Cycling holidays in Greece

Discover myth and mystery with our cycling tours of Greece

Our cycling holidays of Greece are based in the Peloponnese, a region home to much of the ancient country's myth and legend. Here, the goddess Hera is said to have bathed in the Canathus spring near what was once Epidaurus, now Epidavros. Nearby, Poseidon struck the ground with his trident and created a spring in Athens, while the attack against Troy was led from Mycenae in the Argolis region.

Everywhere you turn, Greece's glorious past makes itself known, offering fragments of temples by roadsides, upended capitals in sweet-smelling meadows and ancient stone bridges leading to hillside monasteries. And what better way to discover these remnants of a once great civilisation than on two wheels along winding and gliding trails.

Aside from being in the cradle of Greek civilisation, cycling in Greece also highlights the country's astoundingly beautiful countryside landscapes. Cycling holidays in Greece with Headwater will see you visit the main sights but will also reward you with stunning scenery that traverses thick pine forests, green vineyards, mountain streams and meadows bright with scarlet tulips and wild iris.

Along your stay you'll be treated to some of the region's most quaint and delightful stayover locations, with each of our packages available for upgrade, including the addition of extra nights and an electric bike. With Headwater cycling trips of Greece, it's up to you to set the pace of the adventure.