Captain John Rackham, called Calico Jack, a pirate who marauded the Caribbean seas, is wanted by the government on counts of piracy. He makes a surprise visit to the governor's residence and asks for pardon for his men. A deal is brokered, but the governor does not reveal that Jack's beloved fiancee has become betrothed to the governor himself. Jack discovers he has been deceived and publicly threatens the governor, then locks swords with a notorious Frenchman. All seems lost until Anne Bonney, a buxom Irish woman, comes to his rescue and sets about planning one of the most audacious lootings in the Caribbean.