Umbria Cycling Break

  • 5.0
    (8 reviews)
  • Category

    Cycle Touring
    Self Guided
  • Grade

    Leisurely to Moderate
  • Duration/s

    4 nights
  • Start / Finish

    Assisi / Assisi
  • Distance

    84 miles/135 kms
  • Themes

    EbikeFamilyGastronomicWine Lovers
  • Accommodation

    Comfort to Superior
  • Tour code

Price From £369


A circular cycling holiday from and to Assisi, exploring the wonderful region of Umbria. Spend each day cycling through the charming Umbrian countryside, passing vineyards, olive groves and visiting medieval, hilltop towns. Each night will be spent in delightful, timeless towns or villages where quaint streets, delicious food and superb wine are always on offer.

Umbria is known as the green valley due to the rich fertile landscape but in summer it is more than that.  At this time it is adorned with masses of colour from the olive groves, cypress-topped hills, and sunflower fields to the medieval towns decked with a huge array of colourful flowers.

Sunflowers - Umbria - Italy*

Umbrian countryside

Visit the towns of Assisi, Spoleto and Bevagna rich in history, culture, architecture, art and tradition. Not forgetting the spiritual connections in Assisi, which was home to St Francis and St Benedict and has the impressive basilica of St Francis where the saint’s body has been laid to rest. The route leads you along the valley floor, but to visit the lovely little hilltop towns it is also necessary to take on a few climbs. The steeper ones are not too long and the longer ones are not too steep, but a reasonable level of fitness is required to enjoy this tour fully.

Itinerary & Map

The route leads you along the valley floor, but to visit the lovely little hilltop towns it is also necessary to take on a few climbs. The steeper ones are not too long and the longer ones are not too steep, but a reasonable level of fitness is required to enjoy this tour fully.

View larger map

Day 1: Arrive Assisi

Assisi - Umbria - ItalyIV*


Upon arrival make your way to your first hotel in or nearby Assisi. After check-in you are free to relax and explore the town. Take a stroll to get your bearings and although the town can be busy at times you’ll notice there is still a calm and tranquil atmosphere about it. We suggest a visit to the Basilica of St Francis where St Francis is laid to rest. It is quite impressive with frescos by well known artists such as Giotto. Maybe visit one or two of the less well-known churches, which are equally lovely, such as the Church of St Clare before settling down in one of the many street cafes or restaurants for a spot of people watching.

Day 2: Assisi – Spoleto, 33 miles/53 kms

Spoleto - Umbria - Italy*


After breakfast your cycling adventure begins. We suggest you start early today so that you can appreciate the varied countryside and have time to explore some of the delightful villages along the route. You’ll definitely want to take a break in the pretty walled town of Spello. Stroll around the quaint narrow alleys, enjoying the floral displays which seem to leap from the sandstone buildings. Eventually you arrive in Spoleto, a gorgeous hilltop town surrounded by evergreen trees and your home for the evening.

Day 3: Spoleto – Bevagna, 22 to 25 miles/35 to 40 kms

Bevagna - Umbria - Italy*


Before leaving Spoleto we suggest you visit the cathedral with its beautiful frescoes and then head out into the Umbrian countryside. You have a choice of routes today with the easiest being a direct, flat route straight to Bevagna. At the foot of Montefalco you can decide whether to cycle straight on to Bevagna or detour up to the medieval hilltop village – known as the ‘Balcony of Umbria’. Its quite a climb but you’ll be rewarded with amazing views and the village itself is gorgeous! If further incentive is required how about the rather good wines produced here. Then it’s on to Bevagna, a bustling medieval valley town that will be your home for the evening.

Day 4: Bevagna – Assisi, 23 to 32 miles/37 to 52 kms

Umbrian Valley - Italy*

Umbrian Valley

Cycling today is mainly through the Umbrian valley. We suggest you take time to stop in the town of Torgiano, famous for its excellent red and white wines. Time permitting you may wish to visit the ‘osteria’ of the Lungarotti family, where you can taste some truly excellent wines. In the distance you will see the hilltop town of Assisi. Consider a stop at the Franciscan basilica in S.Maria degli Angeli with its impressive dome and humble little chapel Porziuncola, where St. Francis once came to pray. You then complete the circle, returning to Assisi for the final night of your holiday.

