Breeze & Sail

Cyclades in 7 days from Athens

Duration
7 days
Distance
190 nm
Level
Intermediate
Departure base
Athens (Alimos)

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This is the loop we run every time a crew asks for “the real Cyclades in one week”. Five islands, 190 miles, a precise balance of engaged sailing and slow afternoons at anchor. We have sailed it four times between June and September; the log below is from our latest run, in a moderate force 4–5 meltemi.

The principle: head due south on day one to put the meltemi on the beam, then unroll the archipelago east to west while keeping the last two legs short — that is what makes for a relaxed hand-over.

When to go

PeriodWindSea stateCrowdsOur verdict
May – mid-JuneVariable, 2–4 BftSlightLowOur favourite window for this route
July – AugustEstablished meltemi, 4–7 BftRough in the channelsHighFor seasoned crews, plan alternatives
SeptemberFading meltemi, 3–5 BftModerateMediumExcellent compromise, 24 °C water
OctoberPossible southerlies, 3–6 BftVariableVery lowMagical, but watch for lows

Route

The route day by day

Day 1

Alimos › Kythnos — first night in Kolona Bay

Leg
Alimos › Kolona (Kythnos)
Distance
38 nm
Highlights
Kolona's double sand spit, Loutra hot springs 3 miles away
Anchorage
Kolona Bay, sand bottom 3–5 m, shelter from NE
Kolona sand isthmus separating two turquoise bays

Out of Alimos around 10 am after provisioning — allow a solid hour at the harbour supermarket, it is the only real re-supply of the week. The course to Kythnos puts the meltemi 60° off the bow: trim once, and the boat eats the 38 miles in six hours.

Kolona is the postcard anchorage of the Cyclades: a sand isthmus separating two bays, a taverna in the olive trees, and the clearest water of the week. Arrive before 4 pm in summer, the bay fills up. Anchor in 4 m over white sand, excellent holding.

Day 2

Kythnos › Syros — the first real meltemi leg

Leg
Kolona › Finikas (Syros)
Distance
26 nm
Highlights
Crossing the Kythnos–Syros channel, Ermoupoli's neoclassical palaces
Anchorage
Finikas marina or the anchorage in the south of the bay

This is the leg that sets the tone. Off Kythnos' southern point the channel accelerates the meltemi by 8–10 knots: one reef in the main before leaving the island's lee, a few rolls in the genoa, and the crossing becomes muscular reaching pleasure rather than an ordeal.

We prefer Finikas, on the southwest coast, to the main harbour of Ermoupoli: better meltemi protection and closer to the beaches. In the evening, a 15-minute taxi climbs to Ano Syros for sunset over the Venetian rooftops.

Day 3

Syros › Paros — bound for Naoussa

Leg
Finikas › Naoussa (Paros)
Distance
25 nm
Highlights
Naoussa bay, the old-port lanes, Kolymbithres coves
Anchorage
Kolymbithres anchorage, sand 4–6 m, NE shelter

A downwind hop to the liveliest island of the loop. Naoussa's wide bay swallows the meltemi: we anchor at Kolymbithres among the sculpted granite boulders, ten dinghy-minutes from the village.

Naoussa at night is the week's urban counterpoint — ouzo bars around the miniature harbour, packed white lanes. Our tip: eat early on the fishing-port side, then head back aboard as the crowds arrive.

Day 4

Paros › Sifnos — the finest crossing of the week

Leg
Naoussa › Vathi (Sifnos)
Distance
28 nm
Highlights
Passing under Antiparos, the enclosed bay of Vathi, Sifnos pottery
Anchorage
Vathi Bay, perfect holding, near-total shelter

Round Antiparos to the south — the inner channel is beautiful but tight in strong wind — then broad reach towards Sifnos. This is the leg where the archipelago opens up: deserted Despotiko to port, Sifnos growing ahead.

Vathi is our favourite anchorage of the week: an almost land-locked bay, a chapel sitting on the beach, three tavernas. The local bus reaches Apollonia in 20 minutes if you want to see the island's capital.

Day 5

Sifnos › Serifos — short leg, long swims

Leg
Vathi › Livadi (Serifos)
Distance
12 nm
Highlights
Serifos' hilltop Chora, Livadi Bay, Avlomonas beach
Anchorage
Livadi Bay, anchor or quay, meltemi shelter

Only twelve miles: we linger at Vathi in the morning, then break for a swim at Fikiada on Sifnos' west coast before the short crossing.

On Serifos, climb to the Chora late in the day (bus or a 45-minute walk): it is one of the finest hilltop villages in the Cyclades, and the sunset view over the bay justifies the whole week on its own.

Day 6

Serifos › Kythnos — the strategic climb

Leg
Livadi › Merichas (Kythnos)
Distance
24 nm
Highlights
Hard on the wind in the Serifos–Kythnos channel, Merichas harbour
Anchorage
Merichas, quay or anchorage in the north of the bay

The most physical day: heading north means beating into the meltemi. Leaving at 8 am while the wind still sleeps changes everything — we have done this leg in three hours in the morning and six in the afternoon.

Merichas lacks Kolona's charm, but it is the right springboard for the final crossing: provisioning, water top-up available, and three honest tavernas on the waterfront.

Day 7

Kythnos › Alimos — back to base

Leg
Merichas › Alimos
Distance
38 nm
Highlights
A last beam reach, Cape Sounion and its Temple of Poseidon
Anchorage
Alimos marina, hand-over on Saturday morning

The return is a beam reach, meltemi to starboard: the fastest of the week's long crossings. Pass close to Cape Sounion — the Temple of Poseidon seen from the sea is the perfect farewell to the Aegean.

Plan to be on the dock before 5 pm: diesel is at the marina fuel station and the queue builds on Friday evening. Last dinner in the Kalamaki district, a ten-minute walk from the pontoons.

Recommended boat

40–45 ft monohull, 3 to 4 cabins

For this loop we recommend a recent 40–45 ft monohull: upwind ability is essential for the climbs north, an electric windlass for daily anchoring, and a furling genoa that reefs easily in the channels. A crew of 4 to 6 is ideal.

Anchorages & stops

  • Kolona (Kythnos)

    Sand 3–5 m, excellent NE shelter, taverna ashore

  • Finikas (Syros)

    Marina plus anchorage, good meltemi shelter

  • Kolymbithres (Paros)

    Sand 4–6 m, granite boulders, dinghy ride to Naoussa

  • Vathi (Sifnos)

    Enclosed bay, perfect holding, the heavy-weather refuge

  • Livadi (Serifos)

    Quay or anchor, hilltop Chora worth the climb

Book a sailboat for this route — Athens (Alimos)

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Frequently asked questions

Is this route doable with children?

Yes outside July–August, with children who have sailed before. In a full meltemi, choose the Saronic Gulf instead: the same turquoise water, half the wind and legs half as long.

What if the meltemi exceeds force 6?

The route has three escape doors: stay an extra day in Vathi (total shelter), cut via Serifos and skip Paros, or divert to the Saronic on day one. Never force the climb north in force 7 — it is uncomfortable and pointless.

Where to provision during the week?

Full provisioning at Alimos before departure, easy top-ups at Naoussa (Paros) and Merichas (Kythnos). Water is available at Finikas and Merichas; watch your tanks, some Cycladic quays have none.

Should I book harbour berths ahead?

In the Cyclades most nights are spent at anchor — that is the route's charm. Only Finikas takes online bookings. Elsewhere the rule is simple: arrive before 3 pm.

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