Tuscany is a land of a thousand faces: the dirt paths surrounded by a thousand cypresses in the hills are the favorite destination for trekking lovers and cyclists.

Here you will find a unique panorama, perfect to be discovered slowly, at a walking pace, enjoying every magnificent view and the nature around you. Combine healthy physical activity with the exploration of a wonderful area, and don’t forget to stop in some cellar where you can taste the wine and products of this land!
Slowly, step by step, among nature, ancient abbeys and castles, vineyards and wheat fields you can enjoy these wonderful views and walk inside a postcard.

Length 22.6 km

Duration 5h 20

Medium difficulty

This trekking route starts from the enchanting village of Buonconvento. After visiting the enchanting medieval village between the Val d’Orcia and the Crete Senesi we take the via Cassia, the SR 2 and then head along the provincial road of Brunello towards Montalcino. The road is uphill so we recommend an average level of training but we can assure you that the way to Montalcino, among the Brunello rows is really worth it! We continue our walk immersed in the scents of the Mediterranean scrub towards Montalcino, a real treasure to be discovered! After visiting this beautiful village you can always return by bus.