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sailing catamaran anchored in beautiful cove in the greece cyclades

CYCLADES
GREECE
Sailing

One of the Best Kitesurfing & Wingfoiling Destinations in the World. 

The Cyclades, nestled in the heart of the Aegean Sea, are Greece's iconic sailing destination, blending raw natural beauty, rich history, and vibrant culture. Known for their dazzling whitewashed villages, deep blue waters, and dramatic cliffs, this archipelago offers unforgettable adventures for sailors and explorers alike.

Where Strong Winds Meet Stunning Islands

CYCLADES Sailing Vacations

Where Strong Wind Meets Stunning Islands

The Cyclades, nestled in the heart of the Aegean Sea, are Greece's iconic sailing destination, blending raw natural beauty, rich history, and vibrant culture. Known for their dazzling whitewashed villages, deep blue waters, and dramatic cliffs, this archipelago offers unforgettable adventures for sailors and explorers alike. Paros and Naxos captivate with their idyllic beaches and kitesurfing & wingfoiling hotspots, while Santorini enchants with its world-famous sunsets and volcanic landscapes.

kitecruise sailing catamaran vacation for kitesurfer and wingfoiler.jpg

CYCLADES Sailing Highlights

Woman in bikini enjoying the crystal clear water and is swimming on her sailing vacation

Climate

The Cyclades enjoy a Mediterranean climate with long, sunny summers and warm, dry weather stretching from April into late October. The famous Meltemi winds bring refreshing breezes, creating perfect conditions for sailing, kitesurfing and wingfoiling. While the crystal-clear skies make every evening a spectacle of golden sunsets.

The water temperature in the high season is comparable with the Caribbean. 

dream wing foil and kitesurfing conditions on a windlovers kitecruise in greece on a sailing catamaran

Kite & Wing Spots

The Cyclades are a paradise for kitesurfers and wingfoilers, with consistent Meltemi winds creating ideal conditions. Discover flat-water lagoons and open sea playgrounds around Paros, Naxos, and Mykonos, where turquoise waters meet steady breezes for unforgettable sessions. Whether you're freeriding or perfecting your tricks, these islands deliver unmatched watersports thrills.

vacation guests are swimming through a natural tunnel through the rocks on their sailing vacation on a catamaran in greece

Nature & Culture

The Cyclades offer a harmonious blend of nature’s untouched beauty, rich cultural heritage, and mouthwatering Mediterranean cuisine. From the rugged landscapes and turquoise waters to ancient ruins and vibrant local festivals, every moment immerses you in the essence of Greece. Indulge in fresh seafood, traditional meze, and local wines while exploring the islands’ timeless charm.

beautiful anchorage for sailing catamaran on a sailing escape in Greece

Popular Destionations
Within the Area 

Travel Information

Our detailed travel information ensures you’re ready to set sail stress-free. From essential packing tips to local insights and arrival logistics, everything you need to know for a smooth start to your cruise is right here.

Chose the WINDLOVERS Travel Service for 100% stressfree planning of your adventure.

1 / Direct Flight

Thats the easiest and most comfortable solution, but sometimes not available or expensive. You can book a flight from your home directly to our starting location on one of the islands in the Cyclades. That can be Paros, Naxos, Mykonos, Siros, Milos or Santorini.

2 / Fligh to the Cyclades & Take a Ferry

In case we are starting our cruise for e.g. from Paros, but you want to start or end your holidays on shore with additional few days extra e.g. on Mykonos. Or you got a special Deal for a direct flight from your home airport to e.g. Mykonos.

Between all the inhabited islands are very easy going ferry connections available.

3 / Fligh to Athens & We Sail to the Cyclades

We can start our cruise directly from Athens and sail to the Cyclades. You can choose either a 10/14 days roundtrip.

Starting from Athens sailing to the Cyclades and back to Athens or you can choose a one-way trip starting from Athens and Ending on one of the Cyclades islands.

Windlovers Travel Service

private plane for exclusive transfer to start a sailing escape
beautiful anchorage for sailing catamaran vacations

We assists in planning the most convenient travel arrangements, perfectly aligned with your cruise schedule.

Whether it's a combination of flights with local transfers, private boat connections, or even exclusive private flights to remote destinations, we ensure every detail is handled.

From arrival to departure, we focus on crafting a stress-free and enjoyable travel experience tailored to your needs.

We Organize!

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You Relax!

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