Set sail from Rhodos on an off-the-beaten-path voyage via Karpathos and its off-lying islands, ending in vibrant Heraklion. This journey is designed for solo travelers aged 20 to 45 who want real exploration — sailing to places that ferries, cruise ships, and package tours rarely reach.

Leaving the medieval walls of Rhodos behind, we head toward quieter off-lying islands such as Chalki and Alimia or southern Rhodos anchorages. Instead of crowded ports, we slip into remote bays, tiny fishing harbors, and uninhabited islets around seldom-visited Karpathos and its western islets, anchoring where the water is crystal clear and the nights are lit only by stars. Two days include longer open-sea passages, giving you a true sense of crossing the Aegean by sail.

Life on board blends adventure and connection. Mornings start with sunrise swims straight from the boat, coffee in the cockpit, and relaxed sailing. Days bring snorkeling in untouched coves, paddleboarding along cliffs, cliff jumping, and learning hands-on sailing skills if you’re curious. Ashore, you’ll wander through sleepy villages, explore monasteries and castles. Evenings might also mean anchoring in total silence, cooking together on board, or finding a hidden seaside taverna with just a handful of tables by the water.

The final arrival in Heraklion feels like a celebration — from weeks of remote sailing to a lively harbor city rich in history and nightlife. This trip is for independent spirits who want authentic islands, real sailing, and the rare thrill of discovering Greece from the sea — quietly, socially, and far beyond the usual routes.