Jack Sparrow is quintessential ESTP.
"ESTPs are practical, observant, fun-loving, spontaneous risk-takers with an excellent ability to quickly improvise an innovative solution to a problem" - all his brilliant escapes
"They're typically a couple of steps ahead of the person they're interacting with" - hence all his brilliant escapes
"ESTPs have an uncanny ability to perceive people's attitudes and motivations" - all his brilliant people-reads, and the answer to seemingly N-type abilities
"ESTPs have a strong flair for drama and style" - all his flashiness
"Rules and laws are seen as guidelines for behavior, rather than mandates but their own integrity mandates that they will not under any circumstances do something which they feel to be wrong" - explaining the apparent conflict between the law and his morals
I would think the archetypal pirate is an XSTP.
SP - performing type.
T - ability to make "hard" decisions in order to achieve an objective.
Internal integrity against rules and laws is typical of most organised crime, where the moral code is existent although not in tandem with that of society.