Infamously known as Calico Jack, this English pirate’s career was more active as the Golden Age of Piracy was coming to an end. Calico Jack terrorized the Caribbean Sea with his crew. His flag is more notable because it is one of the more famous Jolly Roger variations. While the original Jolly Roger is a black flag with a white skull and two crossed bones underneath it, Rackham’s version replaced the bones with swords. The swords were meant to signal the pirate and his crew were ready and willing to get violent if the ship being attacked did not surrender.
To learn more about Jack Rackham, click here.