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 trips 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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Italy Cycling Adventure Holidays

Cycling Puglia & Matera

40 reviews

Cycle from the UNESCO town of Matera through Italy's heel to Lecce

Cycling
Suitable for:
Age 16+
Activity level:
Moderate
8 Days
from CHF1’624 CHF1’559
Guided
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Cycling in Sicily

30 reviews

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

Cycling
Suitable for:
Age 16+
Activity level:
Moderate
8 Days
from CHF1’689 CHF1’478
Guided
View More Details