Would not the brothels, gambling dens and taverns all be served by the same locations, and I would also assume that there would be quite a few of these establishments. I am quite sure that a bunch of pirates might not be the most harmonious group, and that some ship crews would not drink well with crews of some other ships. Prisoner hold would be a def. YES.....Pirates love to ransom important prisoners. I think that the Shipwright might have a dedicated dock for his ship building/repairing.

I am liking this idea, and am waiting for the next WIP