Cyclades Charter Itinerary

Cyclades Itinerary

Cyclades Yacht Charter
The Cyclades take their name from the circle they form around Delos, which the ancients held to be the birthplace of Apollo and the sacred centre of the Aegean. The islands still arrange themselves around it, and the sailing between them is among the most rewarding in the Mediterranean.





Expect wind. The meltemi blows from the north through the summer and dictates the order of the week; a good captain uses it rather than fighting it. In return: dry light, white villages, and water that takes its colour from the sky and nothing else.





Every route we shape is a starting point, not a fixed schedule. Stay a second day where the light is right, move with the weather, or follow a captain who knows the cove worth the detour. That freedom is the point of chartering. What follows is one considered way to read the Cyclades; the rest we tailor to you.
Day 1

Athens

Begin in Athens. The Acropolis before the heat, the museum beneath it afterwards, and the Plaka for lunch in the shade. Board in the late afternoon and clear Cape Sounion as the light goes ’ the Temple of Poseidon on the headland, marking the point where the mainland gives up and the islands begin.
Day 2

Kea

Kea is the nearest of the Cyclades to Athens and the least troubled by that fact. Green, terraced, and almost devoid of charter traffic. Swim at Pisses, walk up to the lion carved from the hillside in the sixth century BC. Offshore, in a hundred and twenty metres, lies the Britannic ’ Titanic’s sister, sunk by a mine in 1916.
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Day 3

Syros

Syros is the administrative capital of the Cyclades and, unusually, a working island rather than a resort. Ermoupoli was the busiest port in Greece before Piraeus took the trade, and its neoclassical mansions, marble square and opera house survive the demotion with dignity. Eat on the harbour. Nobody is performing for you.
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Day 4

Delos & Mykonos

Delos is uninhabited and always has been, by decree ’ no one was permitted to be born or to die on sacred ground. What remains is a whole classical city: mosaics, a terrace of marble lions, a theatre. It closes at three. Then Mykonos, ten minutes away and its exact opposite. Little Venice, the windmills, and a night that will run long.
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Day 5

Paros

Paros supplied the marble for the Venus de Milo and much of the sculpture of antiquity, quarried from tunnels still open in the hillside. Naoussa is a fishing harbour that grew gracefully. Golden Beach on the east coast catches the meltemi square on, which is why the windsurfers hold world championships there.
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Day 6

Santorini

Santorini is the rim of a volcano that removed the middle of the island in the Bronze Age. Anchor in the caldera, three hundred metres of water beneath the keel and the cliffs rising sheer above. Swim at the hot springs, take a black-sand beach in the afternoon, and dine in Oia while the sun does the thing everyone came for.
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Day 7

Milos & Sifnos

Milos is volcanic and coloured accordingly ’ Sarakiniko is a headland of white rock, wind-smoothed and entirely bare, like a beach on another planet. Kleftiko’s sea caves are reachable only by tender. Then Sifnos, quieter, with the best cooking in the Cyclades and a path along the ridge to a monastery on a rock.
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Cyclades Yacht Charter Enquire

Enquire about chartering in Cyclades to receive current yacht availability, seasonal guidance and expert insight into the cruising areas, anchorages and experiences that best fit your preferred style of charter, creating a clearer route to the right itinerary.