A multi-day Siena stay around the August Palio, with room for trials, horse assignment, weather and postponement.
Siena is a remarkably intact hill city shaped by its contrade, medieval streets and long civic traditions. Piazza del Campo, the Palazzo Pubblico and the Duomo reward several unhurried days, while nearby Tuscan landscapes extend the route beyond the walls. The Palio makes the city's neighborhood loyalties and public spaces especially vivid.
Plan for 7-9 nights. Seven to nine nights give Florence and Siena distinct weight and leave time to understand contrada life before the crowded, tightly controlled race day.
August Palio stay: August 13–19 · August Palio di Siena
Browse all 32 Journeys
Trailwind finds the moment a trip is unusually possible: the right season, a cheap fare, your open dates, and rare skies. Browse by calendar:
