Why Sail in Greece and Where are the best Greek Island Sailing Itineraries

SailCheckers regularly asked us why we love sailing in Greece so much and ask for more about the best Greek Sailing itineraries.

Before the more practical reasons for sailing Greece, let's marvel at the allure of Greek Mythology, the stomping ground of Poseidon, of Hercules, Lysander and other great Hellenic heroes.

The ancient history of the Greek civilisation bursts forth at every turn with ancient ruins and dramatic temples. Spend you time gazing and contemplating of the wonder the philosophers with ideas that frame our modern world. Add the deep iridescent colours of the waters of the Ionian, Aegean, Cyclades and other hidden gems, for those thinking with their heart, there are many reasons to visit for a Greek Island Sailing trip.

Backing up the stunning waters are the numerous Blue flags you will find on Greek beaches with wonderful swimming and snorkelling opportunities, and with 1,431 to choose from, it will take you a little time to enjoy them all! The Greek Weather offers over 250 days of sunshine each year and with access to 5 stunningly different sailing areas, each with their own wind pattern, you are sure to find perfect sailing conditions to suit everyone's Greek Island Sailing desires.

We Review the Best Greek Island Sailing Itineraries

Five Amazing Areas to Sail - Each with their Own Character and Sailing Conditions

We created a Mini Greece Island Sailing Guide with all the information you need to know.

Wherever your start your sailing holiday in Greece, you will find superb sailing conditions in stunning surroundings, reliable winds, pristine seas, excellent food, a sunny Mediterranean climate and a welcome to match.

Our Top 5 Greek Island Sailing Highlights

Our Highlights. The beautiful and exotic Greek Islands lure droves of tourists every year, making them one of the world’s top travel destinations. Amazing beaches, ancient ruins, excellent cuisine, colourful harbours, breathtaking views and even active volcanoes the Greek islands have it all.

Santorini. Part of the Cyclades group, Santorini is the jewel. It is considered by many the most picturesque islands. Lying in the South Of Greece, is can be a little tricky to access, or, put more accurately, harder to get home if the wind starts to blow form the north.

Mykonos. Also part of the Cyclades, Mykonos features a modern, cosmopolitan society blended with traditional whitewashed houses and maze-like streets.

SailChecker Tip: Enjoy a meal in Little Venice.

Rhodes. Located in the Aegean Sea near the coast of Turkey, Rhodes is the capital and largest island of the Dodecanese archipelago, popular for its great beaches and historical significance.

Corfu. The northernmost of Greece’s Ionian Islands, Corfu was controlled by many foreign powers, notably the Venetians and British, which is reflected in its culture and the architecture on the island. Sporades also will offer you amazing experiences with their crystal clear waters and their natural beauty.