Tuscany & Umbria Walking

Tuscany & Umbria Luxury Walking Tours

  • Type


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


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


    Tailored to your interests, a bespoke travel experience.

  • Support
    24/7 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.

    Daytime Guided

    Throughout the day, a knowledgeable local guide provides insider access and expert tips. At night, you can explore and dine on your own.

    24/7 Guided

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

  • Hotels


    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.


    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


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


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


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


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


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

    Click here for full details on each activity level »

Wander through hilltop towns

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.

Trip designed by Travel Expert Courtney Mundy
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Single supplement:
Prices vary based on departure season. 6 Days / 5 Nights
Spoleto to Florence

Ready for Adventure?

Simply fill out this form to view the itinerary. We’ll also email you a copy so you can refer back to it later.

PHOTO & VIDEO GALLERY Select Your Trip Dates

Select Your Trip Dates

Scheduled Dates Go Private Go Bespoke

Go with the right number of like-minded travellers to make new friends.

Guaranteed Departure Limited Space / Waitlist

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.


Tuscany & Umbria Walking


Tuscany & Umbria Walking with your Group

At B&R we make it incredibly easy for you to journey with your friends, family, colleagues or on your own. Create your own 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. Interested in tweaking the itinerary? We can do that too. Ask us for details!

TravellersPRICING (USD) †
Double occupancy

* Trip elements may be adjusted on smaller group sizes.

Request Your Private Date

Have a custom trip designed exactly to your interests. Like a tailor making a bespoke suit, it will fit you perfectly.

Our Bespoke trip designers are a talented bunch who can craft unforgettable experiences for your specific group—and working within your needs and budget.

Get in touch with a Trip Designer to begin planning your perfect vacation.

Day by Day

Day by Day



Read about hotels
Activity Level What’s Included Gear


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.

The Traveller

“I go on a long walk once a week, and I don’t mind a little sweat.”

The Terrain

Rolling terrain on a variety of surfaces. Most days, one or two steeper climbs to spectacular viewpoints or places of interest.

Read more on our Activity Levels

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, three 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
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.

More Trip Inspiration

Your dreams—realized.
Your expectations—exceeded.
And your mind? Totally and utterly blown.

We craft extraordinary experiences, tailor made to meet
your every need, with every stitch of every day crafted
just the way you want it. Learn more about Bespoke


(And Occasionally Award-Winning)

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