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Greek Islands Sailing Sail through the cradle of Western civilization, where ancient mythology meets azure waters, traditional white-washed villages, and some of the world’s most beautiful islands. Ancient Mythology Cycladic Islands Apr – Oct Back to previous page Island Highlights Mykonos Cosmopolitan island famous for its windmills, nightlife, and beautiful beaches Vibrant nightlife Iconic windmills Paradise Beach Santorini Volcanic island with dramatic cliffs, blue-domed churches, and spectacular sunset Wine tasting Caldera views Oia sunsets Paros Traditional Cycladic charm with excellent windsurfing and marble quarries Traditional villages Golden Beach Parikia port Naxos Largest Cycladic island with ancient ruins and pristine beaches Portara monument Mount Zas Plaka Beach 7-day Cyclades Island Hopping Daily Schedule 1 Athens to Kea Depart Alimos Marina, sail to picturesque Kea island 2 Kea to Syros Explore the elegant capital of the Cyclades 3 Syros to Mykonos Famous windmills and cosmopolitan atmosphere 4 Mykonos to Paros Traditional Cycladic architecture and golden beaches 5 Paros to Naxos Largest island with ancient Portara monument 6 Naxos to Santorini Dramatic volcanic cliffs and world-famous sunsets 7 Santorini to Athens Return via temple of Poseidon at Cape Sounion Meltemi Winds Strong northerly winds (Force 4-6) from July-September provide excellent sailing but require experience. Spring and fall offer gentler conditions. Photography Paradise Iconic blue-domed churches, white-washed buildings, and dramatic sunsets create endless photo opportunities throughout the islands. Island Culture Experience authentic Greek hospitality, traditional tavernas, and ancient sites while enjoying modern amenities and vibrant nightlife.