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This 11-hour day trip from Florence takes you to the UNESCO World Heritage village of San Gimignano, the medieval city of Siena, and the walled village of Monteriggioni in a single day. At a winery in the Chianti hills, you tour the vineyard and cellar, taste 3 Chianti wines with a guide, and enjoy a 3-course Tuscan lunch. Depending on the option you choose, you can add a walking tour of Siena's old town and a guided tour of Siena Cathedral and the Piccolomini Library.

Board an air-conditioned coach at Piazzale Montelungo in Florence and ride about 70 minutes to San Gimignano. This hilltop village, a UNESCO World Heritage Site, still has the tall stone towers built in the Middle Ages, which form a distinctive skyline. During about 2 hours of free time, walk the medieval alleys, admire the towers, and try local specialties.

Pass through the vineyard-covered Chianti hills to a cozy winery. After touring the vineyard and cellar, taste 3 Chianti wines with a guide and enjoy a 3-course 'zero food miles' lunch made with local ingredients. The meal ends with cantucci, a traditional Tuscan biscuit (about 100 minutes).

You spend about 2 hours 20 minutes in Siena. The shell-shaped Piazza del Campo is the heart of Siena and the site of the traditional Palio horse race held every year. If you choose the walking tour option, you explore the medieval streets, Piazza del Campo, and the 12th-century Siena Cathedral with a local expert. If you choose the cathedral option, you get priority entry to the cathedral and the Piccolomini Library and listen to a guide's commentary. Enjoy the rest of the time in the city at your own pace.

In peak season, you stop at Monteriggioni, a small village completely encircled by medieval walls lined with towers, and explore it freely. The walled village is also known for being mentioned by Dante in the Divine Comedy. Then ride the coach for about 1 hour 30 minutes back to Piazzale Montelungo, where you started.
※ Monteriggioni is not visited from November to March, and you arrive back in Florence about 30 minutes earlier.
※ The Siena walking tour (April–October, single language) and the Siena Cathedral and Piccolomini Library tour are included only if you select the corresponding option.
Meeting point:
Piazzale Montelungo
Piazzale Montelungo, Firenze FI, Italy
Meeting point details:
An assistant in blue clothing with the CAF Tour and Gray Line logos will be waiting at the end of the ramp connected to the train station. The tour ends at the same place.
Piazzale Montelungo, Firenze FI, Italy