Nestled among the rolling hills of Tuscany, San Gimignano is a medieval gem renowned for its unique skyline, dotted with towers that rise dramatically into the sky. Located in the province of Siena, this historic town is one of the most charming and well-preserved destinations in the region.

San Gimignano is often called the “Manhattan of the Middle Ages” due to its medieval towers, which once symbolized the power and wealth of local noble families. Of the original 72 towers, only 14 remain today, including the Torre Grossa, the tallest in the city, offering breathtaking views of the surrounding countryside.

The historic center of San Gimignano, a UNESCO World Heritage Site, is a maze of cobbled streets, picturesque squares, and stone buildings. Piazza della Cisterna and Piazza del Duomo serve as the town’s focal points, home to the Collegiata di Santa Maria Assunta and the Palazzo del Popolo.

San Gimignano is a treasure trove of art and culture, with museums and churches housing valuable frescoes and artworks. The Civic Museum features an impressive collection of paintings and sculptures, while the Church of Sant’Agostino is famous for its stunning Renaissance frescoes.

The town is also celebrated for its white wine, Vernaccia di San Gimignano, one of the first Italian wines to receive the DOCG designation. Visitors can taste this exceptional wine in many wine shops and restaurants around the city, pairing it with traditional Tuscan dishes such as ribollita, pici with ragù, and game meats.

San Gimignano hosts numerous cultural and folkloric events throughout the year, such as the Music Festival and the Ferie delle Messi, a historical reenactment that brings medieval traditions to life with costumed parades, tournaments, and traditional markets.

Surrounded by stunning countryside, San Gimignano is an ideal starting point for hiking and cycling excursions through the vineyards and olive groves that embrace the town. Nature lovers can explore nearby natural reserves and historic cities such as Volterra and Siena.