The mythological and historical significance of Greece provides a distinct charm to Greek sailing vacations. One can visit the ancient islands in the Aegean and the Ionian Sea. There are the groups of islands such as the Dodecanese, the Cyclades and the Sporades, all brimming with old-world charm. Sailors can also cruise along the coasts of Crete and Turkey. The Greek coast is famed for its clear blue waters, clear sky, the enchanting Mediterranean climate and rare sights of whales, porpoises and friendly dolphins.

There are many options to sail on the coastline of Greece. You can hire a bareboat. Bareboats provide great privacy, but you will have to do the navigating and the rowing yourself. If you are not very confident of yourself, then you can hire a skipper, who is a hired captain to guide you through the waters. Flotillas are also available, in which several boats follow one leading ship. But flotillas follow a set itinerary and that could get boring at times. People who go sailing along the Greek coasts can also hire their traditional boats the gulets and the caiques. These are small wooden craft that accommodate a less number of people. Yachts and catamarans are also available for bigger groups.

Greek islands lie in the Ionian and the Aegean seas. Corfu and Lefkas in the Ionian Sea are favorites among sailors. There is also the historically famous Ithaca, the island of Ulysses. The islands in the Aegean Sea are divided into the Cyclades, Dodecanese and the Sporades. Cyclade islands such as Kea, Mykanos and Santorini are specially known for the red sun in the blue sky during sunset due to the presence of a volcano. Dodecanese islands boast of Patmos, where St. John wrote about the Apocalypse nine centuries ago. Sailing in the Greek seas is a unique experience that is enveloped both in myth and beauty.

Daytimes are spent sailing in the open seas and exploring the beautiful islands. During nighttimes, there are several island resorts to welcome sailors. One can visit their taverns, with local wine and dance.

A Greek sailing vacation is not as expensive as in some other locations. The peak season begins from March and continues up to November. Even after that, there are sailors plying their boats along the Aegean and the Ionian.