Southern Tuscany to Rome Walking Tour

Itinerary at a glance

We meet in Cortona (1 night) for a walk that includes a stroll past the home that inspired Under the Tuscan Sun. A countryside olive-oil tasting punctuates out first day. In the morning, we explore medieval Siena before settling into our palazzo hotel in Spello (2 nights) and a wine-tasting in our friend's cellar.

Assisi is nearby and we'll make the pilgrimage to experience its glorious art and the landmarks of St. Francis' life. Our walks include a grand picnic and a visit to Deruta's ceramic workshops, and a pathway along the Roman aqueduct of Spoleto (3 nights). Our views overlook sunflower fields and vineyards that produce the region’s famed wine. En route to Orvieto, we'll pause for a cheese-tasting, and we’ll join the locals for a stroll along Lake Bolsena. On our last country day, an art historian leads us to the enigmatic Etruscan tombs in the surrounding hills.

Finally: Rome! We've arranged for a friend to give you his own unforgettable perspective on his beloved town. It's a memorable morning…and a great orientation if you decide to treat yourself to some time in the Eternal City.