Cycling holidays in Italy

We are really passionate about Italy as a cycling holiday destination and have selected cycling holidays that really showcase the varied nature of the country. For cycling holidays in Italy, Freewheel have the whole country covered, from the Dolomites in the north to cycling holidays in Sicily in the south.

You'll ride around wonderful cities like Venice, Florence and Verona, and also enjoy the remarkable scenery of rural Tuscany, Sicily and Sardinia on your bike. For something a bit different why not try our popular ‘Boat & Bike’ holiday between Venice and Mantova, or follow the Adriatic coast from Venice round to Porec in neaby Croatia? The islands of Sicily and Sardinia offer a great off-season choice for early or late in the year sunshine.

We have selected cycle tours with convenient starting points to make joining your cycling holiday as simple as possible. Many of the cycling holidays in Italy start close to main airports such as Milan, Pisa or Venice for ease.

You then transfer by local transport to the starting point of your cycle tour in Italy. We advise you on how to do this.

All cycling holidays in Italy include at least B&B accommodation, maps, route guide, bike hire and luggage transfers. Optional extras such as half board and E-bikes are available for a surcharge.

Venice to Florence

Start and end in two of Italy’s most famous cities on this self-guided holiday from Venice to ..

  • 8 Days
  • Medium
  • Historic
  • Self-Guided
  • E-Bikes Available
View Holiday

Venice to Porec

Three countries in one week between Italy, Slovenia and Croatia. The history of the ancient Republic..

  • 8 Days
  • Medium
  • E-Bikes Available
  • Self-Guided
View Holiday

Bolzano to Verona

Along the Adige to Romeo & Juliet Can’t decide between nature or culture? How about an ex..

View Holiday

Merano to Lake Garda

Whatever the season, a bike trip in South Tyrol is always worth it. Due to its shining ice caves, to..

View Holiday

Ogliastra

This largely unknown area lies on the eastern side of Sardinia its mountainous terrain making it dif..

View Holiday