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If you are setting a campaign in an aquatic environment(going in the style of sinbad the argonauts, the odyssey, or just pirates), what kind of races do you bring, what weapons do you give the players and how do you make it work. I already know about skull and shackles, the amazing little sand box that it is. What kind of stories do you tell, what threats do you have them face.
Personally, I would get the players in an odyssey/sinbad style adventure where it is not the destination, but the journey that really matters. and if the destination changes as they choose to go full pirate, then i just roll with the punches.
If i was in skull and shackles, i'm playing an gillman, since i am of a really soft disposition and "SCREW YOU CAPTAIN!!, I am saving that woman you threw overboard". or if i run it, i will make her a gillman and laugh when she climbs back onto the players ship, with much profanity toward the captain that just stole her ship.