Siena & San Gimignano Experience: A Timeless Tuscan Journey Through Medieval Marvels

Escape into the heart of Tuscany on this private Siena & San Gimignano experience, where medieval history, breathtaking landscapes, and timeless traditions come together in one unforgettable day. Crafted for families and culture-seekers, this exclusive journey immerses you in the soul of Tuscany’s most enchanting hill towns, accompanied by expert guides who unlock their enduring stories.

Your private driver whisks you from Florence through the rolling Chianti countryside, where vineyards and olive groves shape the landscape. In Siena, a private art historian leads you through its captivating medieval streets, revealing the secrets of Piazza del Campo, home to the legendary Palio horse race, and the stunning striped Duomo. Venture into the quieter backstreets to explore Siena’s 17 Contrade—ancient city districts whose fierce rivalries continue to define its identity.

The journey continues deeper into Tuscany’s picturesque hills to an organic family-run farm. Here, indulge in a private, farm-to-table lunch expertly paired with estate wines while local experts share the traditions behind Tuscany’s prized wines and liquid gold—its renowned extra virgin olive oil.

Your day culminates in San Gimignano, the “Medieval Manhattan,” where ancient stone towers rise dramatically against the Tuscan sky. Stroll the cobbled alleys at your leisure, admire breathtaking views, and experience the town’s authentic charm before returning to Florence as the sun sets over vineyard-clad hills.