5San Gimignano, Tuscany

Known as the “Medieval Manhattan” for its iconic towers that dot the skyline, San Gimignano is a UNESCO World Heritage Site in the heart of Tuscany. The town is a well-preserved example of medieval architecture, offering a glimpse into Italy’s storied past. Visitors can wander through the narrow streets, admire frescoes in the Collegiate Church, and enjoy panoramic views of the Tuscan countryside from the town’s towers.