Volterra is one of the oldest villages in Italy, we recommend visiting the historic centre. Ease your way into your walking holiday with a gentle trek. The walk is mostly on a white road, lined with cypress trees – a good introduction to what is to follow.
After a short transfer to Pignano, you will walk between vineyards and through oak woods with wild Cyclamen in flower in autumn and fine views of the ruins of the fortifications of Castelvecchio. Tonight you will stay at San Gimignano – a UNESCO World Heritage Site – known for its imposing medieval towers.
Today is a leisurely day through olive groves and cypress avenues up to the village of Montecchio. In Colle Val d’Elsa, enjoy a glass of Chianti in the central piazza.
Today’s walk is spent mostly in the shade, starting with a long descent to the Castel Petraia and then up to the densely forested hill of Montagnole, close to the attractive village of Strove. The stroll continues on to the handsome fortifications of Monterrigioni.
We take to the road again for the last day of our trip. While you might find this day the most challenging, the end will undoubtedly justify the means! After walking across the Montanella, you can admire the village of Funghaia and its church with frescoed interior. Arriving in Siena – your rest stop for tonight.
After breakfast, we bid you farewell. However, you can extend your stay in Siena or take an additional night in Pisa or Florence.