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. 

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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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 £945.00

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 £925.00

Italy Bike & Boat: Sicily & The Aeolian Islands

Cycle, sail, and hike Sicily’s volcanic Aeolian Islands on this bike and boat tour. By day enjoy geological wonders of these lush volcanic islands and in the evening dine on delicious authentic Sicilian cuisine and relax aboard the ship.

Duration: 8 Days & 7 Nights
Available: May - September
From £1395.00

Tuscany: Pisa to Florence Cycling

Discover quintessential Tuscany on two wheels. From the world-famous city of Pisa and its iconic tower, you pedal through the Tuscan landscape, past scented vineyards and verdant olive groves towards Florence: birthplace of the Renaissance and city of timeless beauty.

Duration: 7 Days & 6 Nights
Available: March - December
From £525.00

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 £615.00

Italy Bike & Boat: Mantova to Venice

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

Duration: 8 Days & 7 Nights
Available: April to October
From £925.00

Cycle Parma to Bologna

Discover the signature dishes and medieval towns of Emilia Romagna on this food lovers cycling tour from Parma to Bologna, spending each night in atmospheric, historic 4* hotels.

Duration: 8 days 7 Nights
Available: March - October
From £1155.00

Italy Bike & Boat: the Amalfi Coast

Cycle and sail the Gulf of Naples and the Amalfi Coast, from Pompeii to Amalfi and Vietri, and the islands of Capri and Ischia. You will enjoy a trip filled with fresh authentic cuisine, like a deep fried Napoli calzone, idyllic views, and relaxation (and of course cycling).

Duration: 8 Days & 7 Nights
Available: April - October
From £1420.00

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 £1045.00

Cycle Sicily's South

Discover the UNESCO listed Baroque towns and charming fishing villages of south east Sicily on this cycling tour of the ‘Val di Noto’.

Duration: 7 days 6 Nights
Available: March - October
From £795.00
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