Combining the hallmarks of any B&R itinerary—excellent hotels and beautiful walking routes—we provide the freedom of pacing each day just the way you like. We arrange some can’t miss meals and events, transfer your bags and equip you with all the information you’ll need to craft the trip you desire. A morning browsing the shops, or an extra trail loop; take-away pizza or a gourmet lunch; a walking tour of historic Cortona or relaxing in a piazza—the choices are yours on this Tuscany walking tour.
Trip designed by Travel Expert Courtney MundyView Courtney’s Profile
Explore southeastern Tuscany's olive groves and cypress trees, before settling in for dinner at the historic Villa di Piazzano.
Take a jaunt into neighbouring Umbria for a walk overlooking the shores of Lake Trasimeno, with a lunch stop in picturesque Tuoro.
Meander into Cortona's bustling historic centre, hear its history from colourful local guide Giovanni and then explore its myriad of boutiques, cafes and restaurants.
Cross the Chiana Valley to Renaissance Pienza with its shops featuring the local speciality pecorino cheese and views of Monte Amiata. Evening wine tasting of regional vintages in Montepulciano.
Walk a vineyard loop through Montefollonico with its spectacular views over the Valdi Chiana before enjoying a final night in town.
Linger over breakfast before a private car takes you to the train station in Chiusi.VIEW MAP CLOSE Want to see a full
In a word: everything. In ninety words? Signature B&R guides; local experts; unique, unforgettable biking and walking routes; private tours; authentic local cuisine; lessons and demonstrations; local artisanal wines; wine tastings; all victuals and libations; all the endorphins you can handle; new insight; interesting, fun and like-minded travel companions; a feeling of total freedom. In short: an extraordinary, hassle-free journey of discovery.