Here’s a page with a paper model of the Torre Del Cielo — the tower that sits outside the Pirates of the Caribbean attraction at Disneyland. If scaled properly with your printing software, it would make a really attractive addition to a wargames table.
Wooden Ships and Iron Men Lite is a set of free wargames rules The author writes that Wooden Ships and Iron Men Lite are:
A rules set that focuses on fighting small squadron actions in the late 18th and early 19th Century using Pirates of the Spanish Main/Crimson Coast/Revolution (hereafter called PoX) ship models. I hope this variant is almost as simple and as colorful as Battle Cry and Memoir ’44 and captures the spirit of the Age of Fighting Sail
Tim’s Miniatures Blog has some Age of Sail House Rules for Savage Worlds. He also has some Savage criticism of those who wrote the Pirates of the Savage Main rules.
Scum of the High Seas is Rudi Geudens set of hex-based. card driven rules for playing games of Pirates on the high seas. Like others in this series, they’re based loosely on Richard Borg’s Battle Cry system.
Chronofus has written a set of free miniature wargames rules called Piracy, and also an amazing amount of supplemental and source material on pirate captains, pirate history, pirate flags, nations of the Caribbean, slavery, clothing, weapons, currency, towns and more!