Rating in Italy
$ 2995

Tuscany Self-Guided Walking

Self-guided trekking+walking
Self-guided trekking+walking
min $ 2995
Per person
Tour details
Destinations: Montepulciano, Chiusi
Guide language: English
Price: min $ 2995
Duration: 5 days
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Stroll through Tuscan splendour

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 Mundy

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Day by Day

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
day-by-day breakdown?
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What’s included? Everything you need. Plus everything you’d
want. Plus a few things you never knew you wanted ‘til you got them.

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.

  • All hotel accommodation
  • All breakfasts and one dinner, including wine
  • All baggage transportation
  • All special events and private tours
  • Use of two lightweight, telescoping walking sticks
  • Detailed maps and route suggestions
  • Waist pack with water bottle and holder
  • A private walking tour of Cortona
  • A private tasting of regional wines
  • Transportation to drop-off
  • GPS-enabled device pre-loaded with each day’s route(s)
All tour descriptions and conditions are given in accordance with the information of Butterfield & Robinson
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