Think You’ve Seen Italy? Don’t Miss Out on Umbria!

There’s no two ways about it—here at VBT, we love Italy! It seems like there’s always something new to discover around every bend in the road—and VBT’s Italian Trip Designer, Katia Torre, delights in planning new itineraries to showcase Italy’s best kept secrets—including VBT’s Italy: Umbria, Spello, Montefalco & Assisi Guided Tour.

While it might be an exaggeration to describe the Italian province of Umbria as an “off the beaten path” destination, this historic Italian region is pleasantly uncrowded compared to popular spots in Tuscany—perhaps because it’s not as easy to reach. However, to miss out on Umbria is to miss out on some of Italy’s most brilliant gems—which is why this unique VBT cycling adventure brings you straight to the heart of this lush and sacred province. Here, you’ll delve deep into Umbria’s peaceful countryside. Stop to explore the charming village of Rasiglia—often called the “Little Venice of Umbria” for its delightful network of canals. Stroll the picturesque streets of Scheggino—a 13th-century medieval hamlet on the River Nera. Enjoy a three-night stay in a 16th-century grain mill in vibrant Spello—a village renowned for its colorful hanging gardens. Along the way, you’ll discover Umbria’s rich artistic and spiritual heritage, and revel in the exceptional pleasures of the Umbrian table. It’s a side of Italy that simply can’t be missed.

Simplicity and Elegance: The Many Faces of Assisi

Born and raised in Italy, Katia has dedicated her career to designed cycling vacations across the length and breadth of her native land—so, to say, “Katia knows Italy,” is an understatement. “There are so many beautiful towns in Italy—each one unique and lovely in its own way,” says Katia. “But in my opinion, the most beautiful city of all is Assisi. Around every corner you find something exceptional and unique. Neighbors love to compete for the honor of displaying the best flower boxes—so the whole town is just bursting with color.” Perched on the slopes of Mount Subasio, this remarkable city, with its rich spiritual and artistic heritage, is the jewel in Umbria’s crown. The birthplace of Saint Francis of Assisi, the city is home to the resplendent Basilica of San Francesco—featuring elaborate frescoes painted by the 13th-century Italian master, Giotto. In recognition of its unique historic and artistic legacy, the entire city of Assisi was made a UNESCO Heritage site in 2000.

Throughout the region, Umbria is rich with the history of Saint Francis—including the Via di Francesco, a pilgrimage route that traces the steps of the saint. The modern Via di Francesco includes a bike path that runs parallel to the traditional pilgrimage route—providing miles of car-free cycling among lush Umbrian valleys. Here, your VBT adventure spins past charming vineyards and villages—stopping to explore the delightful medieval hamlets of Bevagna and Montefalco along the way. The tranquility of car-free cycling makes it easy to relax as you pedal past lush green fields and charming stone villages.

Bright Sunny Days; Cool Refreshing Nights

As you explore the Umbrian countryside, the simplicity of the Franciscan ethos meets the depth of artistic expression in its rich proto-Renaissance art and imposing Romanesque architecture. Perched high on the hill of Campello Alto, a two-night stay in the 11th-century convent of Borgo Campello gives you the perfect opportunity to drink in the rich, but simple, spiritual heritage of the region—while enjoying the comfort of modern amenities and exceptional local cuisine. As you stroll the convent’s hallowed halls, you may stop to appreciate the many exceptional paintings that decorate its walls—and perhaps even take a short jaunt to the peak of Campello Alto to explore its magnificent 10th-century castle. The altitude of the convent provides spectacular views of the valley below—and it keeps the evening air comfortably cool. As the sun begins to set, bathing the hills in vibrant tones of rose and lavender, it’s refreshing to relax with an aperitivo on the terrace while taking in the stunning views and enjoying the cool of the evening.

On a ridge above Perugia lies the 11th-century Castello di Monterone—and your hilltop home for the final two nights of your Umbria adventure. This is a true fairytale castle—complete with stone turrets, an elaborate rose garden, medieval cloisters, and bedrooms equipped with unique features such as rosette windows, ancient frescoes, iron-wrought balconies, and the occasional suit of armor. Some rooms are even rumored to have a ghost! This is the perfect vantage point from which to appreciate Umbria’s storied history, superlative cuisine, and elegant vintages—along with the splendid views and pleasantly cool evenings that come with its lofty altitude.

It’s a Fact: Umbria is Delicious

Umbria is often referred to as the “green heart” of Italy, and it’s easy to see why. Cycling through the verdant countryside you’ll discover all manner of lush vegetation—grassy meadows filled with vibrant wildflowers bursting with color, rows of gnarled olive trees, and fields rich with chickpeas, lentils, and red potatoes. Less visible, but also abundant, are fragrant black truffles—a local delicacy prized for their unique and delicate flavor. The wonderful Museo del Tartufo Urbani in Scheggino offers remarkable insight into the techniques and history of truffle hunting—as well as a gift shop where one can purchase black truffles, white truffles, a wide range of truffle sauces, and even chocolates. It’s a wonderful way to bring the flavors of Umbria home to share.