Trepassey is a small fishing community located in Trepassey Bay on the south eastern corner of the Avalon Peninsula of Newfoundland and Labrador. It was in Trepassey Harbour where the flight of the Friendship took off, with Amelia Earhart on board, the first woman to fly across the Atlantic Ocean.

Bartholomew Roberts, born John Roberts, was a Welsh pirate who was, measured by vessels captured, the most successful pirate of the Golden Age of Piracy. During his piratical career, he took over 400 prize ships. Roberts raided ships off the Americas and the West African coast between 1719 and 1722; he is also noted for creating his own pirate code, and adopting an early variant of the Skull and Crossbones flag.