Italy
Tuscany
Small group
Tuscany & Umbria Walking

Tuscany Walking Tours

Super Tuscans & Medieval Wonders

With lush rolling hills, medieval towns and meandering roads keeping it all together, both Tuscany and Umbria are a walker’s idyll. There is something eminently peaceful in wandering through hilltop towns that have stood watch here since the Middle Ages, passing vines tended by generations of winemakers, and savouring traditional cuisine made of the freshest local ingredients. Believe us, once you experience this medieval magic, you’ll never want to leave.

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Trip Details

Hotels:
Signature
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Signature

We use premium hotels that are unique expressions of the region. Often they’ve had a previous life as a monastery or a castle, but in every case they offer an exceptionally comfortable stay.

Bistro

These are stylish 4-star properties that offer a casual and comfortable stay. Often without a 24-hour concierge or room service, they tend to be smaller family-run hotels that are perfect for the region.

Level:
Enthusiast
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Occasional

“I can’t say I really ‘work out,’ but I’m in good shape and am relatively active.”

Recreational

“I enjoy a good walk or ride, and feel comfortable while on the move.”

Enthusiast

“I get moving at least once a week, and don’t mind a little sweat.”

Avid

“I get moving a few times per week and enjoy some exertion.”

Expert

“I want to feel invigorated each day and going hard how I like to do that.”

Click here for full details on each activity level »

Type:
Small group
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Small group

The right number of like-minded travellers to make new friends.

Private

Your dates. Your group. Our expertly-designed itinerary.

Custom

Tailored to your interests, a bespoke travel experience.

Support:
Guided
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Self-Guided

Combines the hallmarks of any B&R itinerary (excellent hotels and beautiful routes) with the freedom of pacing each day exactly the way you like.

Locally Supported

Our friends on the ground are there to set you up with insider access and expert tips—then disappear when you’d prefer to be on your own.

Guided

Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.

Spoleto to Florence
6 Days / 5 Nights
per person from:
$4,995 USD
Single supplement: $600
See departure dates for exact pricing Request aDETAILED ITINERARY

CHOOSE A DEPARTURE

Limited Space / Waitlist

This departure is either sold out or almost fully booked but with deposit we will request additional rooms from our hotels where possible.

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TAKE OVER A DATE

Have a group already?

Make it a private trip by taking over one of our dates, or we can request a fresh one. Prices are sliding scale to suit the number of travellers.
Request your PRIVATE DATE

Day by Day

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Hotels

Palazzo Leti, Spoleto

Meticulously restored to its original antiquated beauty, the Palazzo Leti offers an unforgettable hotel experience. Consisting of 12 rustic-yet-elegant rooms and located in the heart of equally historic Spoleto, guests will marvel at the architecture, noble luxury and sweeping views (including the sacred Monteluco Mountain) that this luxurious property offers. View hotel website »

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Nun Assisi Relais e Spa Museum, Assisi

Nestled in the very heart of Assisi, this hotel seamlessly blends archaic 1stC Roman pillars with state-of-the-art amenities for a luxurious pampering experience. The dining area features cross-vaulted ceilings and décor that also echoes the ages. Each guest room in this reconstructed Saint Catherine’s convent is unique and is a masterful blend of design and history. View hotel website »

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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 »

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MORE INFORMATION

Activity Level

Enthusiast

We walk on wide, well-maintained trails in Umbria and Tuscany. The average daily distance is 11 km (7 mi.). We have some steep climbs with stunning views and a few steep downhills. The B&R van is always nearby, if you feel you need a lift—though it may not be able to access some portions of the routes.

Gear

Walking Sticks &
Hip Holsters

Included with all walking trips are Leki telescoping walking sticks and custom-made padded hip holsters, which comfortably carry one full half-litre water bottle. And while the walking sticks get “recycled” for use by another B&R traveller, the holsters are yours to keep at trip’s end.

What's Included

  • All hotel accommodation
  • All breakfasts, four lunches, four dinners, including wine
  • Services of B&R guide(s) and support van
  • 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
  • All baggage transportation
  • All transportation from rendezvous to drop-off
  • All gratuities for baggage, porters and hotel service

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.

Learn more about our guides »

Accolades

“Meals and tours of the vineyards were great. Loved the hotel selections. Dana did an amazing job - doubly difficult since she was guiding solo!”

— Andrew Resnick,
Tuscany & Umbria Walking 2013

Tuscany & Umbria Walking

B&R RECOMMENDS

Notes from the Road

Insider’s Guide: Florence Hotels

Much like the Accademia does for David, a slew of well-appointed Florence hotels will make you feel like a masterpiece during your stay.
more »

Insider’s Guide: Things to Do in Florence

Whether you've got a few hours or a full day, there are plenty of things to do in Florence, home to some of the world's greatest pieces of art.
more »

In Deep: Siena

A perfect medieval time capsule, enlightened zoning restrictions have helped preserve the palaces and churches of Siena like nowhere else in Italy.
more »

More stories from our blog

READ THE SLOW ROAD

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