Guides
Ultimate Guide to a Sailing Charter in Greece

Discover the Magic: Your Ultimate Guide to a Sailing Charter in Greece
Imagine waking up to the gentle lapping of turquoise water against your hull, the Greek sun warming your face, and a day of endless possibilities ahead. With over 6,000 islands and islets scattered across the Aegean and Ionian Seas, Greece is not just a destination; it’s the world’s premier sailing playground. A sailing charter offers the ultimate freedom to explore this ancient land of myths, gods, and unparalleled beauty at your own pace.
Why Choose Greece for Your Sailing Holiday?
- Unrivaled Diversity: From the lush, green islands of the Ionian to the stark, sun-drenched beauty of the Cyclades, no two Greek island groups are the same.
- Unforgettable Cuisine: Drop anchor in a secluded bay and swim to a family-run taverna for the freshest seafood, local wines, and classic dishes. Every island offers its own culinary delights.
- Ancient History Everywhere: Sail in the wake of Odysseus and discover thousands of years of history. You can be exploring an ancient temple in the morning and snorkeling over a submerged ruin in the afternoon.
- Perfect Sailing Conditions: Greece is blessed with predictable seasonal winds, such as the famous Meltemi. These winds provide exhilarating sailing in the summer months and countless sheltered bays offer calm sanctuary.
- Endless Coves and Beaches: With the longest coastline in the Mediterranean, Greece offers an infinite number of secluded beaches, hidden coves, and crystal-clear anchorages that are only accessible by boat.
Choosing Your Sailing Area
Each Greek island group, or archipelago, has a unique character. Choosing the right one depends on your experience, the time of year, and what you want from your holiday.
The Ionian Islands
- Best for: Families, first-time sailors, and those seeking relaxation.
- Vibe: Lush, green, and serene. The Ionian Sea is known for its calm waters, gentle winds (Maistro), and shorter sailing distances between islands.
- Highlights: Sail from Corfu or Lefkada to explore the stunning sea caves of Zakynthos, the mythical home of Odysseus in Ithaca, and the glamorous port of Fiskardo on Kefalonia.
The Cyclades Islands
- Best for: Experienced sailors, adventure seekers, and island-hopping enthusiasts.
- Vibe: Iconic Greece. Think whitewashed villages with blue-domed churches clinging to cliffs. This area is famous for the strong, dry Meltemi wind in July and August, which offers thrilling, challenging sailing.
- Highlights: Experience the legendary sunsets of Santorini, the vibrant nightlife of Mykonos, the ancient ruins on Delos, and discover charming, authentic islands like Paros, Naxos, and Milos.
The Saronic Gulf
- Best for: Shorter trips, beginners, and history lovers.
- Vibe: A perfect blend of history, culture, and easy sailing, all conveniently close to Athens. The winds are generally milder here than in the Cyclades.
- Highlights: Starting from Athens, you can easily hop between the pistachio groves of Aegina, the charming, car-free island of Hydra, and the pine-covered shores of Poros and Spetses.
The Dodecanese Islands
- Best for: History buffs, late/early season sailing, and cultural exploration.
- Vibe: A fascinating crossroads of cultures with medieval castles, ancient Greek ruins, and Ottoman influences. Located in the southeast Aegean, this chain enjoys a longer sailing season.
- Highlights: Explore the medieval Old Town of Rhodes (a UNESCO World Heritage Site), the healing sanctuaries of Kos, the volcanic landscapes of Nisyros, and the picture-perfect harbor of Symi.
The Sporades Islands
- Best for: Nature lovers, families, and fans of “Mamma Mia!”.
- Vibe: Incredibly lush and green with dense pine forests meeting turquoise waters. This area is home to the National Marine Park of Alonissos, a protected sanctuary for the Mediterranean monk seal.
Highlights: Discover the famous beaches of Skiathos, the “Mamma Mia” chapel on Skopelos, and the pristine natural beauty of Alonissos.
When to Go: The Greek Sailing Seasons
- Shoulder Seasons (April-June & September-October): Widely considered the best time to sail. You’ll enjoy warm, sunny weather, pleasant sea temperatures, fewer crowds, and more competitive pricing. The winds are generally moderate and predictable.
- High Season (July & August): This is the peak of the Greek summer—hot, sunny, and bustling with energy. It’s perfect for those who love a lively atmosphere. Be prepared for higher prices, crowded ports, and the strong Meltemi wind, especially in the Cyclades.
- Low Season (March & November): For the truly adventurous sailor. The weather can be unpredictable, and many tourist facilities will be closed, but you’ll have the seas almost entirely to yourself.
Types of Sailing Charters to Choose From
Whether you’re a seasoned captain or have never set foot on a boat, there’s a charter type for you.
- Bareboat Charter
For the experienced and qualified sailor. You take command of the yacht yourself, planning your own itinerary and managing the vessel.
- Who it’s for: Groups of friends or families where at least one person holds a recognized sailing license (e.g., ICC or equivalent) and has sufficient experience. A co-skipper with some experience is also typically required.
- The Experience: Total freedom. Go where you want, when you want. It’s your adventure from start to finish.
- Skippered Charter
The most popular option for a stress-free holiday. You charter the yacht, and we provide a professional, licensed skipper to handle all the sailing and navigation.
- Who it’s for: Beginners, those who want to learn, or experienced sailors who simply want to relax and let someone else take the responsibility.
- The Experience: Your skipper is your personal guide. They know the best anchorages, the quietest beaches, and the most authentic tavernas. You can be as hands-on (or hands-off) with the sailing as you like.
- Crewed Charter
The ultimate in luxury and relaxation. Your yacht comes with a full crew, typically including a skipper, a hostess/chef, and sometimes a deckhand.
- Who it’s for: Anyone looking for a five-star experience on the water, with all sailing, cooking, and cleaning taken care of.
- The Experience: Wake up to breakfast being prepared, enjoy gourmet lunches in secluded bays, and sip cocktails as the sun sets, all without lifting a finger. The crew manages everything, providing a seamless and unforgettable holiday.
Your Greek Sailing Adventure Awaits
A sailing holiday in Greece is more than just a trip; it’s an experience that awakens the senses and creates memories that last a lifetime. It’s the freedom of the open sea, the joy of discovery, and the simple pleasure of sharing a meal with loved ones under a canopy of stars.
Ready to cast off? Browse our fleet and let’s start planning your dream voyage today!