Structured Independence in B&R Style
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.
Trip Details
Moderate
Terontola to Chiusi
6 Days / 5 Nights
Price per person from: $2,995
Single supplement: $900
Request your date for exact pricing
Best Time to Visit
- Jan
- Feb
- Mar
- Apr
- May
- Jun
- Jul
- Aug
- Sep
- Oct
- Nov
- Dec
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.
Hotels
Villa di Piazzano, Cortona
This 15thC manor house, once belonging to a Tuscan cardinal, is located in the countryside just outside the town of Cortona, on the border between Tuscany and Umbria. It has been beautifully restored and overlooks endless olive groves and wheat fields. Guests are warmly welcomed by the Italian-Australian owners, whose garden is the perfect spot to take in the sunset. View hotel website »
Villa Marsili, Cortona
Villa Marsili is situated inside the walls of Cortona and dates back as far as the 15thC, where the site housed the church Madonna degli Alemanni. Later in the 1700s, the site held the villa that now has become Villa Marsili. With its refined lounges, and finely furnished, frescoed bedrooms, this villa’s cozy atmosphere offers one of the town's most elegant residences. View hotel website »
Palazzo Carletti, Montepulciano
The new Palazzo Carletti is a charming and luxurious historical house with only 5 quaint and private guest rooms. Located in the heart of the historic centre of Montepulciano, it is only a stone's throw away from Piazza Grande and overlooks the main street on one side and the Chiana Valley, Trasimeno Lake and the soaring mountains around Cortona on the other. View hotel website »
Activity Level
Moderate
This trip is rated Moderate. For the most part, you’ll walk on gently rolling terrain, although there is the occasional steep climb or descent to take on. As the terrain can be rocky, footwear with good ankle support is essential. On average, we walk 10-13 km daily, with longer options available on some days.
Gear
Structured Independence in B&R Style
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.
What's Included
- 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
At Your Service
We take pride in choosing guides who are not only exceptional travelling companions, but who’ll go far beyond the call of duty to ensure an unforgettable experience.
Accolades
“We loved everything, especially the food recommendations. Overall, the trip was fantastic. Can't wait to do another self-guided trip.”
— Steve & Stephanie Korn,
Tuscany Self-Guided Walking 2011
Notes from the Road
- Tuscany Biking: The Tour of a LifetimeButterfield & Robinson is thrilled that one of our trips was once again named to National Geographic Traveler‘s list of the 50 Tours of a Lifetime. Our Tuscany Biking trip was selected as one of the Best Tours in Europe! …
- Three Minutes in TuscanyAs you may have guessed, given the name of our blog, at B&R we pride ourselves on slowing down to see the world. But every once in awhile, it can be fun to hit fast forward. B&R Guide Philipp Haemmerle did just …
- An Enchanting Encounter at Villa La FoceA few years ago I received a trip request from a lovely woman interested in designing a trip not only for her husband and kids, but for her extended family too: her parents, her siblings in their mid-forties and her …
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