Cycling day trip from Siena to San Quirico d'Orcia

Get ready for a scenic adventure through the heart of Tuscany! This ride takes you from the medieval charm of Siena—famous for its stunning Piazza del Campo and gothic architecture—down to the rolling hills of San Quirico d'Orcia, a historic gem perched among cypress trees and olive groves.

Along the 58 km route, you’ll gain (and lose!) plenty of elevation, so expect some climbing, especially as you roll over classic Tuscan hills. The ride is a mix of surfaces: about half is unpaved, including adventurous stretches of gravel and loose gravel, intertwined with smooth asphalt and the occasional paving stone. Much of the journey follows quiet roads and country tracks, making it perfect for gravel bikes and riders looking for that authentic Strade Bianche experience.

As you get closer to San Quirico d'Orcia, soak in the iconic Val d'Orcia landscapes—think postcard-perfect vistas and timeless villages. When you arrive, treat yourself to a leisurely stroll in the ornate Horti Leonini gardens or a well-deserved gelato in the main square. This route is a must for any cyclist eager to experience Tuscany beyond the guidebooks!