History’s Greatest Crime Sprees

History’s Greatest Crime Sprees

Khalid Elhassan - April 15, 2021

History’s Greatest Crime Sprees
Stede Bonnet. Wikimedia

16. The English Gentleman Who Abandoned His Plantation to Go on a Piratical Crime Spree

Stede Bonnet (circa 1680 – 1718) was nicknamed “The Gentleman Pirate“. A wealthy Barbados plantation owner and a British Army major, Bonnet decided one day, out of the blue, to take up a life of crime and become a pirate. He became famous – or infamous – not because of any piratical success, but because of his utter failure at sea. Bonnet displayed remarkable incompetence after he took up a piracy career that he had no business pursuing, and that he probably should have left to roughnecks better suited to its travails and vicissitudes.

History’s Greatest Crime Sprees
Stede Bonnet’s pirate flag. Amazon

Bonnet, the scion of a wealthy family of landed gentry, had led a peaceful life for years, living with his wife in a profitable sugar plantation. Then in 1717, amidst a midlife crisis, he decided to escape marital difficulties and boredom at home by buying a ship, naming it the Revenge and arming it with cannons. He hired a crew of 70 sailors and sailed off into the deep blue to become a pirate. As might be expected from a rich dilettante who took to piracy on a whim, Bonnet was not very good at it, and soon revealed himself an incompetent sailor and worse leader.

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