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.

Apulia and Lecce

Apulia is a region in south-eastern Italy that includes the heel part of Italy’s boot, suspended bet..

  • 8 Days
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Bike & Barge: Mantova to Venice

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

  • 8 Days
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Bike & Barge: Venice to Mantova

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

  • 8 Days
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Bolzano to Venice

Somewhere, far beyond the horizon, Venice and the sea are waiting for you! But there will be many t..

  • 8 Days
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Dolomites and Lake Garda

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

  • 8 Days
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Dolomites to Bolzano Short Break

This Dolomites summer holiday starts in Resia at the head of a large manmade lake close to the Austr..

  • 5 Days
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Florence to Rome

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

  • 8 Days
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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
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Innsbruck to Verona

This family-friendly bike tour follows the ancient trade route from Innsbruck to Verona, where old r..

  • 8 Days
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Lake Bled to Venice

The fairytale world of Lake Bled, with its island church and clifftop castle, will be your starting ..

  • 8 Days
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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
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Lake Garda for Families

Wild animals, steep roller coasters or mysterious labyrinths? Tell us what you like, and we will tak..

  • 7 Days
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Lake Reschen to Verona

Cycle from Lake Reschen to Verona on this self-guided holiday in Italy’s Southern Alps. Following th..

  • 8 Days
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Milan to Lake Como Short Break

Freewheel Holidays are happy to present a beautiful bike route almost entirely on gentle cycle paths..

  • 4 Days
  • Families
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Montecatini Terme to Florence

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

  • 8 Days
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North Sardinia

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

  • 8 Days
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Piedmont

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

  • 8 Days
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Pisa to Florence

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

  • 8 Days
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Pisa to Siena

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

  • 7 Days
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Sardinia

This tour will take you through the cultural sights of Sardinia with beautiful scenery and fabulous ..

  • 8 Days
  • Families
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Sardinia Classic

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

  • 11 Days
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Sardinia Short Break

Three days plunged into the savage, romantic beauty of south west Sardinia, amongst abandoned mines ..

  • 5 Days
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Sicily Adventure

Explore the south east of Sicily, the largest Mediterranean island. You will cycle through the UNESC..

  • 8 Days
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Siena, Chianti and Florence

The landscape of Tuscany is one of the most beautiful and evocative in Europe, with rolling hills la..

  • 8 Days
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Turin and Piedmont

Discover a different side to the Piedmont region on this self-guided cycling holiday. Cycle along th..

  • 8 Days
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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
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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
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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
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Umbria and Perugia

Cycle over the rolling hills of Umbria to Perugia on this self-guided holiday in Italy. See the many..

  • 8 Days
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Venice and Prosecco Lands

Cycle around Venice Lands in the Venzeia / Venice region...

  • 8 Days
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Venice Lands Short Break

Freewheel Holidays are delighted to present our ‘short break’ cycling tour in one of the most sophis..

  • 5 Days
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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
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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 Floren..

  • 8 Days
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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
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Vineyards of Veneto

Cycling this beautiful corner of Italy is a real pleasure. Admire the elegant villas of the Venetian..

  • 8 Days
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