While pirates had been around as early as 1650, the first Jolly Rogers weren’t flown until after the Golden Age of Piracy. View Larger Share this Image On Your Site Famous Pirate Flags Infographic by Vispronet A Short History of the Jolly Roger Pirate Flag When it comes to pirates, perhaps nothing has captured people’s attention more than one of the most famous pirate flags in existence, the Jolly Roger. Almost since the end of the Golden Age of Piracy in 1720, pirates have captured the imagination of the public.