A medieval gem, San Gimignano, sits proudly atop a Tuscan hill, taking visitors on a journey back in time with its unique skyline dotted with 14 enduring towers. This quaint, walled city, located in the province of Siena, boasts delightful weather year-round with mild Mediterranean winters and warm sun-soaked summers.

San Gimignano hangs on to traditional Tuscan lifestyles, observing afternoon siestas and enjoying evening passeggiatas (leisurely strolls). The townsfolk treasure their medieval ancestry while graciously welcoming visitors into their extraordinary UNESCO World Heritage Site.

The town stands out for its brilliant conservation of medieval structures, and notably, its distinguished Vernaccia wine, a refreshing white blend with a longstanding heritage dating back to the 13th century. Its impressive towers, originally a squad of 72, were constructed by prosperous families as a testament to their power and status, earning this town the nickname, the "Manhattan of the Middle Ages."

Food lovers will be drawn to the local saffron - a longstanding culinary star since medieval days. Of special note is Gelateria Dondoli, home to a two-time world champion gelato creator, famous for his imaginative flavors, particularly the saffron-infused variety.

Staple activities while here include a thrilling climb up Torre Grossa, the highest remnant tower, which rewards you with a sweeping view of the Tuscan countryside. The Collegiate Church is also a must-visit for its breathtaking Frescoes bringing scenes from the Old and New Testaments to life.