Twenty-nine islands, and for each one a precise reason to go: a sea cave you have to yourself at dawn, a channel where dolphins hunt at first light, a beach where you wade a hundred metres out and the water is still at your knees, a volcano working away above the cockpit at dinner.

Why some are empty and others full

How busy a place is follows how many ways there are to reach it. Milos has an airport and direct ferries from Piraeus; Kimolos has a twenty-minute ferry few people take; Polyaigos has no landing stage at all, therefore no visitors. It is as simple as that, and it is the only rule that matters when you are looking for empty anchorages.

Sleeping where others only pass through

A sailing yacht inverts the logic: it makes hard-to-reach places easy, and queues irrelevant. It also lets you sleep where others only pass through — Kleftiko at dawn before the day boats is the same rock and a different day.

Cyclades

IslandWhat sets it apartThe guide
PoliegosThe largest uninhabited island in the Aegean. No harbour, no road, not one house — you cannot get there except by boat.Polyaigos and Kimolos
KimolosNine hundred inhabitants, Psathi to land, Chorio on the hill. A twenty-minute ferry from Milos that almost nobody takes.Polyaigos and Kimolos
MilosKleftiko and its white volcanic arches. The day boats come out from Adamas mid-morning, so we sleep there and have it at dawn.Cyclades in the meltemi
SifnosThe island where you eat best in the Cyclades. Platis Gialos on the south coast is safe shelter in the meltemi; Cheronissos, north, only in southerlies.Cyclades in the meltemi
KythnosKolona, a tongue of sand joining the island to an islet, sea on both sides: the only anchorage in the Cyclades where you choose your face to the wind.Polyaigos and Kimolos
SyrosThe antidote to Mykonos. Finikas, on the sheltered western face: two streets, a bakery, three tavernas, a night in the lee even in the meltemi.Cyclades in the meltemi
Antiparos et DespotikoAn uninhabited islet with an Apollo sanctuary under excavation, and a shallow channel between the two that needs attention.Polyaigos and Kimolos
KéaCarthaea: an ancient city with a Doric temple and a theatre cut into the slope, with no road reaching it. There is no ticket office.Cyclades in the meltemi
FolegandrosThe most spectacular cliff in the Cyclades, the Chora perched two hundred metres above the sea. The anchorages are open: settled weather only.Polyaigos and Kimolos
The sand spit at Kolona on Kythnos, with sea on both sides
Kolona on Kythnos — you choose your face to the wind

Balearics

IslandWhat sets it apartThe guide
MajorqueThe big one, the island you coast along rather than tour: Port d’Andratx and its fishing quay where the boats land in the evening, Sant Elm facing the sunset, and Cala Murta where shoals of fish pass under the hull.Mallorca, Ibiza, Cabrera
Sa DragoneraIt closes the horizon off Sant Elm, a mile from the beach, and you take the Freu between the two. At sunset it keeps the light: the whole ridge in silhouette and the lighthouse coming on at the far end.Mallorca, Ibiza, Cabrera
MinorqueThe south-western coves — Turqueta, Macarella, Macarelleta, Son Saura — and the north coast, Pregonda and Algaiarens, which only exists in settled weather.Mallorca to Menorca
Illa d’en ColomA narrow channel between the island and Es Grau, on Menorca’s north-east coast. You spend the night and the whole morning there: the white village set on the hill, boats lying to their anchors, and nothing moving on the water before noon.Mallorca to Menorca
CabreraA national park where anchoring is banned across the whole archipelago. You take a numbered buoy, booked weeks in advance.Mallorca, Ibiza, Cabrera
IbizaThe other Ibiza, the one you see from the water: Cala Comte at sunset, Ses Salines, and the west-coast anchorages you leave before the sea breeze gets up.Mallorca, Ibiza, Cabrera
Es VedràFour hundred metres of rock rising out of the sea off Cala d’Hort, south-west of Ibiza. You see it an hour before you get there, and it grows the whole time you take to reach it.Mallorca, Ibiza, Cabrera
FormenteraSes Illetes, water that stays clear for hundreds of metres and sand that shoals without warning: you come in on the sounder and anchor wide.Mallorca, Ibiza, Cabrera
Es PalmadorThe bare sand bar between Ibiza and Formentera, reachable only by boat — and shallower than it looks.Mallorca, Ibiza, Cabrera
The double bay of Cala en Turqueta on Menorca, seen from the anchorage
Cala en Turqueta on Menorca — where the night crossing ends

Aeolian Islands

IslandWhat sets it apartThe guide
StromboliThe Punta Lena buoy is the volcano’s only workable mooring. The Sciara del Fuoco goes off above the cockpit; Ginostra stays hostage to the swell.Aeolian Islands
PanareaCala Junco, and next door the fizzing water at Bottaro: volcanic gas bubbling up from the bottom under the hull.Aeolian Islands
SalinaPollara, the Cinema Paradiso set, works only in the morning: rocky bottom and an open bay, it becomes untenable in the afternoon.Aeolian Islands
Lipari, Vulcano, Filicudi et AlicudiThe other four. June brings a light anticyclone, 4 to 8 knots: it is largely a week under engine, and we say so before you book.Aeolian Islands
Cala Junco cove on Panarea, in the Aeolian Islands
Cala Junco, on Panarea

Saronic Gulf

IslandWhat sets it apartThe guide
HydraNot one car on the island, donkeys and boats. You do not berth in the harbour: you anchor at Mandraki and a taxi-boat runs you into town.Saronic Gulf
DokosNo village, no road, no ferry. The seabed offshore holds the oldest known shipwreck in the world, a Bronze Age cargo.Saronic Gulf
Égine et MoniThe temple of Aphaia above the harbour, and next to it Moni, a former deer park overrun with peacocks that come down to the beach.Saronic Gulf
Spetses et AgistriThe old harbour of Spetses for provisioning and a proper lunch; Aponissos on Agistri as a deliberately undeveloped midday stop.Saronic Gulf
Hydra harbour packed with boats, hull to hull
Hydra harbour — you look at it, and go and anchor at Mandraki

Further north, and out of season

IslandWhat sets it apartThe guide
Sørøya et MagerøyaRounding the North Cape by sea, not by coach as others offer. The week only works because the sun does not set at 71° north.Tromso to Nordkapp
Sardaigne du SudCagliari, Villasimius and Carloforte in April and May: turquoise lagoons, flamingos and nobody, before the season starts.South Sardinia
Îles d’OrPorquerolles, Port-Cros and Le Levant in October, when Greece has closed and the Var coast still holds its light.Cote d’Azur, Iles d’Or
Honningsvag harbour in northern Norway, under the midnight sun
Honningsvag, the last stop before the North Cape

None of these islands is an itinerary. A week is built with you, then with that week’s weather — the wind decides the order, and sometimes the list. Tell us which ones appeal and we will tell you honestly which ones hold together.

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