Hi there, that is a great question! Something similar got asked earlier this month, but the focus there was on past pirate towns: http://www.reddit.com/r/AskHistorians/comments/34yewz/has_there_ever_in_history_been_a_pirate_town_like/cqzdoc8

This is not at all to discourage further responses, but it might be of interest to you and others interested in the question.

Just a friendly reminder to those who might be tempted by the supposed anonymity of this forum.

In the Brotherhood, we have our ways.

Beware the Black Spot!