Cycling day trip from Siena to San Gimignano

Kick off your cycling adventure in the charming medieval city of Siena, renowned for its historic architecture and the famous Palio horse race. From there, pedal through the beautiful Tuscan countryside on your way to the stunning hill town of San Gimignano, known for its impressive towers and medieval heritage.

This 57-kilometer route offers a delightful mix of terrains, primarily composed of smooth asphalt and some playful patches of gravel that weave through rolling hills. With a total ascent of about 1,105 meters, this ride promises some invigorating climbs, but fear not—the stunning vistas of cypress-lined hills and vineyards make it all worthwhile!

You'll traverse a variety of pathways, mostly quiet roads and cycleways, which ensure a peaceful riding experience with the occasional chance to soak in the rich Tuscan landscapes. Keep an eye out for a vantage point with a max elevation of 372 meters—the perfect spot for a quick water break and some photos.

Upon reaching San Gimignano, treat yourself to some local Vernaccia wine and soak up the town's enchanting, tower-studded skyline, offering a perfect end to a delightful day of cycling through Italy's picturesque heart. Enjoy the ride!