Italy: Umbria, Spello, Montefalco & Assisi
With VBT’s deep Italian roots, we know where to find Umbria’s most scenic, low-traffic cycling routes for the best biking experience. Join us on an epic spin through the “green heart” of Italy—including the stunning hilltop city of Assisi—and many hidden gems with authentic local flavor. Cycle the delightful Umbrian countryside to the charming medieval village of Scheggino where you’ll enjoy a tasting of its famous black truffles and local olive oil. During a three-night stay in gothic Spello, you’ll explore this verdant city of hanging gardens—and pedal to the walled village of Montefalco, where you’ll discover its exquisite vintages. Spin along green valleys to the pristine medieval village of Sant’Anatolia di Narco above the River Nera—and cycle the unique landscape of the Colfiorito plateau with its peaceful lagoons and vibrant bird sanctuary. A final night’s stay in a Michelin-starred castle near Perugia brings together all the elements of history, fine dining, and opulence that make this Umbria vacation a delight for the senses.
Tour Highlights:
- Gain insights into local history on a guided walking tour of Spello
- Discover Assisi and learn about native son Saint Francis from our local expert
- Explore medieval Montefalco and Bevagna
- Taste torta al testo, a traditional dish, during a home-hosted lunch at a cozy agriturismo
- Experience the medieval ambiance and pampering service of a castle hotel
- Savor a delicious dinner with perfectly paired wines at a famous enoteca.
6 nights | Call for pricing
Featured Destinations
Perugia
Perugia is a very ancient town, which rose to power during the time of the Etruscans. It was controlled by the Romans and invaded by the barbarians after the fall of the Roman Empire. In the 11th century a Free Commune was set up, reaching great power and splendor in the 13th and 14th century. After an obscure period of internal fighting, in 1540 it was conquered by Paolo III Farnese and remained under the dominion of the Church until 1860, when it became a member of the Italian State. Today Perugia is a splendid city of art, the capital of the region of Umbria and the residence of a famous university. It has a very lively center, rich in beautiful buildings and monuments, where countless artistic and cultural events take place.
Florence
The creative explosion of the Italian Renaissance happened right here, leaving petite Florence more art treasures than most national capitals. View the masterworks of local heroes like Michelangelo and Botticelli, visit countless unforgettable basilicas, then climb up into Brunelleschi's soaring dome to watch the sun set among cypress-clad Tuscan hillsides.
Vacation Details
Valid Date Ranges
05/09/2025 -
12/31/2025
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* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
Prices Start At
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Air City
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Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
Remarks
Prices listed may vary by departure dates. Full terms and conditions apply. Rates vary by date of travel and services; please inquire for the best prices for your preferred travel dates.
All fares are quoted in US Dollars.
OFFER ID
1582847
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San Simeon Travel
1253 Knollwood Circle - Suite 102
Cambria, CA 93428
USA
805.927.4696
800-266-3359