- "You'll take the grandest as your flagship, and who's to argue?"
- ―Jack Sparrow
A flagship was a vessel used by the commanding officer of a group of naval ships, reflecting the custom of its commander, flying a distinguishing flag. Used more loosely, it was the lead ship in a fleet of vessels, typically the first, largest, fastest, most heavily armed, or best known. The HMS Endeavour was the flagship of Lord Cutler Beckett's Armada. The Queen Anne's Revenge served as the flasghip of Hector Barbossa's fleet between 1750 and 1751.
- HMS Interceptor, Commodore Norrington's flagship
- Black Pearl, flagship of the Pirate Armada
- Empress, flagship of Sao Feng's fleet
- Ching's flagship, flagship of the Pirate Confederation of China
- HMS Endeavour, flagship of the EITC Armada
- Queen Anne's Revenge, flagship of Barbossa's fleet
- Pirates of the Caribbean: The Curse of the Black Pearl (First appearance)
- Pirates of the Caribbean: At World's End
- Pirates of the Caribbean: Dead Men Tell No Tales