Day 5: End of Trip

After breakfast it’s time to check-out and head for home or your next adventure.

Dates & Prices

2019 Arrival Dates
Arrivals daily from 01 April to 31 October

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2019 Prices
Per person
01 Apr
15 Jun
16 Jun
06 Jul
07 Jul
31 Oct
Comfort category
Double/twin £406 £429 £406                
Single £522 £545 £522                
Triple £369 £391 £369                
Solo cyclist £536 £558 £536                
Superior category
Double/twin £524 £547 £524                
Single £634 £657 £634                
Triple £444 £467 £444                
Solo cyclist £659 £682 £659                

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Deposit per person £100

Price Includes

4 nights accommodation. See practical information
4 x Breakfast
Luggage transfer
Maps & route information
Welcome briefing
Local assistance

Price Excludes

Flights and transfers
Bike hire (see supplements)
Tourist tax (payable locally)
Transfer Perugia Airport to hotel in Assisi (€20 per person to be paid locally)
Transfer train station to hotel in Assisi (€7.50 per person to be paid locally)


Half board comfort category: 4 x Dinners (£96)
Half board superior category: 4 x Dinners (£134)
Bike with pannier & lock. See practical information (£63)
Electric bike with pannier & lock (£122)

Practical Information


City bike

Example of the type of bike used on this tour – female

The bikes provided on this tour are modern alloy framed, hybrid bikes with 21 speeds and comfortable saddle with upright riding position.

The bikes come equipped with a rear pannier, lock, repair kit, pump and visibility vest. Per room also a handlebar bag and odometer.

Electric bikes, smaller framed children’s bikes and trailers are also available.

We suggest you bring your own helmet for safety and hygiene reasons. Alternatively, helmets can be provided on arrival.


Below you will find examples of the types of accommodation typically used on this tour. Please note that the hotels we book for you may differ slightly from those described but they will certainly be of a similar standard.

Comfort: Good quality 3 star hotels.
Assisi: Hotel la Terrazza
Spoleto: Hotel Clitunno
Bevagna: Hotel Brunamonti
Assisi: Hotel la Terrazza

Superior: 4 star properties throughout.
Assisi area: Hotel Dal Moro Gallery
Spoleto: Hotel San Luca
Bevagna: Hotel Brunamonti – superior room
Assisi area: Hotel Dal Moro Gallery

Local taxes
Some hotels have started to charge a local/tourist tax. These taxes are not included in the sale price of the tour and must be paid directly by you at check-in or checkout at the hotels. This fee varies and is ever changing but as a guide, you may be asked to pay between €1-€4 per person per night.

Getting There

Fly to Perugia, Rome or Florence

Research flights from the UK here

Take the train to Assisi

Research trains in Italy here.


