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A week under sail · the Cyclades

Cyclades

Imagine a week where your hotel moves with you - waking in a different bay each morning, the whole Aegean yours to wander.

Imagine your week

Iconic, vibrant - the Greece of the postcards.

Blue domes and whitewashed towns, famous islands and empty coves you reach only by sea. The Cyclades run on island-hopping energy: a lively harbour one night, a deserted anchorage the next, dolphins on the crossing in between. Distances are longer and the meltemi wind gives the sailing real character - this is the region for guests who want the icons, the nightlife and the thrill of a proper passage under sail.

Where you'll be

The famous islands of the Cyclades

Tap a point on the map to see it up close - this isn't a route.

The Cyclades, exactly as you pictured them

01

Icons you'll actually recognise

Mykonos's windmills, Santorini's caldera, Paros's Naoussa - the postcard islands, up close.

02

A new island, a new mood

A vibrant harbour one night, an empty anchorage the next.

03

Dolphins on the crossing

The longer passages between islands often come with company.

04

Coves only a boat can reach

Clear water and empty beaches the ferries and day-trip boats never reach.

05

Layers of history

Ancient Delos, old windmills, chapels tucked into the hillsides.

06

Long lunches, lively harbours

Fresh Cycladic cooking by day, tavernas and bars by night.

Real moments

Real guests, real life aboard

Life onboard

A swim before the crowds

A swim before the crowds

Long lunches at anchor

Long lunches at anchor

Sunsets you sail into

Sunsets you sail into

Bays only a boat can reach

Bays only a boat can reach

Village nights

Village nights

When to sail the Cyclades

Longer distances, and days built for it

Mykonos and Santorini draw the crowds in high summer - your route balances an icon stop with a quiet island close by, so you get both without losing a day to queues.

May – June

Quieter islands, calmer crossings, and some of the best light of the year.

July – August

The Cyclades at their liveliest - brisker afternoon sailing, warm evenings, harbours full of energy.

September – October

The crowds thin out again while the sea is still warm - a favourite stretch for returning guests.

Guest review

"Every day felt different - one island buzzing with life, the next completely ours."

Mark · 7 nights aboard

Islands you might visit

Every stop worth knowing about

Mykonos

Mykonos

Iconic by night, secretly quiet by day.

  • ·Anchor off a southern cove and swim before the crowds
  • ·Sunset drinks in Little Venice by the windmills
Explore Mykonos →
Paros

Paros

The all-rounder - chic, easygoing, effortless.

  • ·Swim among the sculpted granite of Kolymbithres
  • ·An evening in Naoussa’s harbour
Explore Paros →
Kythnos

Kythnos

The hidden one - empty coves and a natural spa.

  • ·Anchor at the Kolona double-bay sandbar
  • ·The natural hot spring meeting the sea at Loutra
Explore Kythnos →
Santorini

Santorini

The dramatic caldera view - often a highlight stop.

Explore Santorini →
Naxos

Naxos

The biggest Cycladic island, with mountain villages inland.

Explore Naxos →
Milos

Milos

Volcanic coves and some of the most unusual coastline in the Aegean.

Explore Milos →
Sifnos

Sifnos

Quiet, culinary, and a favourite with returning guests.

Explore Sifnos →
Serifos

Serifos

A raw, less-crowded island with a striking hilltop village.

Explore Serifos →
Kea

Kea

Close to Athens, popular for a first or last day.

Explore Kea →
Syros

Syros

The Cyclades' elegant capital island, with a grand harbour town.

Explore Syros →
Antiparos

Antiparos

A small, laid-back island just across the water from Paros.

Explore Antiparos →
Kimolos

Kimolos

A small, quiet island next to Milos, rarely crowded.

Explore Kimolos →
Tinos

Tinos

Marble villages and dovecotes, a quieter alternative to its famous neighbour.

Explore Tinos →
Andros

Andros

The greenest Cycladic island, with valleys and running water.

