Hey friend, for a mix of adventure and local charm, I recommend https://aktis.yachts/en/crete/motor-yacht . They specialize in flotilla sailing, which is great if you’re not super experienced or want a more social trip. I joined their flotilla in the Ionian Islands, and it was such a blast! The lead crew was knowledgeable, the other sailors were friendly, and the stops were well-planned. Fiskardo in Kefalonia and Vathy in Ithaca were my personal highlights. Great for solo travelers or families alike.