Hopefully pevergreen and his Vanilla Extended Mod will flesh out the Caribbean, but plenty of other mods will probably do so as well.
Pirates could be an extremely tactically challenging faction if done correctly, not to mention one with some wonderful units.
It would be fantastic to start off as a tiny Pirate Republic with an elected King and then try to raid, harass and otherwise annoy the major nations. And eventually take enough ships to go toe-to-toe wit ha real faction and take all of their land.
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