Beyond the well-trodden paths of Florence and Siena lies a Tuscany that few travelers ever discover. These hidden gems offer authentic Italian experiences away from the crowds.
Pitigliano: The Little Jerusalem
Perched dramatically on a volcanic tuff cliff, Pitigliano is a medieval marvel that seems to grow organically from the rock itself. Its Jewish heritage earned it the nickname Little Jerusalem.
Montepulciano: Wine Country Perfection
This hilltop town produces some of Italy finest wines. Wander the medieval streets, explore underground wine cellars, and watch the sunset from Piazza Grande.
San Gimignano: Manhattan of Medieval Tuscany
Famous for its medieval towers, San Gimignano offers incredible views and the world best gelato at Gelateria Dondoli.