Siena, San Gimignano & Chianti: Day Trip from Florence｜Italy

Enjoy a full-day excursion by comfortable minivan through the enchanting Chianti countryside, discovering three of Tuscany’s most iconic destinations: Siena, Monteriggioni, and San Gimignano.

The tour begins at 9:00 AM from Piazza Cavalleggeri, conveniently located in the historic center of Florence. Your first stop will be Piazzale Michelangelo, where you’ll enjoy a stunning panoramic view of the city, a perfect photo opportunity. From there, the journey continues to Siena, one of Tuscany’s most charming and historically rich cities.

In Siena, you’ll take part in a guided walk through the medieval city center, including the famous Piazza del Campo, known for the Palio horse race and its unique shell shape. After the tour, enjoy some free time to stroll at your own pace through the city’s ancient, narrow streets.

Next, visit the fortified village of Monteriggioni, a small gem suspended in time, surrounded by perfectly preserved medieval walls.

Finally, continue to San Gimignano, the “medieval Manhattan,” where you’ll have free time to explore the town’s tall towers, artisan boutiques, and taste the renowned Vernaccia wine.