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.

Pisa to Florence

The landscape of Tuscany is one of the most beautiful in Europe, with rolling hills laced with verda..

  • 8 Days
  • Medium
  • Pisa (PSA)
  • Florence (FLR)
  • Self-Guided
  • E-Bikes Available
  • City
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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
  • Florence (FLR)
  • Pisa (PSA)
  • Self-Guided
  • E-Bikes Available
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Sardinia and Corsica

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

  • 8 Days
  • Medium
  • Olbia (OLB)
  • Alghero (AHO)
  • E-Bikes Available
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Sardinia Classic

Sardinia encompasses a range of diverse faces, from the stereotyped yachting elite of the fabled Cos..

  • 10 Days
  • Medium
  • Cagliari (CAG)
  • Self-Guided
  • E-Bikes Available
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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
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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
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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
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Tuscany Coast and Elba

Ride along the Tuscan coast from the leaning tower of Pisa to Elba on this self-guided holiday. Comb..

  • 7 Days
  • Challenging
  • Florence (FLR)
  • Pisa (PSA)
  • Self-Guided
  • E-Bikes Available
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Umbria and Perugia

Cycling this magical landscape and among the gently rolling hills of Umbria you will find many conve..

  • 8 Days
  • Medium
  • Self-Guided
  • E-Bikes Available
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Venice Round Tour

This special cycling holiday between Venice and Vicenza will take you through Venetian lagoons and s..

  • 8 Days
  • Medium
  • Venice Marco Polo (VCE)
  • Self-Guided
  • E-Bikes Available
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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
  • Venice Marco Polo (VCE)
  • Florence (FLR)
  • Self-Guided
  • E-Bikes Available
  • Historic
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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)
  • E-Bikes Available
  • Self-Guided
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Sardinia - Between Land and Sea

Starting from Alghero, one of the most beautiful owns on the island of Sardinia, this tour takes you..

  • 12 Days
  • Challenging
  • Cagliari (CAG)
  • Alghero (AHO)
  • E-Bikes Available
  • Coastal
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Sardinia North West

Experience a thrilling cycle tour that takes in the best of the natural beauty and history..

  • 8 Days
  • Easy
  • Olbia (OLB)
  • Cagliari (CAG)
  • Self-Guided
  • E-Bikes Available
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