monuments, and picturesque views with a captivating pedestrianized historical center and one of the most beautiful cathedrals in the world. Upon arrival in Siena, a local guide will lead a walking tour through the small medieval streets and squares, passing the oldest bank in the world, and the Piazza del Campo - site of the renowned 600-year-old Palio horse race, to the spectacular Cathedral.
- Torre del Mangia - The Torre del Mangia is a striking medieval tower located in the heart of Siena, Italy. Standing next 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.
- 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.
- Piccolomini Library - Only if cathedral entrance option is selected - The Piccolomini Library, housed within the Duomo di Siena, is a Renaissance treasure 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.
- Piazza Salimbeni - The world’s oldest bank, “Monte dei Paschi,” is located in Siena, Piazza Salimbeni. The palace hosting the bank is in Renaissance style and dates back to 1523.

- 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…
- 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)
- Hotel pick up and drop off
- Optional Gratuities
- Hotel pick up and drop off
- Optional Gratuities
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,…
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.
- 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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.