After uprooting his life in search of adventure, aristocrat-turned-pirate-captain Stede Bonnet must go to new lengths to tame the mutinous motley crew of his ship, the Revenge..

When the Revenge runs aground, Stede attempts to assuage his guilt over recent events by encouraging his men to treat the island detour as a vacation.

As Stede tries to sell himself as the "Gentleman Pirate," his men take a trip in hopes of ransoming the remaining hostage.

While a feverish Stede flashes back to scenes of his marriage, Blackbeard experiences his own identity crisis. Jim suffers through questions from the overcurious crew.

When Blackbeard decides he wants to try his hand at playing aristocrat, Stede, Oluwande, and Frenchie assume new identities to accompany him to a fancy party. While Blackbeard relishes his alter-ego, Jeff, Oluwande, and Frenchie devise a scheme to get rich quick.

Inspired by Blackbeard's words of wisdom, Stede enlists the Revenge crew to help him intimidate an incoming merchant ship. After Izzy confronts him about his growing attachment to Stede, Blackbeard struggles to do what must be done.