Both listed as Unesco World Heritage Sites, these two remarkable beauties are situated in the gorgeous Tuscan Chianti area.
Siena, located 1h south of Florence, is a world-known medieval city, full of masterpieces of Art, Monuments and Cathedrals, that hosts twice a year the ancient and most famous bareback horse ride Il Palio, that takes place in a unique shell-shaped square, Piazza del Campo, one of the biggest medieval ones in the world!
San Gimignano, half way between Florence and Siena, is instead a small medieval hill-top town, but as for beauty and breath-taking views, has nothing to envy to the first. You can stroll around its little and charming alleys and have the chance of tasting one of the best Gelato of the world! Otherwise, you could choose to relax and sip a good glass of the only DOCG white wine of Tuscany: the Vernaccia di San Gimignano.