Since the golden age of piracy was the eighteenth century it is appropriate that we remember pirates as men who wore the eighteenth century’s most popular item of headgear; the tricorn hat.
The actor Johnny Depp’s Captain Sparrow wears a leather tricorn hat with the sides secured to the crown with a cris-crossing leather thong.
Oddly for a film based on a theme park fun ride, this little detail was perfectly acceptable and historically accurate.
Here is a picture of the pirate Bartholomew Roberts from “A History of the Pyrates” by Captain Charles Johnson c. 1724. As you can see he is wearing a braided and feathered tricorn.
Edward Teach, alias Blackbeard, arguably the most infamous of the pirates of the Spanish main was also depicted wearing a tricorn.
Less accurate are tricorn hats with a skull and crossbones on the front!