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Cycling Umbria: the Easy Way

Cycling Umbria: the Easy Way

From 850Euro per person

From Cortona to Assisi
This tour provides you with the best of the area while keeping a more relaxed pace. While the distances are a bit shorter & the hills less steep, however, the wines are just as rich. After all, this is your vacation: your opportunity to slow down, relax, & savor every moment.
You will begin in the charming town of Cortona, famous for its Etruscan tombs from the 6th century BC. From there you’ll bike to the Renaissance jewel of Perugia, where you can taste its world-famous Perugina chocolates. Descending into the vineyard hills & olive groves, you then find the enchanting Deruta, where they have been making artisan ceramics since the 13th century. Your trip will end in Assisi, a UNESCO World Heritage Site & home to great early Renaissance masterpieces by Giotto, Simone Martini & Cimabue.

YOU CAN ALWAYS CUSTOMIZE YOUR TOUR (Departure Dates, Distance Km, Luggage transport, E-bikes, etc.) BY CONTACTING OUR TEAM


> Cortona and Trasimeno
> Perugia
> Deruta and Ceramics
> Assisi and Bevagna


We transfer your luggage

Just leave it at the reception desk with your name tag & you will find it at your next accommodation.

We book your hotels

We will book double rooms with private bathrooms in 2- or 3-star hotels, boutique B&Bs, or agritourism estates. You will find the vouchers to each hotel in your welcome package.

We supply detailed route notes & maps

The route notes can be in English, Italian, French, or German. All maps have GPS tracking.

  • Destination
  • Departure
    From Cortona to Assisi
  • Included
    7 NIGHTS ( in 3 Star Accommodation )
    All breakfast ( dinners on demand )
    Emergency number 24/7
    Gps Files Available
    Luggage Transfer
    Road Book & Maps
  • Not Included
    11 NIGHTS ( in 3 Star Accommodation )
    2 Dinners
    5 Dinner package ( On Request )
    5 NIGHTS in 3-4 Stars Accommodation
    6 NIGHTS in 3* / 4* Accommodation
    8 NIGHTS in 3* / 4* Accommodation
    Pilgrim's "Credenziale" ( Stamp book )
    Wine Tasting in Umbria

Day 1 – Arrival in Cortona

Arrival in Cortona, the small medioeval town that Mayes’ book has made famous. The next morning, after welcome meeting proceed toward Trasimeno lake shores descending soft hills covered by the yellow broom bushes. You will spend the second night at Cristina’s house enjoying an Italian family.

Day 2 – Ride to Corte del Poggio along the Trasimeno Lake


Day 3 – La Corte del Poggio Loop

You can have a rest day with just a loop to Panicale ( 50km ) and a cooking class in the afternoon (not included in the price) or an alternative shorter loop to visit Monte Vibiano winery ( 35 km ).

Day 4 – La corte del Poggio – Perugia – 32 km

Your day destination is Perugia, the main town in Umbria, with its fine square and communal palace, its renaissance painting collection, and the Rocca Paolina, the subterranean town. Perugia is also a lively town with shops and fashionable boutiques. Spend the night in town.

Day 5 – Perugia – Assisi – 35 km

We are now in the heart of Umbria; visit Deruta a famous ceramic makers’ place and Torgiano, Lungarotti wineries home town; if a wine tasting might be dangerous for your safety (!) a visit to the wine museum is advised. Spend the night in Assisi in a lovely Country Inn just outside town within walking distance from the Basilica.

Day 6 – Free day in Assisi

Assisi deserve an entire day to enjoy and your Inn has a lovely swimming pool to relax. However if you want some exercise we have a half day hike to reach the Eremo delle carceri the San Francis peaceful retreat just above Assisi. You can choose a bike loop to Deruta and Torgiano ( 50km ).

Day 7 – Assisi – Spello

We bike in the very core of Umbria: from Assisi to Spello, and, if you haven’t had enough, on to Bevagna the lovely medieval town where each sumer a huge medieval festival is held that feature ancient workshops and costumes. Overnight in Spello.

Day 8 - End of our services

Transfer to Foligno train station to catch the train for the next destination. See you on your next adventure in Italy!

Accommodation Level


Day 1 - Cortona


Day 2 - Corte del Poggio


Day 3 - Corte del Poggio


Day 4 - Perugia


Day 5 - Assisi


Day 6 - Assisi


Day 7 - Spello
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