• Historic Centre of San Gimignano - Enjoy some leisure time in this breathtaking medieval village, recognized as a UNESCO World Heritage site for its beauty and iconic tower houses. Known as the “Manhattan of the Middle Ages,” San Gimignano offers you the freedom to explore its many attractions, including tasting world-renowned ice cream at Gelateria Dondoli.
• Porta San Giovanni - This is one of the gates leading into the medieval village.
• Collegiata di Santa Maria Assunta - Duomo di San Gimignano - During your free time, consider visiting the stunning Duomo located in the village’s main square. This site is a remarkable example of a well-preserved medieval town, complete with original ancient walls, which is a key reason for its UNESCO World Heritage status.
• Palazzo Pubblico e Torre Grossa - For a journey back to the Middle Ages, climb this original tower house. The view from the top is breathtaking, offering a unique skyline of towers. Many of San Gimignano’s towers were built in the 14th century by families showcasing their rising power.
• Piazza della Cisterna - One of the village’s main squares, named for the well at its center. Admire the beautiful palaces surrounding the square. The old town center is filled with charming alleys, squares, museums, palaces, churches, magnificent towers, and artisan workshops.
• Monteriggioni - The tour continues with a visit to the splendid Monteriggioni castle, a well-preserved medieval fortress. You might recognize it from the Assassin’s Creed video game series.
• Fortezza Medicea - Marvel at this ancient fortress located just outside Siena’s center.
• Centro Storico di Siena - Spend your afternoon exploring Siena and its stunning historic center. Our official guides will lead you through the old city center, where you can admire the magnificent Siena Cathedral (Duomo) and the Town Hall in Piazza del Campo, the site of the world-famous Palio horse race.
• Piazza Salimbeni - Begin your guided walking tour with a local guide here. Discover the city’s history and anecdotes on foot, appreciating its transformations over the centuries and enjoying spectacular landscapes and intriguing details.
• Palazzo Tolomei - An ancient palace in the heart of Siena. Learn about the great noble families like the Piccolomini, Tolomei, and Salimbeni, their palaces, the Palio di Siena tradition, and the city’s pilgrimage and sanctity stories.
• Via di Citta - One of the main roads in the historic center. Walk along it with your guide.
• Piazza del Campo - The famous shell-shaped city center, a focal point for Siena’s civic and political life and the site of the Palio di Siena horse race, held twice a year. Ten horses representing the main districts race around the square in this renowned event.
• Fonte Gaia - An ancient fountain adorned with white marble in Piazza del Campo. The fountain features wolves symbolizing the mother of Romulus and Remus, celebrating the link to ancient Rome. The original sculpted panels have been moved for preservation and can now be seen at Santa Maria della Scala.
• Palazzo Pubblico and Museo Civico - Once the government seat of the Republic of Siena, this building now serves as one of the city’s town halls. It houses the Civic Museum of Siena, which features famous paintings and frescoes, including “The Maestà.”
• Duomo di Siena - Siena’s Cathedral is one of Italy’s finest Gothic-Romanesque churches, with breathtaking beauty. The exterior features three portals, with the central one dominated by a bronze sun, and a facade of black and white marble, the city’s colors.
• Facciatone - Admire this part of the Siena Cathedral, which also houses paintings and sculptures by Donatello, Pinturicchio, and Nicola Pisano.

• Expert tour leader
• Wine tasting in a typical winery
• Free time in Siena
• Free time in San Gimignano
• Free time in Monteriggioni

• Hotel pickup and drop-off
• Gratuities
• Lunch

Enjoy a full-day tour visiting Tuscan villages and exploring the Chianti wine region! The villages of San Gimignano and Monteriggioni, the Chianti area, and the medieval town of Siena are situated in the heart of Tuscany. Reach easily our meeting point by taking the T1.3 tram heading to Villa Costanza. Start your amazing journey in the first stop of Siena, the world-famous city of Palio horse-race in Piazza del Campo. Afterward, head to our beautiful winery nestled in the Chianti Area, with scenic views of the Tuscan countryside. Third stop, continue with a visit to the marvelous Monteriggioni castle, a medieval fortress that is really well preserved. You may also recognize it from the Assassin’s Creed video game series. Last but not least, explore San Gimignano, another magnificent example of a Medieval urban town where you will have free time to visit the village and its splendid squares and towers. At the end of the day, take your ride back to Florence.

• A moderate amount of walking is involved.
• Operates in all weather conditions, please dress appropriately
• Entrance to the Siena Cathedral is not included, clients can enter at their own expenses and depending on Cathedral opening times. Please note that will not available on Sundays or Bank Holidays and during special event opening times can change
• Please note that Portuguese option requires a minimum of 4 pax. Otherwise, the tour will be guaranteed in English.

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