Cycling holidays in Umbria

The Umbrians are isolated from everyday life by encircling mountains and inhabit a timeless world of natural beauty, historic sunsets and a gastronomic paradise that consists entirely of fresh local produce. Specialties such as risotto with grated truffles, mazzafegati (chopped liver) or Castellucio lentils are followed by rare ewes' milk cheeses and tasty pinoccate cakes, and enjoyed with a delicious Colli del Trasimeno white wine or the unique Sagrantino red.

A visit to Umbria is still an adventure into the undiscovered, a medieval backwater that is remembered for its stillness. The best way to fully appreciate it is on a gentle cycling holiday. Perugia has one of Italy's finest art collections, Gubbio is a complete memorial to the mediaeval period and Assisi is famous for St Francis. But every little town and village has its own unique charm or hidden treasure.

Umbria is very aptly described as 'the gentle soul of Italy' and it's a wonderful choice for a relaxed walking or cycling holiday. Aside from the beautiful ancient cities, picturesque hilltop villages, exquisite frescoes, and as well as producing more than 40% of the nation's pasta, the best olive oil in the country and black truffles that are sought after all over the world, Umbria is above all home to wonderfully down-to-earth and friendly people.

But don't just take our word for how amazing it is - you must see it for yourself. If you're about to plan your next holiday and have any questions about one of our cycling holidays in Umbria, one of our experienced team will be able to help.

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The Wine Trails of Umbria Cycling
Italy: Umbria

The Wine Trails of Umbria Cycling

This trip combines scenic pedalling through olive groves, sunflower fields and vineyards with time in gorgeous historic towns and sun-drenched villages. Highlights include panoramic Montefalco, picture-postcard Spello and ancient Assisi.



  • Holiday codeC07UR
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1449per person, tour only
  • NEW FOR 2024  
  • All accommodation
  • All breakfasts
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)