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Umbria Cycling Tour

Experience Italy’s green heart while cycling through Umbria

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Umbria Cycling Tour Overview

Amidst the rolling green hills of Umbria, you'll encounter impeccably preserved medieval treasures such as Montefalco, celebrated for its wines, Assisi, graced by Saint Francis, and the lively "Art City" of Perugia. Cycling through the Tiber Valley and Umbrian hills reveals a landscape rich with olive groves, golden wheat fields, and breathtaking vistas. Indulge in the finest Italian cuisine, where truffles are the star, and savor the region's exceptional local wines.

While the broad valley between Assisi and Spoleto offers a rare stretch of flat terrain, the ancient villages you visit are perched atop hills. The cycling routes include longer, gradual climbs on the first and last days, while the other days feature shorter but occasionally steep ascents, some with gradients of up to 10%. A few sections traverse unpaved roads. This adventure requires a basic level of fitness, with just one climb per day and shorter rides (25 to 30 km daily), leaving plenty of time for immersive sightseeing experiences.

Browse all Central Italy cycling tours on 10Adventures to explore more guided and self-guided cycling tours through Umbria and Tuscany. For all tours in Central Italy, visit Central Italy tours.

Trip highlights

  • Enjoy the scenic routes along the Tiber River and through the lush Umbrian hills, cycling past olive trees and vineyards near the historic town of Assisi.

  • Visit beautifully preserved medieval towns like Collepino, Bettona, and Montefalco, each offering a glimpse into Umbria’s rich history and stunning vistas.

  • Experience the region’s famous wines, including the renowned Sagrantino di Montefalco, while cycling through the Strada del Sagrantino, known for its exceptional vineyards.

  • Explore the spiritual and historical significance of Assisi, home to Saint Francis, with its iconic fortress and serene landscapes.

Day By Day Itinerary

Today, arrive in the charming town of Spello. If time allows, take a leisurely stroll through its picturesque streets and admire the sunset from the town's terrace. Spello is a hidden gem in Umbria, blending rich history with natural beauty. The cobblestone streets and flower-adorned stone walls transport you to a place where time seems to stand still.

Overnight Location:
BnB in Spello
Distance:
None
Meals:
None

Start the day with a challenging ascent to the quaint village of Collepino, offering breathtaking views of rolling hills, vineyards, and olive groves. Cycle through undulating terrain around Mt. Subasio before arriving in Assisi, where the impressive fortress and historical charm create an unforgettable experience.

Overnight Location:
BnB in Assisi
Distance:
25km, 575m of ascent, 440m of descent
Meals:
Breakfast

Begin with a gentle descent through olive groves and quiet roads in the Valle d’Umbria. Follow the river to the village of Torgiano, known for its wine and olive oil. Visit the wine museum and enjoy a tasting before cycling back to Assisi, passing sunlit sunflower fields along the way.

Overnight Location:
BnB in Assisi
Distance:
40km, 310m of ascent, 310m of descent
Meals:
Breakfast

Cycle through olive groves and descend towards the medieval town of Cannara. After a brief stop, continue along flat roads by the Topino River, leading to Bevagna. Explore the historic streets, ancient city walls, and gates, with views of Montefalco on the horizon, setting the stage for tomorrow's adventure.

Overnight Location:
BnB in Bevagna
Distance:
30km, 150m of ascent, 300m of descent
Meals:
Breakfast

Follow the Strada del Sagrantino, famous for its local wines. The scenic uphill ride leads to Montefalco, known as the "balcony of Umbria" for its panoramic views of the countryside. Savor the region’s renowned wines, including Sagrantino di Montefalco and Rosso di Montefalco.

Overnight Location:
BnB in Bevagna
Distance:
30km, 385m of ascent, 385m of descent
Meals:
Breakfast

Cycle through sunflower fields and vineyards as you head towards Spoleto, a town rich in artistic heritage and culture. Spend the afternoon exploring Spoleto’s historic center, visiting landmarks like the Duomo and the hilltop Castle, and indulge in the region’s celebrated truffle dishes.

Overnight Location:
BnB in Spoleto
Distance:
38km, 250m of ascent, 135m of descent
Meals:
Breakfast

After breakfast, the tour concludes unless you have arranged additional nights in Spoleto or another Italian city.

Overnight Location:
None
Distance:
None
Meals:
Breakfast

Tour Map

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Inclusions

Included

  • 6 breakfasts are included.
  • Accommodations for 6 nights are included.
  • Luggage transfers are included (1 piece per person), however, you are in charge of any other transportation needed, such as arrival and departure. Note you will be cycling from town to town yourself.
  • Digital information kit and app
  • Taxes
  • Bike theft insurance (if rented with the tour booking)

Not included

  • Airport transfers
  • Meals or transfers not mentioned as included
  • Entry fees to local objects
  • Bike rental

Optional Extras

  • Bike rental
  • Paperback trip documentation
  • Trip extensions and hotel upgrades
  • Airport transfers

Reviews

These reviews reflect all trips offered by this local tour partner on 10Adventures, not just the tour you’re viewing.

Reviews

These reviews reflect all trips offered by this local tour partner on 10Adventures, not just the tour you’re viewing.

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4.70 (84 reviews)
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FAQ

We rate this tour as a 3 / 5. Although we rate the difficulty of this trip as moderate and the distances are not too long, you will be cycling on a mostly hilly terrain.

Check with your local country about visa requirements. You could also try this website, though you should verify with your government.

6 breakfasts are included.

Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover cycling. Get your travel insurance.

The closest airports are Perugia San Francesco d'Assisi Airport (PEG), about 20 km away, and Rome Fiumicino Airport (FCO), around 180 km away. From either airport, you can take a train or drive to Spello.

Yes, the trip documentation is in English.

The tour ends in Spoleto.

Check with your family doctor.

Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.

Last Updated: May 25, 2026

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