Umbria Bespoke
The ‘Green Heart’ of Italy
Italy
Boutique hotels, estate hotels & villas
Culinary, culture, history, hiking, walking & wineries
April – June, September – October
Umbria is Italy in soft focus—misty mornings, monk-strolled lanes and vineyards that roll on forever. Wander cobblestone towns where time politely hit pause, sip olive oil like it’s fine wine (trust us), and bed down in castles-turned-hotels. With Reschio’s rustic-luxe magic and a soundtrack of Gregorian chants, Umbria invites you to slow down—and stay awhile.
Umbria is a captivating hidden gem, often overshadowed by its famous cousin in Tuscany, meaning you'll have it (mostly) to yourself.
B&R’s local connections in the region allow you to sample the best it has to offer, from exclusive access to private homes and wineries to the spectacular Reschio Estate.
Experience Designer
Trip Inspiration
Stroll through the ancient streets of Spello, then walk the mountain ridge, where the sparkling views of Assisi await on the horizon.
Explore Umbria on Foot
St. Francis of Assisi was the original advocate for traversing Umbria on foot—and the trend has endured. Follow in his footsteps among shimmering olive branches on the Sentiero degli Ulivi, sampling freshly pressed ‘liquid gold’—olive oil—along the way. Hunt for truffles beneath oak and beech forests, mingle with the flora and fauna in Monti Sibillini National Park, savour unparalleled dining and unwind in five-star spas at the end of your day.
5-7 days
April – June, September – October
Walk the streets of Gubbio and hike to the St. Ubaldo Sanctuary, situated on the mountain, for views across the valley.
Walking through pastures of wildflowers to your farmhouse picnic lunch.
You’ll be moved by the spirit of Umbria as you stroll through the historic streets of Gubbio, where gothic castles and medieval treasures await.
Indulge in Umbrian Food, Wine & Culture
Umbrians are quite modest about their culinary riches, including delectable prosciutto di Norcia, creamy pecorino cheese and the oft-photographed fields of blooming legumes. We’ll take you hunting for prized forest truffles with hounds, sharpen your skills in a Michelin-starred cooking lesson and invite you to enjoy a meal overlooking a multi-generational family vineyard. Wash it all down with a glass of Sagrantino red and a drizzle of fresh olive oil. For culture, you'll discover divine purity in St. Francis’ Basilica in Assisi, walk with historians through Gubbio’s gothic castle and gaze upon masterworks by Titian and Raphael in Urbino’s 15th-century palace. Whether tuning into Latin vespers in a simple wooden chapel or dancing under the stars at Perugia’s renowned jazz festival, the spirit of Umbria will move you.
5-7 days
April – June, September – October
Tour the morning farmer’s market with a local chef and step into the kitchen for a cooking class and lunch.
Poring over the glittering mosaic façade of Orvieto Cathedral. Gelato in hand, optional.
Enjoy a morning walk with a local naturalist through the meadows around your villa to forage wild herbs and flowers, then unwind by the pool with an aperitivo in hand.
Embrace Luxury in Your Private Villa
Unpack once and make a charming, luxurious Umbrian villa the cornerstone of your stay. From here, set out on daily excursions to explore Italy’s ‘Green Heart’ and connect with the locals. Take a morning walk with a local naturalist through the surrounding meadows to forage wild herbs and flowers. Make fresh pasta in your kitchen, comb the forest for truffles with an expert and his hounds, watercolour with a local artist or simply relax into the slow, sweet rhythm of the countryside by the pool. You’ll feel like a local once you’ve settled into your own luxury villa—the hardest part will be heading home.
8 days
April – June, September – October
Bike through Reschio Estate’s vineyards on your way to a wine tasting and enjoy five-star services from the comfort of your own private villa on the property.
A day trip to discover nearby Gubbio, which is like stepping into a Medieval storybook.
Featured stays
Hotel Castello di Reschio
Location: Umbria, Italy
Villa di Piazzano
Location: Cortona, Italy
Vocabolo Moscatelli
Location: Umbria, Italy
Palazzo Petrvs
Location: Orvieto, Italy
Umbria rewards travellers with marvellous hilltop towns, delicious cuisine and exceptional wine.
Often passed over by visitors seeking out its better-known neighbour, Umbria rewards travellers with marvellous hilltop towns, a distinct and delicious cuisine, and exceptional wine in a setting where the local presence feels authentic, not touristy.
— Courtney Mundy, Experience DesignerProcess
Step 1
Let's connect
Have a trip in mind or just starting to dream? Share your travel preferences with us and we will reach out to kick off the planning.
Step 2
Detailed Brief
We'll set up a conversation to get to know you and your group. From there, you'll receive a journey proposal—destinations, activities and accommodation options shaped around what matters most to you. An initial Trip Development Fee is collected before moving to the next stage.
Step 3
Tailored Itinerary and Confirmation
Your Experience Designer will share a detailed trip plan, then work closely with you to refine it until every detail is right. When you're ready, a per-person deposit confirms your trip, with full payment due 95 days* before departure.
Step 4
Support, Start to Finish
Before you leave, you'll receive a full breakdown of your journey. On the road, you'll have dedicated support throughout. When you return, the same Traveller Experience team will be ready to hear how it went—and to start thinking about what comes next.
* Final payment terms may vary based on destination and type of trip.
Good to know
Accommodation
Umbria offers simpler accommodations, besides that of Reschio Estate. B&R has access to the best in the region, where luxury presents itself in the form of local charm, comfort and great service.
Food
While vegan dining options in Umbria are available, they can be limited. If vegan meals are essential during your trip, please let your planner know.
Post Trip
If you have extra time to extend your trip, consider combining it with Tuscany for biking, e-biking or multi-active experiences.
Why choose a Bespoke trip?
An Effortless Journey
Our expert Experience Designers are perfectionists, using first-hand knowledge of routes, restaurants and hotels to create an unforgettable experience. This means you’re in the best hands to plan your dream trip.
Lifelong Memories
Our Bespoke trips are often described as lifechanging. When every detail and magical moment is planned just for you and your group – you'll get exactly what you're after, and more. The perfect addition to the memory book.
Years of Local Friendships
We’ve been at this since 1966, and our Experience Designers have been planting seeds and building friendships around the world since day one. The loyalty we share with our connections is invaluable and is what allows us to give access exclusive to B&R.
Creativity and Spontaneity
From our office to our guides on the road, every person who touches your trip pours their passion and creativity into it. When you travel Bespoke, you’ll work closely with passionate planners to create the perfect fit for you and your travelling companions.
