I'd imagine that the title of "Pirate King" is usually one that's claimed by a pirate of a certain legendary caliber. Pulling off seemingly impossible raids and outwitting fleets with a lot of pirate vessels flocking to these self appointed kings.re: Pirates - lot of lore to draw from in the Golden Age of Piracy for flavor here. In terms of Jamaica being a pirate haven, Kingston may be home to a "Pirate King" - of course, this role would be largely ceremonial (and elected) since pirates would be allied to innumerable powers, from the Witch Queen of N'awleens to the burghers of Cuba, ven some loyal to the President and the Supreme Court. His role would be some minor pirate spiritual figure, and ensuring the neutrality of Kingston.
Wonder how Tortuga is these days.