Sunset riding in southern Tuscany

Cycling Holidays in Italy

Italy Cycling Holidays

Whether you’re drawn in by spectacular scenery, relish the challenge of serious mountain climbs or just want a more active and interesting way to explore the country, our Italy cycling holidays are for you. Holidaymakers may flock to the country's sunny climes, but you’ll be surprised how quickly you can escape the crowds on two wheels.

Within minutes you could be cycling Tuscany’s serene countryside, delving deep into the fascinating history of the heel of Italy, or exploring the culinary identity of the dramatic Amalfi Coast. Away from the mainland, Sicily boasts miles upon miles of beautiful routes that weave through charming towns, quaint villages and UNESCO World Heritage Sites. From famed food markets to cultural landmarks, you’re never far from an intriguing pit stop on one of our Italy cycling tours...

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Cycling Holidays in Italy

Cycling in Sicily

31 reviews

Ride through the UNESCO Val di Noto and Montalbano's filming locations

Cycling
Activity level:
Moderate
Ages: 16+
8 Days from 1 979 €
Guided (Excl. Flights)
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Tuscany Cycle Siena & Chianti

43 reviews

Ride through Tuscany's classic towns of Siena, San Gimignano and Montepulciano

Cycling
Activity level:
Moderate / Challenging
Ages: 16+
8 Days from 2 049 €
Guided (Excl. Flights)
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We waited two years for this trip but it was worth the wait - beautiful scenery, relaxed riding,...

Claire Holloway, 2022 Cycling Puglia & Matera

A great trip with some beautiful scenery and stunning towns. Cycling on some of the days was...

Barbara Knowles, 2022 Cycling Puglia & Matera

A varied trip with great cycling opportunities, mostly off main roads, led by an experienced...

Lesley Foote, 2022 Cycling Puglia & Matera