After embarking the boat in Kos Town and meeting your fellow crew members, we set sail towards either the Northern or Southern Dodecanese islands, based on weather conditions. We won't pin ourselves down to specific islands or routes so that you will always benefit from good sailing conditions, and the freedom to hide from bad weather conditions. Heading North, we would set sail to for example Pserimos, Kalymnos, Leros, Lipsi, Arki and Patmos, and South we'd visit Nisyros, Tilos, Chalki, and Symi - amongst others. We love to stay away from the “touristy” spots and take you to places only we know. Our daily itinerary includes a lunch and swim or snorkel stop in a hidden bay somewhere along the route. In the evening we go out for dinner in one of the local tavernas, where we are welcomed as family - the perk of sailing around the islands for so many years.

Imagine this: a taverna-lined harbor where cats lounge in the shade, ouzo flows like water, and your sailboat bobs gently just steps from the shore. This is your Greek island sailing adventure through the Dodecanese. It’s a sailing holiday in Greece that trades cruise ships for quiet harbors and packed tours for slow travel. Picture sun-drenched days island-hopping from Patmos to Lipsi, Leros to Arki—swimming in hidden coves, hiking to ancient monasteries, and ending each day with grilled octopus and local wine. It’s the Aegean sailing trip you didn’t know you needed—a small group sailing experience, no crowds, no stress, and no bareboat responsibilities. Just the sea, the wind, and a fresh island to wake up to every day.