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The 'Green Heart' of Italy: Walking Umbria

Go right to the heart of this magical medieval countryside by getting as close as possible to the people, the delicious food, and the breathtaking views--on foot!

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Italy: Drink It In

The only entirely landlocked region in Italy, vibrantly green hills draped in vineyards, olive groves and thick forest shrouded in a rolling mist and pierced by the morning sun define the Umbrian landscape. It seems as though time has stood still here—with hilltop towns that have kept watch since the Middle Ages, habit-clad monks and nuns that wander the streets and wooden chapels that emanate the hummings of Gregorian chants. We invite you to walk among this bucolic scenery and embrace the peace that these people posess. We’re certain that once you experience the region’s medieval magic, you’ll want to stay still, too.
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Travel Curator’s Insights:

    • Stroll through a land of castles and olive oil with someone else carrying your luggage and making all the plans.
    • Join evening vespers with a group of monks and step back in time to a world of sound as it was 1000 years ago.
    • Go behind the scenes with special insider access to wineries, olive estates, and even a Michelin-starred restaurant to experience this lush landscape in unusual ways with this creative operator.


From $6,795 per person
Policies and protocols provided before you book.

May - October Recommended
To fit your custom dates

May - October Recommended
To fit your custom dates


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Trip Sustainability Awards 



Fantastic advances in minimizing carbon footprints at locations.



On the East African Energy Renewal Board



Runs local educational facilities for children.


Day 1 - Assisi

A driver will pick you up in Rome and take you to the Umbria region. After lunch, your route to Assisi follows the sentiero degli ulivi (Path of Olives), including a stop to sample fresh-pressed 'liquid gold'.

Accommodation: Nun Assisi Relais e Spa Museum, Assisi

Day 2 - Bevagna

A short drive brings you to the hilltop town of Bevagna before heading to the Romanelli family wine and olive oil estate for lunch. After, return to Assisi for a gorgeous late afternoon walk through town.

Accommodation: Nun Assisi Relais e Spa Museum, Assisi

Nun Assisi Relais e Spa Museum: 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.


Day 3 - Trevi

Hop in the van to the ancient cascading village of Trevi. Traverse through the valley and the hills to the natural reserve of Campello sul Clitunno before a guided truffle hunt through beech and oak forests.

Accommodation: Nun Assisi Relais e Spa Museum, Assisi

Day 4 - Palazzo Seneca

Go behind the scenes of Palazzo Seneca’s Michelin-starred Vespasia restaurant for a hands-on cooking lesson. Then, venture to the river for a rafting voyage you won’t soon forget!

Accommodation: Palazzo Seneca, Norcia

Palazzo Seneca: A charming residence dating back to the 16thC, Palazzo Seneca opens its doors in the heart of Umbria after a careful and meticulous restoration. Offering a fusion of design and tradition, simplicity, and quality, the skilled renovation of this luxurious accommodation and the research of unique materials and objects has made Palazzo Seneca a unique destination in its genre.


Day 5 - Mt. Sibillini

Head to the stunning Mt. Sibillini National Park with a naturalistic guide who will share insight into the area's plants and animals. Later, join the evening vespers with Norcia’s international community of monks.

Accommodation: Palazzo Seneca, Norcia

Day 6 - Depart via Rome

Following breakfast, you will be escorted via private car to the Rome airport for your onward travels. Arrivederci!

Activity Level: Moderate. 7-13 km (4-8 mi.) a day over rolling terrain on a variety of surfaces, with some steeper climbs to spectacular viewpoints or places of interest.

Gear: Walking Poles & Backpack. Included with all walking trips are telescoping walking poles and custom-made 13L backpacks to comfortably conceal your essentials within lockable zippers. The walking poles get “recycled” for use by another traveler. The backpack, however, is yours to keep at trip’s end and folds up for easy packing.




Image by David Maunsell


Based on two people per room in a party of four. Rate is per person.

Rates from in USD:


Image by David Maunsell


Ask us about solo rates for this program.

Rates from in USD:


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There's nothing like traversing a beautiful place on foot. This creative and much-loved operator excels at making a trip like this both memorable and effortless.

Joy Martinello, Founder



What’s Included & Cancellation Policy:

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.

• Five nights hotel accommodation
• Five breakfasts and indicated meals including regional wine
• All transportation from rendezvous to drop-off
• Special events, private tours and entrance fees
• All baggage transportation
• Daily local guide
• Use of two lightweight, telescoping walking sticks
• Waist pack with water bottle and holder
• Detailed maps and route suggestions

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