On a walking or cycling holiday in Greece with Headwater you will experience the more undiscovered corners that seem to sum up everything quintessentially Greek: remote monasteries and churches, ancient myths and legends, traditional mountain villages, remains of old buildings and hidden coves for swimming.
Our cycling holiday in Greece is based in the Peloponnese, a peninsula that will transport you right back in time to your schooldays when you learnt about the ancient Greek mythology. Whilst our walking holiday is based on the tranquil island of Evia, a place where the Greek people themselves holiday.
Our week of guided cycling is a journey through fascinating classical history and a superb variety of landscapes, from the azure blue of the sea to the green olive trees and vineyards of the heart of Greece.
DEPARTURE MONTHS
Embark on an exhilarating cycling tour through the heart of Greece's Peloponnese region. Pedal diverse terrains - mountains, coast, ancient cities, and charming seaside towns. Explore historical treasures such as Mycenae and Epidaurus, pausing for authentic Greek delights.
DEPARTURE MONTHS
Experience exceptional walks across the unexplored Cycladic Island of Kythnos. Filled with history and intrigue, this trip takes you to castles, churches, and caves. You’re spoilt for choice when it comes to stunning beaches, with plenty of spots to swim in the clear waters.
DEPARTURE MONTHS
Experience exceptional walks across the unexplored Cycladic Island of Kythnos. Filled with history and intrigue, this trip takes you to castles, churches, and caves. You’re spoilt for choice when it comes to stunning beaches, with plenty of spots to swim in the clear waters.
DEPARTURE MONTHS
Discover the enchantment of Crete on our walking tour, tailored for nature lovers and food enthusiasts. Wander ancient shepherd trails, delve into vibrant gorges, and explore hidden coastal gems in the tranquil southwest corner. Indulge in Cretan delights, encounter wildlife, and unwind in charming seaside hotels.
DEPARTURE MONTHS
Embark on a scenic cycling tour through Eastern Crete, exploring picturesque villages and golden beaches. Indulge in local delights, all while pedalling along the stunning coastline. Stay in charming family-run accommodations and witness the island’s rich biodiversity. A perfect blend of nature, culture, and gastronomy.
DEPARTURE MONTHS
This trip offers the chance to experience Evia's magnificent mountain scenery. Routes have been chosen to showcase the best of the natural and historical sites on the island, including quaint traditional villages.
DEPARTURE MONTHS
Hopping from one wonderful island to the other, we enjoy a relaxed week of gentle walks through picturesque villages, lush valleys and sandy beaches.
DEPARTURE MONTHS
