Self Guided Walking Holidays & Cycling Holidays


Cycling in Italy

All Cycling in Italy

Cycling Holidays in Italy

Italy is one of the great biking cultures. With a range of landscapes from the mountainous regions of the north, where the roads snake their way up and over mountain passes to the roads that wind their way along the Mediterranean or Adriatic coasts there are plenty of options for cyclists. Browse our full range of cycling holidays in Italy. 

You can cycle in Tuscany, from Pisa to Florence or explore Tuscany's little-known neighbour cycling in Umbria. You can take in waterways of Venice by Bike & Boat, or the beautiful coastlines of Puglia. All of our self guided cycling holidays in Italy include hand-picked accommodation, baggage transfer, detailed information packs and emergency support. All you have to do is cycle, eat, relax and repeat.

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Cycle The Highlights of Puglia

Ride across the heel of Italy, cycling from the trulli houses of Alberobello to the Adriatic waters of Salento, relaxing each night in historic town houses and coastal hotels.

Duration: 9 days 8 Nights
Available: March to Mid-July & September to November
From £995

Cycling Tuscany: Chianti & Siena

Experience the very best of classic Tuscany on a self guided cycle tour. Take to two wheels and cycle bella Italia, discovering picture-postcard Medieval and Renaissance hill-top villages as well as must-see Siena, accompanied by sumptuous cuisine and the famed Chianti, Brunello and Nobile wines.

Duration: 8 Days & 7 Nights
Available: March - Early November
From £995

Venice to Poreč

Cycle from Venice, along the Adriatic coast, to Poreč. Discover the delights of Venice, the Adriatic Coast, Trieste, coastal Slovenia, beautiful Istria and historic Poreč by bike.

Duration: 8 Days & 7 Nights
Available: April - October
From £595

Cycle Puglia In Style

Cycle Puglia, the heel of Italy, from the Adriatic waters of Monopoli to the UNESCO protected town of Alberobello. Spend each night in stylish comfort, including 2 nights in a lovingly restored trulli house, unique to Puglia.

Duration: 6 Days & 5 Nights
Available: March to Mid-July & September to November
From £895

Pedalling Prosecco, Padova & Venice

Explore the magical cities of Venice, Vicenza, Padova and Treviso. Enjoy a leisurely wine tasting in the Prosecco Vineyards. Drink in the beautiful Veneto region of Italy. This gentle cycle tour is packed full of renaissance architecture, medieval towns, romantic villas and fine food and wine.

Duration: 8 Days & 7 Nights
Available: March - October
From £595

Puglia: Cycle the Salento Coast

Discover Puglia, the heel of Italy, on this relaxed cycling tour of the Salento coastline.

Duration: 6 days 5 Nights
Available: March to Mid-July & September to November
From £625

Road Cycling: Florence to Siena

Ride from Florence to Siena through the heart of Tuscany’s Chianti postcard-perfect wine region.

Duration: 5 days 4 Nights
Available: May - October
From £505

Tour of Tuscany: Florence to Montepulciano

Take on our Tour of Tuscany cycling from Florence, through the world-class winelands of Chianti and Montepulciano.

Duration: 8 days 7 Nights
Available: May - October
From £985

Italy Bike & Boat: Venice to Mantova

Experience Venice, Mantova and Ferrara, each a jewel of the Italian Renaissance, on an easy going bike and boat cruise from Venice to Mantova. Cruising from Venice through the Po Delta Reserve you will experience the tranquillity, nature, beauty and birdlife in a unique way.

Duration: 8 Days & 7 Nights
Available: April - October
From £965

Cycle Verona to Lake Garda

Ride from the Renaissance city of Verona to the southern shores of Lake Garda on this relaxed cycling tour across the Veneto Plains.

Duration: 6 days 5 Nights
Available: April - October
From £745
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