Following departure from a designated meeting point in Florence, head toward the medieval town of Monteriggioni, a ring-shaped citadel built in 1203.
After ticking off Monteriggioni’s historic highlights, continue to Siena for a guided walking tour, during which you can enter the world-famous Siena Cathedral (Il Duomo). Then, enjoy a light lunch in the city along with a pastry-tasting session.
Proceed to San Gimignano, a UNESCO World Heritage Site and home of the renowned Vernaccia wine. Following ample free time to explore, your tour culminates with a wine-tasting session in Chianti.