6San Gimignano

Known as the medieval Manhattan, San Gimignano is one of the most beautiful hill towns of Tuscany. Characterized by stone towers and narrow streets, it is surrounded by an expansive countryside filled with vineyards that produce the famous Vernaccia wine.

The main square is Piazza del Duomo (home to the Cathedral) where you can also take in the sights of the Palazzo del Podestà, Palazzo del Popolo, the Loggia and various medieval towers. For a postcard-perfect view of the Tuscan landscape, climb the Torre Grossa, a tower housing masterworks by Benozzo Gozzoli, Filippino Lippi, Pinturicchio, and Lippo Memmi.