Sailnboat
Cyclades

Greece

Yacht charter in Cyclades

197 yachts available in Cyclades. Departing from 18 marinas. Prices from €1,370 per week.

  • 197
    Yachts available
  • €1,370
    From / week
  • 18
    Marinas & bases

Practical info

Chartering from Cyclades: the basics

Charter week
Saturday to Saturday

77% of the bookings in our calendar start on a Saturday.

Departure marinas
18

Bases you can start the week from.

Licence needed?
Not always

107 boats here can be booked with a professional skipper, so no licence is required.

On the water

Sailing conditions in Cyclades

The wind
Meltemi at full strength

A katabatic northerly building through the early afternoon, commonly 15–20 knots and occasionally over 30 in August. This is the heart of the meltemi system, not its edge.

Who it suits
Experienced crews

The meltemi is dangerous for inexperienced sailors. For a first charter the Ionian or the Saronic gulf are the better choices; come here when you have a season or two behind you.

No mainland base
The fleet is on the islands

67 boats at Paros, with smaller numbers at Mykonos, Santorini, Antiparos and elsewhere. You travel to an island to begin, which affects flights and ferries.

Two markets in one region
Bareboat sailing and Mykonos day charter

63 of the 198 boats are motor yachts, 68 of them based around Mykonos. A crewed afternoon out of Ornos and a week under sail are different products at very different prices.

Season
May – October

The meltemi is strongest from mid-July to the end of August. May, June, September and October give the same islands with a wind you choose rather than endure.

Changeover day
Saturday

197 of 198 boats.

Worth the detour

Where to drop anchor in Cyclades

  • 1

    Paros and Antiparos

    The largest base at 67 boats, and a good one: Parikia and Naoussa are proper harbours, the channel to Antiparos is sheltered, and the island sits in the middle of the group so everything is reachable in both directions.

  • 2

    Delos

    An uninhabited island that was the religious centre of the Aegean for a thousand years, and a UNESCO World Heritage Site. No overnight stay is permitted — you arrive, walk the site and leave the same day.

  • 3

    Mykonos

    The town port, Tourlos marina and Ornos Bay hold 68 of our boats between them, most of them crewed motor yachts. The old harbour is small and exposed to the meltemi; Tourlos is the practical option.

  • 4

    Naxos

    The largest and greenest Cycladic island, with the marble Portara gate on the islet by the harbour entrance and mountain villages inland. More agriculture and less nightlife than its neighbours.

  • 5

    Ios and Sikinos

    South of Paros: Ios has a deep, almost completely enclosed harbour at Ormos — one of the best shelters in the group when the meltemi is up. Sikinos next door sees almost no boats.

  • 6

    Santorini — Vlichada

    Thirteen of our boats are based here, in a small marina on the south coast. The caldera itself is too deep to anchor in and moorings are limited; Vlichada is the workable option.

  • 7

    Amorgos

    The eastern edge of the group, a long steep ridge with the Hozoviotissa monastery built into a cliff face. Katapola is the harbour, and getting there is a real passage in a meltemi.

  • 8

    Koufonisia and the Small Cyclades

    Between Naxos and Amorgos: four tiny inhabited islands with sand bottoms and clear water. The quietest anchorages in the Cyclades and the reason to come in June rather than August.

Suggested routes

A week out of Cyclades

The central Cyclades from Paros

7 days

Built around the meltemi rather than against it: work north and east early in the week, then run back downwind. Morning passages, afternoons in harbour.

  1. 1

    Paros — Parikia or Naoussa

    Saturday handover; short move within the island.

  2. 2

    Mykonos — Tourlos

    North-east early; the old port is exposed when the meltemi fills in.

  3. 3

    Delos

    A morning on the archaeological site — no overnight is allowed — then on to Naxos.

  4. 4

    Naxos

    The harbour under the Portara; provisioning and a greener island.

  5. 5

    Koufonisia or the Small Cyclades

    South-east into the quiet group; sand bottoms, clear water.

  6. 6

    Ios — Ormos

    The enclosed harbour; the reliable shelter if the wind is up.

  7. 7

    Paros

    The downwind run back north-west — the fast, enjoyable leg.

Find a boat for this route

A meltemi-week plan

7 days

For mid-July to the end of August, when 25 knots in the afternoon is normal. Fewer islands, more reliable harbours, and every passage finished by lunchtime.

  1. 1

    Paros

    Handover; stay on the island and watch a full afternoon of the wind before committing.

  2. 2

    Antiparos

    The sheltered channel; a short hop to settle the crew.

  3. 3

    Naxos

    East across the channel, leaving at first light.

  4. 4

    Naxos south — Kalandos or Moutsouna

    Work down the lee side of the island rather than across open water.

  5. 5

    Koufonisia

    Short crossing in the morning calm.

  6. 6

    Back to Paros or Naoussa

    Downwind; the easy leg, and the one to keep in hand.

  7. 7

    Paros

    Short final leg for handover.

