Spend a full day discovering two of Tuscany’s most iconic towns. In Siena, you’ll have the option to explore the historic center with a professional guide, who can lead you through the city’s highlights — from the sweeping Piazza del Campo to the magnificent Cathedral and the centuries of history woven into its streets. Or, if you prefer, enjoy some free time to discover Siena independently.

After lunch in the Tuscan countryside, continue to San Gimignano, where the town’s famous medieval towers come into view long before you arrive. Once there, the afternoon is yours to explore the winding streets, try local specialties, and soak in the views at your own pace.

Insider Tip: Wear comfortable shoes, as we will be walking on the cobblestone streets of Siena and San Gimignano.