An Insurance executive attending a convention in Cuba has his world turned upside down when he gets caught up in an assassination plot. Taking the advice of a mysterious woman, Jack Petty skips the conference and takes in the sights of Havana instead. Brushing off a fortune teller's warning of impending danger, he befriends Harry Smith, a fun loving travel writer with a taste for cigars, rum and trouble. Harry takes Jack under his wing and out for a day and night of adventure. Along the way they meet Pepe the Frenchman, who can get you anything you want and Night & Day, two beautiful women who put the femme in fatale. Jack wakes up the next morning to discovers a dead man in a bathtub and a stranger at the door who mistakenly gives Jack a gun and instructions to kill. Things go from bad to worse when Jack beelines to the Canadian embassy only to learn he can't trust anyone. With nowhere to turn and nothing but danger in his path, Jack needs to stay one step ahead of them to get out of Cuba alive.