6San Gimignano – The Manhattan of the Middle Ages


About 90 minutes by car or bus, San Gimignano rises from the hills like a medieval skyline, its 14 surviving towers earning it the nickname “the Manhattan of the Middle Ages.” A UNESCO World Heritage Site, this small walled town offers a fascinating glimpse into life during the 13th century.

Its narrow lanes lead to beautiful squares, artisan boutiques, and wineries selling local Vernaccia di San Gimignano, a crisp white wine that pairs perfectly with Tuscan cheese. Climb the Torre Grossa, the tallest tower in town, for breathtaking views of the surrounding countryside.

San Gimignano is small but spectacular—perfect for travelers who love history, architecture, and a touch of romance with their wine.