When most people think of Greek island sailing, places like Mykonos, Santorini, or Corfu come to mind. But Greece is home to over 6,000 islands and islets, and some of its finest cruising destinations are far from the spotlight. If you’re looking to escape the crowds and discover the soul of the Aegean or Ionian Sea, these five lesser-known islands offer authentic charm, unspoiled landscapes, and unforgettable anchorages.
1. Kastos – Ionian tranquility at its purest
Tucked between Lefkada and Kalamos, Kastos is a tiny island that feels like time stood still. With just one village and a handful of tavernas, it’s the perfect stop for sailors seeking peace and natural beauty. Anchor at the main harbor or in one of the quiet coves on the eastern coast. Don’t miss a sunset drink at the iconic windmill bar above the port.
2. Schinoussa – The serene heart of the Small Cyclades
Often overshadowed by nearby Koufonisia and Amorgos, Schinoussa is a Cycladic gem with gentle hills, crystal-clear waters, and a laid-back atmosphere. The island offers several protected bays for anchoring, and the main village, Chora, is just a short walk from most moorings. A perfect place to slow down, refuel, and reconnect.
3. Psara – History and remoteness in the North Aegean
Off the coast of Chios lies Psara, a rugged island rich in maritime history and virtually untouched by mass tourism. Its strategic location makes it ideal for adventurous sailors who want to combine historical exploration with dramatic landscapes. The main harbor is small but safe, and the sense of isolation here is invigorating.
4. Tilos – A Dodecanese secret with eco-conscious soul
Between Kos and Rhodes, Tilos is an island that’s quietly redefining sustainable tourism. With its renewable energy projects, wildlife preservation, and charming medieval village of Megalo Chorio, Tilos is a destination that speaks to modern values. Livadia Bay offers good shelter, and inland hikes reward visitors with breathtaking views and ancient ruins.
5. Fourni – A sailor’s labyrinth of coves and myths
Nestled between Samos and Ikaria, the Fourni archipelago is a cluster of islands known for their pirate history, rich fishing grounds, and maze-like coastline. Ideal for yacht-hopping, this area offers endless opportunities to drop anchor in secluded spots, swim in turquoise waters, and enjoy fresh seafood at family-run seaside tavernas.
Final Thoughts
Sailing in Greece is about more than ticking boxes off a tourist map. These hidden islands invite you to slow down, take the scenic route, and embrace the freedom that only a yacht can offer. Whether you’re chartering or cruising with your own boat, set your course off the beaten path—you might just find your own private paradise.
