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, suspend..

  • 8 Days
  • Medium
  • Self-Guided
  • Historic
  • E-Bikes Available
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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
  • Easy
  • Self-Guided
  • Bike and Barge
  • E-Bikes Available
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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
  • Easy
  • Self-Guided
  • Bike and Barge
  • E-Bikes Available
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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
  • Easy
  • E-Bikes Available
  • Self-Guided
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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
  • Easy
  • Self-Guided
  • Lakes-rivers-canals
  • E-Bikes Available
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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
  • Easy
  • E-Bikes Available
  • Self-Guided
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Easy Sardinia

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

  • 8 Days
  • Easy
  • Families
  • Self-Guided
  • E-Bikes Available
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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 t..

  • 8 Days
  • Medium
  • Self-Guided
  • Historic
  • E-Bikes Available
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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
  • Medium
  • Self-Guided
  • E-Bikes Available
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Innsbruck to Verona (Reschen Pass)

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

  • 8 Days
  • Easy
  • Self-Guided
  • E-Bikes Available
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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
  • Medium
  • Self-Guided
  • Lakes-rivers-canals
  • E-Bikes Available
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Lake Como and the Bernina Express

Take in the stunning beauty of lake Como on this seven-night trip and experience one of Europe's mos..

  • 8 Days
  • Medium
  • Self-Guided
  • E-Bikes Available
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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
  • Easy
  • E-Bikes Available
  • Self-Guided
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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
  • Easy
  • Families
  • Self-Guided
  • E-Bikes Available
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Lake Reschen to Verona

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

  • 8 Days
  • Medium
  • E-Bikes Available
  • Self-Guided
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Milan to Lake Como Short Break

Beginning in the city of Milan, capital of Lombardy, you will soon immerse yourself in the unexpecte..

  • 4 Days
  • Easy
  • Families
  • Self-Guided
  • Lakes-rivers-canals
  • E-Bikes Available
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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
  • Challenging
  • Self-Guided
  • Historic
  • E-Bikes Available
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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
  • Medium
  • E-Bikes Available
  • Self-Guided
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Piedmont

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

  • 8 Days
  • Challenging
  • E-Bikes Available
  • Self-Guided
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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
  • Medium
  • Self-Guided
  • City
  • E-Bikes Available
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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
  • E-Bikes Available
  • Self-Guided
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Sardinia Short Break

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

  • 5 Days
  • Easy
  • E-Bikes Available
  • Self-Guided
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Sicily Adventure

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

  • 8 Days
  • Medium
  • E-Bikes Available
  • Self-Guided
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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
  • Medium
  • E-Bikes Available
  • Self-Guided
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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
  • Challenging
  • E-Bikes Available
  • Self-Guided
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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
  • Easy
  • E-Bikes Available
  • Self-Guided
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Tuscany - One Hotel

Explore Tuscany by bike on this self-guided holiday in Italy. Each day’s cycling begins from t..

  • 8 Days
  • Medium
  • E-Bikes Available
  • Self-Guided
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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
  • E-Bikes Available
  • Self-Guided
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Tuscany Hills - Road Bike

An unforgettable tour that takes in the Tuscan countryside and its most beautiful cities. Florence, ..

  • 8 Days
  • Extreme
  • Self-Guided
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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
  • E-Bikes Available
  • Self-Guided
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Venice and Prosecco Lands

Cycling this sophisticated corner of Italy is a real pleasure: admire the elegant villas of the Vene..

  • 8 Days
  • Easy
  • E-Bikes Available
  • Self-Guided
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Venice Lands Short Break

Cycling this sophisticated corner of Italy is a real pleasure: admire the elegant villas of the Vene..

  • 5 Days
  • Easy
  • E-Bikes Available
  • Self-Guided
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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
  • E-Bikes Available
  • Self-Guided
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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
  • Easy
  • Self-Guided
  • Historic
  • E-Bikes Available
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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
  • E-Bikes Available
  • Self-Guided
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Bolzano to Venice - Road Bike

A tour that includes the legendary ascents of the Dolomites: the Sella Group is the beginning of a r..

  • 8 Days
  • Extreme
  • Self-Guided
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Piedmont - Road Bike

This is the land of the champion Fausto Coppi, “il Campionissimo”, who trained his legs ..

  • 8 Days
  • Extreme
  • Self-Guided
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Venice Lands - Road Bike

A tour in the land of cycling, where many champions were born and trained and home to some of the mo..

  • 8 Days
  • Extreme
  • Self-Guided
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