What makes a two-week charter from Kos so rewarding is the freedom to explore beyond the classic Dodecanese route.
This itinerary connects two of Greece's most captivating island groups, blending the authentic charm of the Dodecanese with the postcard-perfect beauty of the Cyclades.
From peaceful fishing harbours and sacred islands to world-famous destinations and remote anchorages, this is a sailing adventure that showcases the diversity of the Aegean.
Discover the Northern Dodecanese
Your journey begins among the islands north of Kos.
Pserimos, Leros, Lipsi, and Patmos offer a slower pace of life, crystal-clear waters, and authentic Greek island culture.
Did you know? Patmos is known worldwide as the island where Saint John is believed to have written the Book of Revelation, making it one of Greece's most important pilgrimage destinations.
Lipsi, meanwhile, remains a favourite among sailors thanks to its peaceful atmosphere and beautiful surrounding islets.
Into the Small Cyclades
As you sail west, the scenery begins to change.
Donousa, Koufonisia, and Amorgos reveal a more remote side of the Cyclades, where turquoise waters, secluded bays, and whitewashed villages create the perfect island-hopping experience.
Local tip: Many sailors consider Koufonisia one of the most beautiful swimming destinations in Greece thanks to its astonishingly clear waters and relaxed atmosphere.
Iconic Cycladic Highlights
The route also includes some of the Cyclades' most celebrated destinations.
Mykonos offers cosmopolitan energy, lively waterfronts, and iconic windmills, while Paros combines traditional villages, golden beaches, and vibrant harbours.
Further south, Amorgos impresses with dramatic cliffs and the spectacular Monastery of Panagia Hozoviotissa, perched high above the sea.
Did you know? Scenes from the famous film The Big Blue were filmed on Amorgos, helping introduce the island to travellers worldwide.
Hidden Gems of the Aegean
As the route circles back toward Kos, Astypalaia and Levitha provide a completely different experience.
Astypalaia is often described as the island where the Cyclades meet the Dodecanese, combining whitewashed architecture with a laid-back atmosphere.
Levitha is even more remote. Home to only a handful of permanent residents, it remains one of the Aegean's most peaceful overnight anchorages and a favourite stop for experienced sailors.
Return to Kos
After two unforgettable weeks, you'll return to Kos having explored some of the most diverse cruising grounds in Greece.
From the spiritual heritage of Patmos and the hidden charm of Lipsi to the famous waterfronts of Mykonos and the untouched beauty of Levitha, this itinerary offers the perfect blend of discovery, sailing, and authentic island life.
Ready to Explore Beyond the Usual Route?
A 14-day charter from Kos unlocks destinations that many visitors never have the opportunity to experience.
