Canaves Oia Suites, Oia, Santorini, Greece

The Cyclades

Santorini done well, the quieter islands, and two islands rather than four

The Cyclades

The Cyclades are the Greek islands most people picture: white villages, blue domes and the Santorini caldera. Santorini is beautiful and it is busy; Paros, Kéa and the western islands give you the same light with far fewer people.

The rule I plan by: two islands done well beat four done breathlessly. The ferries decide the order, so I fix the route before the hotels.

Researched profile: this page is written from my planning research and partner knowledge rather than a stay of my own here, and when that changes, this line comes off.

What and Where It Is

The Cyclades are the island group in the middle of the Aegean, south-east of Athens. Santorini is at the southern end, a ring of cliffs around a flooded volcanic caldera, with Oia on its northern tip. Paros sits in the middle of the group, with Naoussa on its north coast and Naxos and Mykonos close by. Kéa is the island closest to Athens, about an hour by ferry from Lavrio. Milos and Sifnos are in the quieter west.

What You Do Here

Santorini, done well, means staying in Oia rather than visiting on a day trip, so you can watch the sunset from a terrace and walk the village early and late, when it is calm. The caldera path from Fira to Oia, about ten kilometers and three hours, is much quieter than either town. Sail the caldera, swim from the black-sand beaches, and spend an afternoon at the wineries, where Assyrtiko grows in volcanic soil. Two or three nights is the right length.

The quieter islands are the counterweight. Paros has Naoussa's fishing harbor and lanes, beaches all round the coast, and boats to Antiparos. Kéa is the near-Athens option: green hills, old paths between the villages, and Ioulida, its hilltop capital. Milos has white rock coves and colored cliffs, and Sifnos is known for its pottery and its cooking.

Ferries and How Many Islands

Greek ferries are reliable and frequent in summer, and the fast boats cover a lot of ground, but schedules are fixed and the ports are busy. I usually book business class on the ferry with a driver at each end, or a private boat for short hops. In July and August the meltemi, the strong north wind of the Aegean summer, can make crossings rough and sometimes cancels sailings, so I leave a spare day before any flight home. For a week or ten days, two islands is right, often one quiet island and Santorini at the end.

Best Time to Go

June and September are the best months: warm sea, open hotels and calmer villages. May is lovely, with the sea still cool. July and August are the peak, with the crowds, the wind and the prices at their highest, and Oia is very crowded at sunset. Many island hotels are seasonal and close from November to April, so winter is not the time for the Cyclades.

Month by month

  • January: Not recommended.
  • February: Not recommended.
  • March: Mixed.
  • April: Good.
  • May: Very good.
  • June: Excellent.
  • July: Good.
  • August: Mixed.
  • September: Excellent.
  • October: Very good.
  • November: Mixed.
  • December: Not recommended.

Getting There and How Long to Stay

Fly from Athens to Santorini, Paros or Milos in under an hour, or take the ferry from Piraeus or Rafina. Kéa is reached by boat from Lavrio, about forty-five minutes by road from Athens, or by helicopter. Allow three nights per island at least.

Where to Stay

Santorini: Canaves Oia Suites is cut into the caldera cliff in Oia, in old cave houses, with heated plunge pools facing the sunset. Guests must be 13 or older, there are many stairs, and it is closed from November to April.

Paros: Cosme is a small resort on the bay at Naoussa with its own beach. It is seasonal and closes over the winter.

Kéa: One&Only Kéa Island has cliffside pool villas above a protected cove, a short boat ride from the mainland, and suits families as well as couples.

Read more in Greece beyond Santorini.

Pairs with: Athens first, the Peloponnese for the mainland, Crete by ferry from Santorini, and the Mediterranean.

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Culture & Sights

  • Oia, Santorini: the village on the caldera rim; walk it early or late, not at sunset in August.
  • The caldera path: about ten kilometers from Fira to Oia, quieter than either town.
  • Santorini's wineries: Assyrtiko grown in volcanic soil, an easy afternoon inland.
  • Naoussa, Paros: the fishing harbor and lanes on the north coast.
  • Ioulida, Kéa: the hilltop capital, with the stone lion carved into the rock above it.
  • Milos and Sifnos: the quieter western islands, for coves, cliffs and cooking.

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