Challenging Cycling holidays

We offer a variety of challenging cycling trips for experienced bikers. These trips are designed for riders who are generally fit and ride regularly. The routes are challenging, with a mix of hills, mountains, and long distances.

Riders will experience a variety of terrain and scenery and will have the opportunity to challenge themselves both physically and mentally.

Featured Trip

Although this cycle path isn’t quite finished, this route around Italy’s biggest lake is truly dreamy and more than worth a visit. Cycle lakeside on promenades decorated with flowers while your eyes feast on extensive views of the glimmering lake. Swim in the less-known lakes Ledro and Idro, which are just as beautiful.

Head through the luscious Etsch valley with its gorgeous views and varied landscapes. Of course, it also wouldn’t be a trip to Italy without trying some incredible cuisine characterised by local olive oil, wine, citrus fruits, and fresh-water fish. It really is like living in a fairy tale.

Price range


16 Results found

Vines on the Rhine
Calender 9 days

Difficulty: Challenging


call 01706 618155 for all bookings and enquiries

We have officially merged Wheel2Wheel Holidays into Freewheel Holidays. If you have been redirected from a search engine result, welcome to Freewheel Holidays!

You’ll still find similar cycling holidays to the product range as previously displayed on Wheel2Wheel Holidays. However, if you cannot see what you are looking for, please contact us.