Meet your guide in central Siena and begin the trip out of the city and head south into the Tuscan countryside. Visit an historical area of the Val di Merse, a part of Tuscany that figures into several Medieval legends and myths, as well as some important moments in Tuscan history.
As you travel through Tuscany, enjoy the views of rolling hills, thick forests, and Medieval castles and towers. Hear about the Via Massetana, a trade route that was incredibly important, connecting the coast with the silver mines near Siena. Pass the Castle of Spannocchia and the tower of Montarrenti, and look for the 13th-century hilltop Castle of Frosini.
Stop first in a charming Medieval town for a stroll, learning about the pilgrims who once walked these streets. Sample some local foods accompanied by a glass of wine.
Continue to the Gothic abbey of San Galgano, which was built in 1218 along the historic Strada Maremmana. The abbey no longer has a roof, and the monks who once lived at San Galgano were among the first to begin building the spectacular Siena cathedral.
Walk up the hill from the abbey to the hermitage of Montesiepi, built in 1185. There, you'll learn about the local saint, Saint Galgano, and the story of how he plunged a sword into the hillside. You can still see the Sword in the Stone in the hermitage – it may even be linked to the famous legend of King Arthur and Excalibur. In the hermitage, you can also see some frescoes by Ambrogio Lorenzetti, a painter from Siena.
At the conclusion of the visit to the Sword in the Stone, you'll be returned to the original departure point in Siena.