Cycling day trip from San Quirico d'Orcia to Radicofani

This ride takes you from the charming village of San Quirico d'Orcia down to the hilltop town of Radicofani—two gems in Tuscany’s Val d’Orcia, known for their postcard-perfect landscapes and Renaissance history.

You’ll cover about 41.5 km, mostly on quiet roads and scenic gravel tracks (so bring a sturdy bike and be ready for some bumps!). With more ascent than descent (over 1,550 meters of climbing!), it’s a route for those who love rolling hills—and the reward of breathtaking views at every turn.

San Quirico d'Orcia is famous for its medieval walls and peaceful gardens, making a lovely place to start. The ride winds through classic Tuscan countryside: waving wheat, olive groves, and those iconic cypress-lined lanes. Eventually, you’ll reach Radicofani, dominated by its impressive fortress perched high above the valley. Take a breather here, enjoy a coffee, and soak up the history—this place was once a stronghold for bandits and a crucial stop on the Via Francigena pilgrimage route.

In short: a challenging, gorgeous ride for fans of Tuscany’s quieter side. Perfect for adventure seekers and lovers of big skies.