Meet Pisa airport at 1pm. Drive (1.5 hours) to Park Hotel Le Fonti, a delightful hotel just outside the city walls of Volterra with stunning views across the Val di Cecina. Time to settle in before a welcome drink and dinner at the hotel.
Today we walk across the fields to Volterra for a guided visit of the town with its fascinating Etruscan and Medieval history. Explore the many museums before continuing our walk which takes us out into the countryside where we can visit one of the Etruscan tombs hidden in the hills. Dinner this evening in a local restaurant. (12km/7.5miles)
A short drive takes us towards the coast where we walk to the pretty village of Bolgheri, now regarded as one of the most exciting wine regions in Tuscany. Enjoy a leisurely lunch in the village before returning to our hotel. Time to relax in the afternoon. Later in the day we are treated to a private wine tasting of some of the region's fabulous wines at a renowned local enoteca in Volterra. (10km/6miles)
A spectacular hike through farms and woodland to emerge at the famous medieval towers of San Gimignano. Time to enjoy a well-earned gelato in the main piazza. We visit the beautiful Collegiate church with its outstanding 14th-century frescoes before returning to Volterra for dinner. (18km/11.4miles)
We depart our hotel this morning. Our walk takes us through the beautiful open landscape of the Colline Metallifiere, the "metal-bearing hills" which brough great wealth to the region in ancient times. Hike through vineyards and woods and enjoy views to Massa Marittima and the coast beyond. We stay the next 3 nights at La Fenice, a luxury hotel in the medieval town.
Free day to explore the beautiful city of Massa Marittima with its fortress, cathedral and many fascinating museums. Later in the day there is a short optional hike outside the city walls.
Our final hike follows the old stock route of the Maremma cowboys through woodland, pasture and hills. We pass remote villages en route to the Cistercian Abbey of San Galgano, whose monks were once the book keepers for the city of Siena, and the adjoining hermitage of Montesiepi. (20.5km)
Return to Pisa Airport for 12 o'clock (2.5 hours)