Sail the Romantic Cyclades Islands

Explore the rich culture, stunning seas, and quaint villages across Greece from Athens to Santorini

The Cyclades archipelago includes the most stunning islands in Greece, including icons Mykonos, Santorini & Paros islands. Sail endlessly from island to island to discover unspoiled villages with whitewashed houses, blue-domed churches, colorful windows and narrow cobblestone alleys dotted across the islands. Along the way explore hidden coves, sandy beaches, crystal clear turquoise water and stunning natural seascapes.

Stroll charming island capitals built on high slopes overlooking the Aegean Sea for protection from pirates, invaders and other marauders.

From Athens to Santorini, the Cyclades offer endless island hopping adventures as you follow the routes of ancient history and mythology. Located relatively close to Athens, the Cyclades islands make a perfect 7, 10 or 14 day sailing adventure.

Our sailing crews know the secrets of the seas and famous island winds. They make sure you have plenty of time for sailing and for exploring nature, history, village life, traditional cuisine & wines and local color.

Cape Sounio -
Poseidon under the "Portals of the Universe"

Cape Sounio is a popular first stop when heading to the Cyclades from Alimos, Zea, or Agios Kosmas Marinas.

In addition to the pretty sail, stop to explore the Temple of Poseidon (built in 44BC), with its soaring columns startling vista over the sea. The temple is designed according to Sacred Geometry and mystics say it is positioned exactly under four stars that make up the “portals of the Universe.”

Cape Sounio
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Iconic Mykonos

Discover the allure of Mykonos hidden behind the hype stunning beauty, distinct charm and vibrant nightlife. This iconic island is perhaps the most famous of all the Cycladic islands with its great beaches, beautiful architecture and windmills and well known nightlife. Mykonos .

Look for Peter the Pelican, a famous celebrity in Mykonos town, and experience the other side of this chic island. Successor to Petros, who was the unofficial mascot of Mykonos for 60 years, Peter is a large, coral pink pelican that wanders the restaurants and waterfront.

Syros - witness to the ages

Meander the backstreets of Syros where “east meets west” is a visceral experience. Syros is steeped in history going back to the Bronze Age. A walk through the capital, Ermoupolis, takes you from 2000 BC through the Roman, Ottoman, Frank, Arab and Venetian eras. Syros is even mentioned in The Odyssey.

Syros is a lovely town to visit with a number of old Orthodox and Catholic churches to visit and plenty of small roads and sea views to explore and appreciate. Kastri, a settlement on the north side of the island, goes back to 2800 BC.

Syros

Endless Sailing Adventures from Athens to Santorini

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Polyaigos - inhale the beauty

Sail off the beaten path around Polyaigos and inhale the breathtaking seascapes and forgotten beauty.

Polyaigos is an uninhabited Greek island near Milos and Kimolos. Its name means “many goats”, since it is inhabited only by goats. Its goat population maintains Polyaigos as a barren island. It has magnificent beaches, mainly on the southern part of the island, as well as picturesque sea  caves, which serve as a refuge to a dwindling population of Mediterranean monk seals (Monachus monachus). A perfect location for snorkelling in deep blue waters.

Stunning rock formations, caves and seascapes make the sailing around Polyaigos a spectacular experience.

Milos - home to The Venus de Milo

With its beaches with lunar landscapes and villages with unpretentious charm, Milos is one of our favorites. In the tradition of the Cyclades islands, its unpretentious charm, incredible natural rock formations and seascapes, rich history (with numerous UNESCO sites), picturesque fishing villages, amazing food, and indigo bays make it well worth the sail.

The unspoiled villages show off whitewashed houses, colorful shutters & boat garages, where fishermen park their also colorful boats. The villages of Klima and Firopotamos will take you back to a time gone by.

Milos is fittingly home to the Venus of Milo statue, which was discovered in Milos in 1820. The stunning statue is now displayed in the Louvre Museum in Paris.

Milos beaches (over 75 of them) are iconic, especially the Sarakiniko Beach with its lunar landscape, consisting of volcanic gleaming white rock formations and crystal clear turquoise waters. Explore its sea caves, jump off the cliffs or doze under the sun, you’ll remember the enchanting atmosphere of this beach forever.

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Naxos - classic island experience

Celebrated as being the largest island in the Cyclades, Naxos has the charm of being a little off-center of the tourist trail when compared to Santorini or Mykonos.

But Naxos makes for an amazing anchorage with its atmospheric old tow of maze-like streets lined with chic cafes and dreamy bohemian shops.

Active guests can take the seven villages trail – hiking past donkeys and wildflowers in the countryside. Wine tasting and a visit to the distilleries, ancient temples, archeological museum, and golden beaches – Naxos has something for everyone.

Santorini -
a place of terribly beauty

Still simply stunning, Santorini is a whole new world of blue and green and where all the shades of red create unreal sunsets. The caldera, dramatic sea views and steep cliffs are dotted with dreamy Cycladic whitewashed houses.

Conde Naste says:

A freak of nature, the flooded caldera was created by a volcanic explosion three millennia ago, which blew the heart out of the island. A crescent of black and red cliffs plunges down to the submerged volcano, with two smoldering craters marooned in the deep blue sea.

Whitewashed villages are honeycombed out of the cliff face. This vista has turned Santorini into one of the world’s most recognizable destinations. Beyond the drama of the caldera, vineyards, and villages, ancient ruins and incredible frescoes, challenging hikes and mystical chapels offer glimpses of a calmer, slower way of life. Saturated in selfies and clichés, Santorini still has the power to awe and surprise, if you know how to avoid the crowds.

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