The reason why I brought up murder and rape is because the morality of it and if people idolize the people who commit it and the moral issue they face with idolizing the person.
I assume you are not American, so let me put it this way. In the United States when the movie 300 came out, everyone suddenly became a fan of ancient Sparta. Everyone loved quoting Leonidas and assumed the Spartans where the most amazing warriors in all of history. Leonidas became idolized has a badass by people who had a limited understanding of ancient history.
Mind you they idolized a culture that had to enslave other to survive because not a one of them was capable of anything other than war. Yeah, they couldn't even farm. A culture that couldn't have sexual relations with women until they hit 30, because it was deemed that homosexual relations among the younger Spartans made them better fighters. Mind you this was a culture that initiated their young graduating class of warriors by setting them lose upon all of the house and field slaves, and so they could kill as many as possible to prove their worth. There is a reason that throughout history they had to deal with helot rebellions. They where mass murdering psychopaths who got washed away by other civilizations who didn't kill the people who fed them. By people who didn't slaughter any infants they deemed unfit, like the Spartans with their small population.
People idolize Stalin. These are just examples. When I look at the qualities of the pirates I idolize, I'm not looking at wanton murder, like many young Americans I pick and choose the qualities I idolize. The sheer force of will it took to declare war on not one, but ALL governments and survive for the brief time they did is downright impressive. Sure they killed a few people, but so did Lord Nelson. Sure they raped and pillaged, just like Alexander the Great's men.
My point is, there isn't really any moral issue I face, because I choose what I idolize. Like most people.
I do love the romantic side of Piracy too however. Like the others have pointed out, it really is an era of adventure. The stories have it all, action, adventure, mystery, romance, peril etc. Who hasn't read Treasure Island and didn't want that to happen to them? To really find yourself out of your element, and not only survive, but thrive, and experience wonderful and dangerous things. To prove the true measure of a man.
Plus, the carribbean is downright GORGEOUS. Playing Assassins Creed Black Flag, it honestly felt like a vacation to me. Sure the story was kind of silly, and by god the combat was rediculous.... but the scenery was gorgeous. Lush jungles, sunny skies, and a big blue ocean. The stuff dreams are made of.
Also. Rum. Sailor Jerry's anyone?