Find a boat for this route

Before you book

Local rules and paperwork in Cyclades

Skipper certificate
Required, plus a VHF certificate. Greece asks for a recognised sailing qualification for bareboat, a VHF operator's certificate held by someone aboard, and a second competent adult crew member.
Plan the day around the afternoon
Passages in the morning. The meltemi builds through the early afternoon. Get the crossing done before it fills in and spend the afternoon in harbour — this single habit is what makes a Cyclades week work.
Harbours are exposed
Many are open to the north. Mykonos old port, several Paros quays and much of the group face the wind. Know the sheltered option for the night before you set out, not after you arrive.
Delos
Day visit only. No overnight stay is permitted on the island. Arrive in the morning, pay the site fee ashore and move on to a sheltered anchorage for the night.
Santorini caldera
Too deep to anchor. The caldera floor is hundreds of metres down and moorings are limited. Vlichada on the south coast is the practical base; do not plan a night inside the caldera.
Getting to the start
You begin on an island. There is no mainland base here. Build a flight to Paros, Mykonos or Santorini — or a ferry from Piraeus — into the plan, and allow a buffer day for a cancelled ferry.

Checked October 2026. Rules change — confirm the detail that matters for your trip when you book.

What is here

The Cyclades fleet at a glance

The fleet in Cyclades is made up of 69 catamarans, 65 sailing yachts and 63 motor yachts.

Most boats here are catamarans, averaging 13.4 metres.

Weekly prices start in the under €1,500 range, where 1 boats are listed.

Boats sleep between 2 and 16 guests, with cabins up to 7.

The most common size band is 13 – 16 m, with 86 boats.

107 boats can be chartered with a skipper; 94 are available bareboat.

The fullest month on the calendar right now is Oct 2026: 50% of the fleet already has at least one booking, while 98 boats are still completely open.

Budget

Charter prices in Cyclades

Weekly rate, set by the operator. No booking fee.

Space on board

Boat sizes

Sleeping 2–16 guests

  • under 10 m 13
  • 10 – 13 m 76
  • 13 – 16 m 86
  • 16 – 20 m 14
  • over 20 m 8

Availability

How full is the calendar in Cyclades?

Share of the Cyclades fleet that already holds at least one reservation, for each of the next twelve months. Taken from the operators' own calendars and refreshed daily — a boat with one week booked can still be chartered in the others.

Months further out look emptier simply because they are further away — most charters are booked a few months ahead, not a year.

Most booked month

Oct 2026

50% of the fleet already booked

Most still open

Apr 2027

196 boats with no booking yet

About the destination

Why charter from Cyclades

The Cyclades are the hard version of Greek sailing, and that is the honest way to introduce them. This is the centre of the meltemi: a katabatic northerly that falls out of the valleys of northern Greece, builds through the early afternoon, commonly peaks at 15 to 20 knots and occasionally tops 30 on the hottest August days. It is genuinely dangerous for inexperienced crews, and no amount of turquoise water changes that. If this is your first charter, the Ionian or the Saronic will give you a better week.

What you get in return is the Aegean at its most photogenic and its most rewarding to sail. Bare stone islands, white villages on the ridges, deep blue water and a wind you can rely on — downwind legs that are genuinely fast, and the satisfaction of arriving somewhere you had to work for.

Two practical features set this region apart from the rest of Greece. First, there is no mainland base: our 198 boats are scattered across island ports rather than concentrated in a marina, with Paros the largest at 67 boats and smaller fleets at Mykonos, Santorini and elsewhere. You fly or ferry to an island to start, which changes how you book travel.

Second, the fleet is unusually motor-heavy for Greece — 63 motor yachts against 70 catamarans and 65 sailing yachts. That reflects a second, quite separate market: the Mykonos day-charter business, with 68 boats between the town port, Tourlos and Ornos Bay. A crewed motor yacht for an afternoon at Delos and a bareboat sailing week through the islands are both sold here and they are not the same product.

Weekly rates run from about €1,370 to well past €120,000, and 197 of the 198 boats change over on Saturday.

Charter bases

Marinas in Cyclades

Paros port

66 yachts

Paros

View yachts

Port of Mykonos

25 yachts

Poseidonos Avenue 71

View yachts

Tourlos Marina

22 yachts

Tourlos

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Ornos bay

21 yachts

Ornos

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Vlichada port

13 yachts

Vlichada

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Piso Livadi Port

13 yachts

Piso Livadi

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Marina Aliki

7 yachts

Paros

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Marina Naxos

6 yachts

Naxos

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Agia Anna Paraga

5 yachts

Platis Gialos

View yachts

Chania

4 yachts

Chania

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Heraklion Port

4 yachts

Heraklion

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Finikas port

3 yachts

Finikas

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Port of Sfakia

2 yachts

Hora Sfakia

View yachts

Port of Milos

2 yachts

Milos

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Kavonisi Kissamos Port

1 yachts

Kissamos

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Oia port

1 yachts

Oia

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Monastiri Bay

1 yachts

Naousa

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Kalo Livadi

1 yachts

Kalo Livadi

View yachts

Good to know

Frequently asked questions

Our Cyclades listings include 69 catamarans, 65 sailing yachts, 63 motor yachts.
Weekly rates here fall mostly in the under €1,500 range. Prices are set by the charter operator; we add no booking fee.
In Oct, 50% of boats here already hold at least one reservation, with 98 still completely open.

Ready to explore Cyclades by sea?

197 verified yachts, real-time availability, transparent pricing.