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10 Day Individual Cycling Holiday in Umbria, Italy
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This listing has no upcoming availability. Check out these similar experiences

(No availability) 10 Day Individual Cycling Holiday in Umbria, Italy

Assisi, Province of Perugia, Umbria, Italy

Italy Cycling Holidays

The trip starts and finishes in the beautiful town of Assisi. Many monuments have been erected here in honor of the saints Francis and Clare. But Assisi isn’t the only highlight of this tour. You will pass many other interesting small towns such as Spello, Montefalco, and Bevagna, The biker-friendly roads, the lovely towns and the green hills with cypresses, vineyards and olive trees make this tour one-of-a-kind!

Key information

  • Trip type: Self-guided
  • Lodging: Point to Point
  • Terrain: Hilly landscapes. Cycling over quiet asphalted or dirt country roads. Some noteworthy descent and ascents
  • Starts in: Assisi
  • Ends in: Assisi
  • Difficulty level: Moderate (Cyclist needs to have a good level of fitness, terrain is mostly hilly or unpaved but they will ride on flat terrain sometime,31-45 miles per day)
  • Total Distance: 292 Miles / 475 Kilometers
  • Type of bike: Road bike, E-bike, Hybrid
  • E-bike: Available to rent


  • Cycle through the unspoiled region of Umbria
  • Spend two nights at Torgiano and visit the county-town of Perugia
  • Pass by interesting small towns such as Spello, Montefalco, Bevagna
  • Detailed descriptions and maps of the routes (also GPS)
  • Local back up service and tour information
  • 9 nights accommodation in 3-star hotels
  • Luggage transportation
  • Daily breakfast

Skill level

  • Intermediate


9 days with instruction
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During this tour, you will be accommodated in three-star hotels in various places in Umbria, such as Torgiano, Umbertide, etc.


Program in short

  • Day 1: Arrival Viole di Assisi (3 kilometers) or Assisi
  • Day 2: To Spoleto (58 kilometers / 34 miles)
  • Day 3: To Torgiano (58 kilometers / 34 miles)
  • Day 4: Roundtrip to Perugia (ca. 40 kilometers / 25 miles) or day of rest
  • Day 5: To lake Trasimeno (ca.48 kilometers / 30 miles)
  • Day 6: Tour around the lake (65 kilometers / 40.5 miles) or a loop to Cortona (54 kilometers / 33.6 miles)
  • Day 7: To Umbertide (ca. 43 kilometers / 27 miles)
  • Day 8: To Gubbio (ca. 55 kilometers / 34 miles)
  • Day 9: To Assisi (ca. 54 kilometers / 33.5 miles)
  • Day 10: Departure


Day 1 - Individual arrival at Assisi

Collect cycles, route briefing, and instruction. The start of this cycle tour is in the lovely medieval town of Assisi, the popular pilgrimage town built on the slopes of Monte Subasio. Its impressive ramparts, towers and palace roofs of the town are visible from afar. Assisi has a strong unbreakable bond with the saints Francis and Clare. On the day of your arrival, you might want to explore the town with its little alleys and squares. Worth seeing are the famous basilica of St. Francis and the Roman temple of Minerva in Piazza del Comune. Your overnight stay is in a hotel between Assisi (3 kilometers) and Spello, another beautiful fortified town with old town gates and an amphitheater. (On request a hotel in Assisi is possible).

Day 2 - Spoleto (58 kilometers / 34 miles)

This tour has an extra night in the town of Spoleto, famous for its yearly cultural 'festival dei due mondi'.

Day 3 - Passing the small medieval towns Spello-Montefalco-Bevagna-Torgiano (58 kilometers / 34 miles)

This morning, there will be time to wander about in Spello. After continuing your journey through the valley of Spoleto, passing Foligno, your route goes up to Montefalco; also called ‘the balcony of Umbria’, because of its fantastic panorama. The Franciscan church, now a museum, is decorated with magnificent frescoes from the 15th and 16th century by artists like Benozzo Gozzoli and Perugino. The next town you will visit is Bevagna, whose characteristic medieval square still hosts two Romanesque churches. Your overnight stay is in Torgiano, which in medieval times was a fortified village and is situated on a hilltop above the confluence of the rivers Chiascio and Tiber. Interesting to visit are the wine museum and the ‘osteria’ of the Lungarotti family, where you can taste their excellent wines.

Day 4 - Visiting Perugia (ca. 40 kilometers / 25 miles)

Today you can visit the neighboring town of Perugia: the provincial capital and a lively, vibrant place. The medieval town center with its little alleyways is at the highest point of the town. The Renaissance palaces, churches, museums, and many galleries make a lasting impression. You will spend the night once more in the peaceful, hospitable town of Torgiano.

Day 5 - From Torgiano to lake Trasimeno (53 kilometers / 33 miles)

On the fifth day, you will bike through a hilly landscape to be rewarded with a magnificent view of the lake and its islands. Your hotel is in the center of the little fishing village of Passignano, a town made of history and nature, art and folklore, peace and vitality.

Day 6 - Tour around the lake (65 kilometers / 40.5 miles) or a loop to Cortona (54 kilometers / 33.6 miles)

You will have an extra overnight stay at Lake Trasimeno, where you could do a nice tour around the lake or visit one of the islands.

Day 7 - From the lake to Umbertide (ca. 43 kilometers / 27 miles)

Today’s bike is through unspoiled scenery to the quiet little town of Umbertide, which town center is dominated by a majestic tower, the remains of a castle dating back to 1385. There will be some uphill and downhill cycling. Your hotel is a lovely country hotel just outside town.

Day 8 - From Umbertide to Gubbio (ca. 55 kilometers / 34 miles)

Today you will reach the fortified hill town of Gubbio. Worthwhile visiting are the palaces, the Roman theatre and the monastery of S. Ubaldo, which is built at 827 meters altitude and can be reached by cable car. Your overnight stay will be near the historical center.

Day 9 - From Gubbio to Assisi (ca. 54 kilometers / 33.5 miles)

At the beginning of this last leg of the tour you still have some hard climbing to do, through a rolling still-life landscape, but after that, you have a well-deserved easy descent to Assisi. Cycling through the center of this little town you will pass its most important monuments, like the Basilica of St. Francis, the temple of Minerva and the basilica of St. Clare.

Day 10

Departure after breakfast.


This cycling tour will be happening in the unique and unspoiled region of Umbria. Umbria, nestling between Tuscany, Marche and Lazio, is maybe one of the smallest regions of Italy, but it has a wide range of different landscapes: from harsh gorges to sweet green hills, wild woods to fertile plains transformed by varied cultivations; oases of fresh, crystal clear spring water, and enchanting lakes. This cycle tour combines the beauty of nature with sightseeing in quiet little medieval towns.


You will have daily breakfast for the duration of the trip.

The following meals are included:

  • Breakfast

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

Things to do (optional)

A wine tasting or a cooking class can be booked.

What's included

  • 9 nights accommodation in 3 star hotel (upon request Upgrade possible)
  • Luggage transportation
  • Detailed descriptions (English, German, Italian or Dutch) and maps of the routes (also GPS tracks on request)
  • Local back up service
  • Tour information
  • Route briefing on arrival day
  • Daily breakfast

What's not included

  • Bike rental (e-bike, hybrid or road bike)
  • Tracks for GPS
  • Extra overnight stays
  • Wine tasting
  • Upgrades to 4-star hotels and superior rooms
  • Local tourist taxes have to be paid directly at the hotels

How to get there

Recommended Airports

Cancellation Policy

  • A reservation requires a deposit of 20% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.
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