Boatbookings’ Destination Spotlight | The Cyclades

Boatbookings shares insights into chartering a luxury crewed yacht in the Western Cyclades

Milos, Greece

For an authentic Greek Island experience that feels worlds away from typical mass tourism, charter a luxury yacht in the Cyclades. Lush, quiet islands like Serifos welcome you with rugged coastlines, family-run taverns, and locals playing backgammon in the streets. On board a Greek luxury crewed catamaran or a Greek crewed motor yacht, you will explore quaint seaside villages and step into traditional Greek restaurants for a selection of beloved, generationally passed down recipes.


Kleftiko, Milos Island

During your 7-day Western Cyclades itinerary, you will hop between islands, stopping at paradisiacal grottoes to explore the waters on a SeaBob or E-Foil along the way. With a large array of water toys at your disposal and a dedicated crew that is thrilled to lead you on a Jet Ski run, you can explore the coast of Kimolos above and below the water. As evening settles in, make your way to the forward deck of your yacht for hand-crafted cocktails while your captain perfectly positions you for the best views of the sunset.

On shore, the islands of Sifnos, Kea, and Milos invite you to explore their pristine beaches, artisan shops, and dramatic sea caves. Begin your morning casually, meandering the winding streets and indulging in retail therapy before stopping for lunch at a local tavern. There, grilled octopus takes center stage, backdropped by stunning views of the surrounding waters. In the afternoon, take a tender ride to the nearby sea caves for incredible pictures and snorkeling.


For over twenty years, Boatbookings has created bespoke itineraries through idyllic destinations like the French Riviera, Amalfi Coast, and British Virgin Islands. Working with us promises a seamless cruising process from start to finish. When you are ready to begin planning your next vacation, contact our charter experts for a personalized proposal.

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