ASK A STYLIST: What to wear while cruising the Greek Isles!!?

Dear J, I’m so excited to get to go on a dream holiday with my man… cruising the Greek Islands! Now comes the important decisions of what to pack!? We will be on a cruise for 18-35 y/o’s. Daytime walking around the cities/islands and nighttime on the boat. Help me, oh goddess of fashion! -C