Explore Andros →
Sounion

Sounion

The Temple of Poseidon at the edge of the sea - an easy first or last stop.

Explore Sounion →
Sat → Sat
from Athens
5–7 islands
in a typical week
Fully custom
shaped with you
A sample Cyclades week
One example week

See a sample Cyclades week

Seven sample days from Athens through Kythnos, Mykonos and Paros - one illustrative route among many, not a set schedule.

View the sample week →
A yacht, an area

Sail the Cyclades aboard Queen of Diamonds

A 52ft catamaran for up to 10 guests - a calm, elegant choice for the Cyclades' longer passages and famous islands.

Queen of Diamonds
The Cyclades
The Cyclades
Our fleet

Yachts for the Cyclades

Ace of Diamonds, 52 ft

A generous master cabin adds a more private character, while the 2025 refit brings a fresh feel throughout. Particularly at home in the Cyclades — another crossing, another island, another morning somewhere new.

Staterooms 5 • Up to 10 Guests • Refit 2025

from / week
€9,000
View →

Ace of Hearts, 52 ft

With six guest cabins, inviting outdoor spaces and an easy, sociable layout, this is one of those yachts guests come back to. Uncomplicated, welcoming and perfectly at home in a Greek summer.

Staterooms 6 • Up to 12 Guests • Refit 2026

from / week
€11,000
View →
View all yachts →
Good to know

Cyclades sailing FAQ

What makes the Cyclades special by yacht?

The Cyclades are the Greece many people have imagined before they arrive — whitewashed villages, blue-domed churches, dramatic landscapes and islands with remarkably different personalities.

Travelling by yacht adds another dimension. You approach each island from the sea, swim in places you would otherwise never reach and experience the contrast between the quiet of the water and the life, history and culture waiting ashore. However weather has the final say.

How much sailing should we expect in the Cyclades?

Generally more than in the Saronic. Distances are longer, the waters are more exposed and conditions can make passages more demanding.

That doesn't mean the objective is to spend the week sailing. We still want enough time to swim, explore the villages, discover the history and culture of the islands, enjoy the food and simply slow down.

The best Cyclades itinerary is not necessarily the one that travels the furthest.

Can we visit Mykonos and Paros during the week?

Potentially, yes. Mykonos, Paros and other Cycladic islands can form part of a one-week itinerary depending on the weather, the yacht and how much sailing your group is comfortable with.

We prefer not to promise a list of islands in advance. Reaching Mykonos means very little if you arrive late, leave early and spend most of the week travelling simply to say you were there. The purpose is to experience the islands, not collect them.

What about Santorini?

Santorini is not realistically suited to a standard one-week charter from Athens. Reaching it requires too much travelling and tends to make the entire itinerary revolve around one destination.

And Santorini's real magic is ashore — its villages, caldera, history, views and sunsets. We strongly recommend visiting it separately for a couple of nights before or after your charter and using your week at sea to discover islands that are particularly rewarding by yacht.

With a two-week charter, Santorini becomes a much more realistic part of a wider Cyclades itinerary.

What happens when the Meltemi is strong?

The Meltemi is part of summer sailing in the Aegean and can significantly affect a Cyclades itinerary. Your captain follows the forecasts closely and may change the order of destinations, choose more protected passages or modify the route altogether.

This is why we never want guests to become emotionally committed to a rigid itinerary before arriving. Weather has the final say, and adapting to it is what allows us to keep the experience comfortable and enjoyable.

Is the Cyclades route right for everyone?

Not necessarily — and that is perfectly fine.

For guests specifically drawn to the Cycladic landscape and happy with longer passages and more open-water sailing, it can be an extraordinary experience. For families, guests sensitive to motion or groups who prefer shorter sailing days and more time swimming and exploring ashore, the Saronic may be the better fit.

Neither choice is a compromise. They are simply two very different ways of experiencing Greece by yacht.

Plan your Cyclades week

Tell us who's coming and what you love - our advisors will shape the right week and the right yacht around you.

Talk to a yacht advisor →
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Get in touch

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