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Umbria Self-Guided Tour (7 Nights)

Tour code: UMBSG7A

Tour Overview

The Umbria tour starts in Sansepolcro, close to Arezzo, and makes its way south, first following the Upper Tiber Valley. This is also known as “museum valley” for its extraordinary collection of art and history, particularly in the town of Citta di Castello. The mighty Tiber joins with several other feeder rivers close to Assisi – the town associated with St Francis, where there is a two night stopover. From Assisi there is a loop ride around Mount Subasio and through the wine-producing region of Torgiano. The itinerary continues south along the beautiful “Olive Grove Way”, to explore the plains of the Topino River and the Umbra Valley, a masterpiece of over two thousand years of agricultural practice. At the southern end of the Umbra Valley the final destination is the fabulous town of Speleto.

The tour itinerary offers two distinct levels of challenge. The core routes, which stick primarily to the plains, are mainly along quiet rural road, lanes and cycle paths. There are climbs up to, and descents from the hill towns that provide your accommodation – but these are neither particularly long nor arduous. The core routes allow you plenty of time to explore the wonderful Umbrian towns and villages en route. Riding is easy in the main, and the routes offer wonderful views of the hills and mountains that are the backdrops to the plains. The extension routes are very much aimed towards the ambitious riders, taking you up from the valley floors and into the surrounding hills for some wonderfully scenic (and challenging!) rides. For couples where the level of ambition and challenge differs, the more adventurous may choose to do the extension routes, while the less ambitious can settle for the more leisurely and less challenging core routes.

See the Regional Details page for further information on the scenery and attractions.

Ten highlights

  • The Upper Tiber valley
  • The Renaissance town of Citta di Castella
  • The views from Montone
  • The frescoed Basilicas of Assisi
  • Mount Subasio Regional Park
  • Bevagna’s Roman remains
  • Spello
  • Olive Grove Way
  • The Umbra Valley
  • The Ponte delle Torri in Spoleto


  • Assisi
  • Carceri, Mt Subasio
  • Spoleto
  • The Open Road
  • Togetherness
  • Umbra Valley
  • Wine Cellar


  • Spend a night or two in Florence before or after your bike tour.
  • Ride from Florence to Sansepolcro stopping in the town of Stia en route.
  • Precede this itinerary with the Siena itinerary to produce a wonderful 13 night trip through Tuscany and Umbria

Outline Itinerary

Day Start Stay Core route Options En Route
→ km ↑ m longer shorter
1 - Sansepolcro - - - -
2 Sansepolcro Umbertide 39.8 407   The Tiber Valley and the river path, Citta di Castello historic center
3 Umbertide Assisi 54.5 519   The Tiber Valley close to Perugia and vistas of Assisi from the valley
4 Assisi Assisi 33 756   A great loop ride around Mt Subasio from olive groves to the oak woods, Collepino and Spello
5 Assisi Bevagna 50.3 530 The Olive grove way, olive oil tasting, Spello and the fortified town of Bevagna
6 Bevagna Spoleto 38.6 464 The bike path on the valley, Trevi and the olive grove way
7 Spoleto Spoleto 64.1 1322 Apennine Mts, stunning vista of the Valle Umbra

Tour Costs

Costs in Euros
Basic cost per person sharing 695*
Single accommodation supplement (if applicable) 240
Optional Costs
Bicycle rental Hybrid 155
Road 185
Carbon road 275

E-Bike POA
luggage transfers Total for one or two people 240
Each additional person 20

* Prices for solo travellers are on request

Click here for more details on what's included in the costs above.

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