At Calypso Yachting, we specialize in premium sea experiences around Sifnos or Milos — two of the Aegean’s most captivating islands. From the turquoise waters of Kleftiko in Milos to the untouched southern beaches of Sifnos, we design journeys that blend natural beauty, privacy, and refined comfort. Inspired by the spirit of the sea and the mythology of Calypso, our mission is to reveal these islands from their most spectacular perspective — the water.
Our mission is to showcase the raw beauty of Sifnos or Milos through thoughtfully crafted, sustainable yachting experiences. We combine modern luxury with deep local knowledge, guiding you to iconic landmarks like Kleftiko, Poliegos, and the hidden southern coves of Sifnos — always with respect for the sea and the environment.

Explore Sifnos or Milos from their most breathtaking vantage point — the sea. Sail past volcanic cliffs, swim in turquoise caves, and anchor in quiet bays unreachable by land.
From tranquil island escapes to unforgettable celebrations on the water, every experience is thoughtfully designed to feel effortless, refined, and uniquely yours.