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.

Bike & Barge: Venice to Mantova

Blending nature, culture and fine cuisine, this leisurely bike and barge tour along the waterways of..

  • 8 Days
  • Easy
  • Self-Guided
  • E-Bikes Available
  • Bike and Barge
View Holiday

Dolomites and Lake Garda

Few landscapes in Europe match the unique beauty of the Dolomites, part of the UNESCO world heritage..

  • 8 Days
  • Easy
  • Milan Bergamo (BGY)
  • Innsbruck (INN)
  • Verona Villafranca (VRN)
  • Self-Guided
  • E-Bikes Available
  • Lakes-rivers-canals
View Holiday

Innsbruck to Bolzano

Cycle on bike paths in the river valleys of the Inn and Adige rivers on this self-guided holiday fro..

  • 8 Days
  • Medium
  • Innsbruck (INN)
  • Self-Guided
  • E-Bikes Available
View Holiday

Innsbruck to Verona

This easy bike tour follows the ancient trade route from Innsbruck to Verona, where old railway line..

  • 8 Days
  • Medium
  • Innsbruck (INN)
  • Self-Guided
  • E-Bikes Available
  • Innsbruck
View Holiday

Lake Garda - One Hotel

Enjoy fantastic views of Lake Garda as you explore the region around this famous lake on this self-g..

  • 7 Days
  • Easy
  • Milan Malpensa (MXP)
  • Milan Bergamo (BGY)
  • Self-Guided
  • E-Bikes Available
View Holiday

Montecatini Terme to Florence

Cycle from Montecatini Terme to Florence on this unforgettable self-guided tour through Italy. Ride ..

  • 8 Days
  • Challenging
  • Florence (FLR)
  • Pisa (PSA)
  • Self-Guided
  • E-Bikes Available
  • Reader Offer
  • Historic
View Holiday

North Sardinia

Explore the northern part of Sardinia from Olbia to Alghero on this self-guided holiday. With breath..

  • 8 Days
  • Medium
  • Olbia (OLB)
  • Self-Guided
  • E-Bikes Available
View Holiday

Piedmont

Pure indulgence lures gourmets worldwide to this large mountainous region of Italy. In the Piedmont ..

  • 8 Days
  • Challenging
  • Turin (TRN)
  • Milan Bergamo (BGY)
  • Milan Malpensa (MXP)
  • Self-Guided
  • E-Bikes Available
View Holiday

Pisa to Siena (Via Francigena)

From Pisa, with its imposing tower and its magnificent baptistery, this tour will take you along&nbs..

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

Sardinia and Corsica

Sardinia and Corsica - two islands and two countries combined in one cycling tour. Both a short dist..

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

Turin and Piedmont

Discover a different side to the Piedmont, Italy's 'Garden of Eden', on this self-guided cycling hol..

  • 8 Days
  • Challenging
  • Turin (TRN)
  • Self-Guided
  • E-Bikes Available
View Holiday

Turin to San Remo

Just like the famous cycle route from Milan to San Remo, this glorious bike tour takes you from the ..

  • 8 Days
  • Medium
  • Turin (TRN)
  • Milan Bergamo (BGY)
  • Milan Malpensa (MXP)
  • Self-Guided
  • E-Bikes Available
View Holiday

Tuscany - One Hotel

Explore Tuscany by bike on this self-guided holiday in Italy. Each day’s cycling begins from the sam..

  • 8 Days
  • Challenging
  • Florence (FLR)
  • Pisa (PSA)
  • 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
  • Venice Marco Polo (VCE)
  • Self-Guided
  • E-Bikes Available
View Holiday