I have written a lot of posts here about this and you might be interested in my user profile and the FAQ on the subreddit wiki about piracy that lists a lot of these answers.

Here is also a (long) list divided into categories of ones that might be of the most interest.

Pirate tropes:

How accurate is the stereotypical depiction of a pirate? (This is a answer very long in which I tried to show how the romanticization of pirates and a lot of the stereotypes about them can be traced to contemporary literature and accounts of them but it's also pretty rambling and disorganized. My more concise answers that focus on specific things are probably more useful.)

• When did we start thinking of pirates as family friendly?

• Did pirates ever really bury treasure?

• Did pirates really make people walk the plank or leave them on deserted islands?

• Are any actual songs from the Golden Age of Piracy known today?

• Were there actually birds on ships in the 18th century, or is the pirate with a parrot on his shoulder entirely a Disney invention?

• Was there ever really a "pirate utopia" called Libertatia on Madagascar?

• What were the speech patterns for 17th century sailors, pirates, and buccaneers?

How pirates were less romantic violent and murderous criminals:

• People say that Pirates would "rape and pillage", but how much rape did they actually commit? If I was on a ship crossing the Atlantic in those days, should I, as a woman, need to worry about my virtue in the event of a Pirate raid?

• What happened to people who were captured by pirates and how were they forced to join their crews?

Pirate tactics and history:

• Did pirates ever disguise themselves as lawful merchants?

• Where did pirates get the boats they used?

• How did taking ships as prizes actually work?

• How did people become pirates?

• Did any pirates ever set up a protection racket?

• Why does piracy seem to end so abruptly after 1730?

Caribbean pirates and nationality/race:

• What were the national and racial origins of pirates during the Golden Age of Piracy?

• Were there any black pirate captains?

• Were there any Native American pirates and buccaneers?