The Greek islands have been called “a Mediterranean Polynesia” and for good reason; there are 6 distinct island groups (Cyclades, Ionian, Dodecanese, Sporades, Saronic, North Aegean), offering countless miles of shores that are waiting to be explored on your Greece sailing vacations!
As someone who was born and raised in Greece and has been sailing since childhood, I have actually never managed to visit all the islands by boat! The only people I know to have cruised around all of the islands are professional captains, but they cannot all make that claim! You can keep returning to the Greek Polynesia for summers in a row and keep finding new cruising grounds: the sunny backdrop, the warm seas and the kind, hospitable nature of the locals will remain the same, but the scenery will change across the islands.