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⚓ TYPES OF SAILING CRUISES

Greece offers a variety of sailing experiences depending on what you're looking for:

🌊 Relaxed sailing holidays

Ideal for disconnecting and enjoying the sea. Anchor in a quiet bay off the Ionian coast or drift between the Cyclades at your own pace, with plenty of swim stops along the way.

🛥️ Luxury yacht cruises

Premium experiences with full crew and comfort. Fully crewed catamarans and motor yachts based out of Athens or Lavrion come with a private chef, tenders for beach access, and routes tailored around the Saronic Gulf or Cyclades.

🧭 Beginner-friendly trips

No sailing experience required. Skippered charters in the sheltered Ionian or Saronic Gulf are a gentle introduction, with the crew handling navigation while you enjoy the islands.

💪 Active sailing adventures

More hands-on and performance-focused. Take the helm yourself in the Cyclades' stronger meltemi winds, or join a flotilla for hands-on sail trimming and passage planning.

📅 Weekly sailing trips

Explore multiple destinations over several days. A week is enough to island-hop through several Cycladic or Dodecanese islands, mixing quiet anchorages with lively harbour towns.

📍 BEST DESTINATIONS IN GREECE

Some of the most popular sailing areas include:

Cyclades (Mykonos, Paros, Naxos, Santorini)

Iconic whitewashed villages, dramatic cliffs, and some of the best downwind sailing in the Aegean. Expect strong summer meltemi winds, dramatic caldera views in Santorini, and short hops between postcard-perfect islands.

Ionian Islands (Lefkas, Kefalonia, Zakynthos, Ithaca)

Sheltered turquoise bays, short island-hopping legs, and reliably steady summer winds. The mix of pine-covered anchorages and lively harbour towns makes it one of the most forgiving cruising grounds in Greece, especially for first-time charterers.

Dodecanese (Kos, Rhodes, Symi, Kalymnos)

Historic harbours, dramatic coastlines, and a mix of relaxed cruising and lively nightlife stops. Centuries of Byzantine, Ottoman, and Italian influence show up in the architecture, while longer passages between islands suit more experienced crews.

Saronic Gulf (Hydra, Poros, Spetses, Aegina)

Easy weekend distances from Athens, calm waters, and car-free island charm. It's the go-to choice for short breaks and beginner charters, with Hydra's donkey-only streets and Poros's pine-backed harbour among the highlights.

❓ FAQs About Sailing Cruises in Greece

FIND THE RIGHT LEVEL FOR YOU

Our sailing adventures are tailored to meet a variety of experience levels so you can pick the perfect match.

BEGINNER

Accessible sailing with short passages, sheltered waters, and a relaxed learning pace. In Greece, this often means sheltered routes around the Saronic Gulf or Ionian islands.

Beginner Trips
BEGINNER

INTERMEDIATE

Confident cruising with longer legs, varied conditions, and growing independence at sea. Think island-hopping through the Cyclades, where distances grow and the meltemi wind picks up.

Intermediate Trips
INTERMEDIATE

ADVANCED

Challenging routes featuring open-water passages, complex conditions, and expedition-level demands. The Dodecanese and open Aegean crossings test navigation and boat-handling in stronger winds.

Advanced Trips
ADVANCED

ALL LEVELS

Comfortable sailing in any setting? Explore trips from all experience levels. From the calm Saronic Gulf to the breezier Cyclades, Greece has a route to match.

All Trips
ALL LEVELS

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Sailing Cruises in Greece

Explore the best sailing cruises in Greece, from the Cyclades to the Ionian Islands. Whether you're looking for a relaxing yacht holiday, a beginner-friendly experience, or a week-long sailing trip, you'll find a wide range of options to suit your level and preferences.

🚤 AVAILABLE SAILING CRUISES IN GREECE

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Any ExperienceCruising

October Half Term Corfu & Paxos - Share-a-Yacht

Greece • Europe
Next: 25 October - 1 November 2026
From
—18% off
2 dates available
Runs Oct - Oct
Any ExperienceCruising

Highlights of the South Ionian - Share-a-Yacht

Greece • Europe
Next: 9 - 16 May 2027
From
—
10 dates available
Runs May - Oct
Any ExperienceCruising

Skippered Highlights of the South Ionian - Share-a-Yacht

Greece • Europe
Next: 9 - 16 May 2027
From
—
10 dates available
Runs May - Oct
Any ExperienceCruising

Corfu & Paxos - Share-a-Yacht

Greece • Europe
Next: 9 - 16 May 2027
From
—
10 dates available
Runs May - Oct
Beginner & IntermediateCruising

Cyclades cruise

Greece • Europe
Next: 19 - 26 June 2027
From
—
2 dates available
Runs in Jun
Beginner & IntermediateCruising

Saronic Islands Cruise

Greece • Europe
Next: 19 - 26 June 2027
From
—
4 dates available
Runs in Jun
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