Cycling day trip from Siena to Florence

Siena to Florence Cycling Route

Get ready for a classic ride through the heart of Tuscany! Starting in Siena—famous for its medieval cityscape and the legendary Palio horse race—you’ll roll north towards Florence, the cradle of the Renaissance. The route spans about 96 km and winds through iconic Tuscan hills with just under 1850 m of climbing, so be prepared for some solid ups and downs (and a rewarding descent into Florence!).

You’ll spend most of your time on quiet roads, perfect for soaking up the cypress-lined vistas and charming hilltop villages. Surfaces are mostly paved or asphalt, but expect a real dose of adventure with portions of unpaved and even some gravel sections—just enough to give you a taste of the classic "strade bianche" vibe.

As you descend towards Florence, keep an eye out for the city’s famous Duomo on the horizon. Once in town, reward yourself with a well-earned gelato and take in the art and architecture that make Florence such a magical destination. An unforgettable ride between two of Italy’s most beautiful cities!