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.

Featured Trip

Ride along the Tuscan coast from the leaning tower of Pisa to Elba on this self-guided holiday. Combine the hilly landscape of Tuscany with the Etruscan coastline as you follow the vineyards and olive trees to the coast. A real highlight of the trip is the Isle of Elba, the place of Napoleon’s exile.

With picturesque trails winding through national parks, olive groves and vineyards and a host of cultural attractions, this is an unforgettable holiday!

Price range


33 Results found

Venetian Highlights Plus
Calender 8 days

Difficulty: Moderate


£1210.00 P/P

Venice to Florence
Calender 8 days

Difficulty: Moderate


£1455.00 P/P

Venice to Poreč
Calender 8 days

Difficulty: Leisurely


£1185.00 P/P

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Give us a call for bookings and enquires

We are excited to announce that we are offering a 20% discount on all European Cycling Tours!


Terms and Conditions: The discount is valid for bookings made before July 31, 2023. The discount must be used for travel before November 30, 2023. The discount cannot be combined with any other offers or discounts.