1st: City Center (Historic Center)

The City Center is the crown jewel of San Gimignano and is where you will find the town’s famous 14 medieval towers. This area is centered around the Piazza della Cisterna and Piazza del Duomo, where the social and cultural life of the town has thrived for centuries. Walking through this pedestrian-only zone feels like stepping back into the 14th century, with its ancient stone palazzos and narrow alleys.
Highlights of this neighborhood: Piazza della Cisterna, Piazza del Duomo, Torre Grossa, and the Collegiate Church of Santa Maria Assunta.

2nd: Sant Agostino District

Located in the northern part of the walled town, the Sant Agostino district is centered around the quiet and beautiful Piazza Sant Agostino. This area is slightly removed from the busiest tourist thoroughfares, offering a more peaceful atmosphere while still being inside the historic city walls. It is a fantastic area to explore the local artisan shops and experience a quieter side of medieval life.
Highlights of this neighborhood: Church of Sant Agostino (featuring Benozzo Gozzoli frescoes), Piazza Sant Agostino, and the nearby Porta San Matteo.

3rd: San Gimignano Surroundings (Countryside)

This neighborhood encompasses the lush, rolling hills and vineyards that sit just outside the ancient city walls. It provides a classic Tuscan landscape filled with olive groves and Vernaccia vineyards. This area is perfect for those who want a panoramic view of the town’s famous skyline from a distance and enjoy a more rustic, nature-focused experience.
Highlights of this neighborhood: Views of the San Gimignano skyline, local Vernaccia vineyards, and the historic Via Francigena pilgrimage path.