27 December 1682 – 18 November 1720), commonly known as Calico Jack, was an English pirate captain operating in the Bahamas and in Cuba during the early 18th century
His nickname derived from the calico clothing he wore. Active towards the end (1718–20) of the “golden age of piracy” (1690–1730) Rackham is most remembered for two things: the design of his Jolly Roger flag, a skull with crossed swords, which contributed to the popularization of the design, and for having two female crew members (Mary Read and Rackham’s lover Anne Bonny).
After deposing Charles Vane from his captaincy, Rackham cruised the Leeward Islands, Jamaica Channel and Windward Passage. He accepted a pardon some time in 1719 and moved to New Providence where he met Anne Bonny, who was married to James Bonny. When Rackham returned to piracy in 1720, by stealing a British sloop, Bonny joined him. Their new crew included Mary Read. After a short run he was captured by pirate hunter Jonathan Barnet in 1720, before being hanged in November of the same year in Port Royale, Jamaica.