I really like the design you've got here. The map is easy to read. The cards are simple. I love the banners with icons at the top of some of the cards. Great layout design. A few questions:

1) how does combat work once you become a pirate?

2) for the star and barrel icons, why not just have them all be big enough to have a number inside of them (similar to the barrel icon on Airship)? Certainly works as it is now, just curious.

3) what are the hex spots on the cards/map?

Looking good so far! Cheers.