One tranquil evening in the Bahamas, Calico Jack, wanted on counts of piracy, makes a surprise appearance at the governor's residence and asks for a pardon for his men. When Jack last set sail from the Bahamas two years prior, he left behind a beautiful fiancee he hopes to win back. A deal is brokered, but what the governor does not reveal is that while Jack was off looting the Spaniards, his beloved has become betrothed to a new man--the governor himself. Jack discovers he has been deceived and, in a fury, publicly threatens the governor, then locks swords with a notorious Frenchman outside a pub. All seems lost until a buxom Irishwoman, Anne Bonney, comes to his rescue and sets about planning one of the most audacious lootings the Caribbean has ever seen.