Current rating for this cycling holiday based on 8 reviews 5.0
  • Date - 18/07/2019
  • Name - Anonymous
  • Service rating -
  • Service comment - Great holiday, very easy booking and the local partner they worked with was excellent, responsive and helpful.
  • Product rating -
  • Product comment - Hotels were very impressive and all centrally located, bag pick-up/droff was excellent and the tour operators very professional and super helpful. We loved it and great route. Can't wait to try the next one.
  • Flexitreks response - Service rating : Thank you, we're glad all went so well.
    Product : Just how it should be - thanks so much for talking the time to submit this review.
  • Date - 18/04/2019
  • Name - Anonymous
  • Service rating -
  • Service comment - The website was clear and 'phone staff helpful.
    Was tricky matching flights with the tripbut that's due to the North having less choice in flights pre-Easter
  • Product rating -
  • Product comment - We chose comfort accommodation and it was good. The local cycle staff were very helpful. Bikes were perfect for the route which was roughly paved or gravel for a good proportion. Tour directions were detailed, we took some wrong turns but managed fine. In retrospect we should have downloaded the gps files available. The towns visited were stunning and the food we experienced was outstanding. I would say that the easy moderate description is accurate if you have a little bit of cycling experience or are young and fit (our group was age 40-60's.
  • Flexitreks response - Service rating : We're glad we could help and pleased you managed to find some flights to match the trip.
    Product : Thanks you for the lovely review. Yes, having a smartphone that shows where you are on the route can be very helpful. We are able to offer this option on most of our tours these days.
  • Date - 06/10/2018
  • Name - Richard Putman
  • Service rating -
  • Service comment - Clear advice and instructions were given about what it was necessary to take, what would be included, and arrangements were made for me to be picked up at the airport when I arrived.
  • Product rating -
  • Product comment - The bicycles were in excellent condition and the hotels selected were of a high standard. The directions included small roads and tracks away from the highways and were very expicit and helpful. It was a marvelous holiday and I will certainly be repeating it if I can.
  • Flexitreks response - Service rating : Thanks Richard, we appreciate the feedback.

    Product : Sounds idyllic, we look forward to being of service again soon Richard.
  • Date - 04/10/2018
  • Name - Barbara Farrell
  • Service rating -
  • Service comment - They were great to deal with!
  • Product rating -
  • Product comment - The rides were longer than we thought they would be, but we were also trying to beat the rain. The areas were so beautiful. The E bike I used was perfect for hills. The hotels were nice. The directions could have been a little more detailed.
  • Flexitreks response - Service rating : Thanks Barbara!

    Product : Thanks Barbara, e-bikes are definitely a great choice for this 'undulating' route.
  • Date - 30/05/2018
  • Name - Sophy Bishop
  • Service rating -
  • Service comment - Communication was very easy. They sent over all of the details ahead of time and were quick to respond to emails.
  • Product rating -
  • Product comment - We had a great 4-day cycling trip in Umbria with Flexitreks. The bikes were in excellent condition, the hotels were very nice, and all of the services we received was great. The routes that they provided were top notch, small backcountry rodes that we would never have found on our own. Went through beautiful farm country, rolling Umbrian hills, and through a number of quaint cities and towns. Would definitely book again, a great experience!
  • Flexitreks response - Service rating : Thanks Sophy, we understand the pre-tour service is as important as the holiday itself.

    Product : Thank you so much for the lovely review Sophy and we look forward to discussing next year's trip soon.
  • Date - 22/08/2017
  • Name - Christopher Halls
  • Service rating -
  • Service comment - Great info and communication very helpfully all round.
  • Product rating -
  • Product comment - Excellent route beautiful part of Italy hotels better than expected food and wine superb everything worked as it should the local contact was so passionate about the are too. We will re visit with wives non cycling too.
  • Flexitreks response - Thanks for the lovely review Christopher. The food, wine and scenery found on this route win more fans every year.
  • Date - 22/08/2017
  • Name - Helen Hare
  • Service rating -
  • Service comment - We used Flexitreks to custom build a cycle tour as part of our Honeymoon in Italy. We gave them some fairly demanding requirements and they met them without difficulty.
  • Product rating -
  • Product comment - The route data supplied were accurate, the hotels were without exception lovely, the food was excellent, the local company that Flexitreks use were easy to deal with, friendly, professional and really knew how to care for their bikes. Luggage transfer was without incident. We would 100% recommend and can't wait to book again in future.
  • Flexitreks response - Thank you for the wonderful review Helen. It makes us very happy that our element of your honeymoon in Umbria was so enjoyable.
  • Date - 29/05/2017
  • Name - Gill Saunders
  • Service rating -
  • Service comment - Ally is always happy to help & no request too much trouble
  • Product rating -
  • Product comment - Excellent accommodation, bike, information & mapping. A great tour of a beautiful part of Italy.
  • Flexitreks response - Thanks for the lovely review Gill. We're glad you enjoyed the holiday and Ally appreciates the mention too!