Torre Grossa

Torre Grossa is San Gimignano's tallest surviving medieval tower at 54 meters, and the only one you can actually climb. Built in 1311, it's accessed through the Palazzo Comunale museum with a EUR 9 combined ticket that includes both attractions. The narrow stone spiral staircase winds up 218 steps with no elevator, leading to a platform that holds maximum 20 people at once. From the top you get sweeping 360-degree views across the Val d'Elsa valley, rolling Tuscan hills, and all 13 remaining towers at eye level.

The climb feels genuinely medieval: your legs burn on the tight stone steps, and the platform feels thrillingly exposed when you emerge into daylight. Wind whips around the top constantly, making it feel wild and authentic rather than sanitized. The views are spectacular but the real magic is seeing San Gimignano's famous skyline from within, with the other towers jutting up around you like stone skyscrapers. The Palazzo Comunale museum downstairs houses a beautiful Lippo Memmi Maesta fresco and the Sala di Dante, where Dante actually spoke as a Florentine ambassador in 1300.

Most visitors treat this as a quick photo stop, but you're paying EUR 9 for both tower and museum, so use them. The museum is genuinely interesting and usually empty while everyone queues for the tower. Go at 10am opening to avoid crowds on the narrow stairs. Skip this entirely if you have mobility issues: those 218 steps are relentless and there's nowhere to rest halfway up.