Your tailored island-hopping itinerary ensures the exploration of a new Saronic Gulf or Cyclades island daily in the Aegean Sea. Departing in the mid-to-late morning, you’ll sail for approximately 2-5 hours, depending on the route and winds, with opportunities to anchor in serene coves for a swim, relaxation, and lunch. By the afternoon, you’ll reach the next island, conveniently docking or anchoring close to its main town where you can explore its shops, restaurants, activities, etc.

Most importantly, planning itineraries in advance of your Greek island sailing charter isn’t possible due to unpredictable wind speed, wind direction, and weather conditions. Flexibility, adventure, and trust in the captain are key. Upon arrival, you’ll discuss island types, activities, and options with the captain, who will tailor the route based on evolving weather forecasts and your preferences. We often recommend clients opt for the Saronic route as it is often recommended for its stunning, authentic islands with shorter sail times and calmer seas. While the Cyclades route is available, it demands mild weather conditions due to long sail times and potential high winds and rough seas. A great option for guests desiring a Cyclades visit, taking a ferry (accessible within a 15-minute drive from Zea Marina in Piraeus) before or after the charter is suggested. Feel free to inform us if interested, and we’ll happily assist in planning this aspect.

Here is a partial list of possible islands you may visit on each route during a weekly sailing charter:

Saronic: Aegina, Poros, Hydra, Agistri, Spetses, Porto Heli, Ermioni, Epidaurus, Nafplio

Cyclades: Kea, Kythnos, Syros, Serifos, Paros, Sifnos, and Antiparos. *Naxos and Kimolos are possible but require perfect conditions

*You can read more about visiting the beautiful but more touristy islands of Santorini or Mykonos in our FAQ section.