4San Gimignano – The City of Towers

San Gimignano is a small hilltop town famous for its medieval towers, which give the town a unique and dramatic skyline. Often called the “Manhattan of the Middle Ages,” San Gimignano once had over 70 towers; today, 14 remain, adding a distinct charm and historical allure to the town.

This UNESCO World Heritage Site is known for its well-preserved medieval architecture and offers some of the best views of the Tuscan countryside. The town’s main square, Piazza della Cisterna, is surrounded by ancient stone buildings and offers a step back in time. San Gimignano is also famous for its Vernaccia wine, a crisp white that you can sample in local wine shops or while dining in the town’s traditional trattorias.