If you are something tired of classical holidays options, if you are looking to jazz-up your travel to Greece, you shall probably check on the luxury yachts and sailboats for charter. You will not be stuck in one place anymore and will be able to travel around the islands.
The only thing you have to keep in mind, is that depending on the Greek sea, the weather might be tricky and you might not be able to follow your itinerary. Improvise!