This film was directed by Richard Wilson who first met Flynn when he and Orson Welles hired Flynn's yacht for The Lady from Shanghai.
At the time of filming, Flynn and wife Patrice Wymore resided in Jamaica. This may be one reason why three of Flynn's last five films (this one, Le soleil se lève aussi (1957) and Cuban Rebel Girls (1959)) were shot, at least in part, in the Caribbean or Mexico.
As an intellectual of notably liberal opinions, director Richard Wilson must have been embarrassed by the screenplay's careful avoidance of any depiction of the reality of Cuban life in the last days of Fulgencio Batista's dictatorship. A line of dialogue even speaks of the the island having a government which is, at last, "not corrupt". In fact, the island had, at the time, one of the most blatantly corrupt governments on earth (largely controlled by American organized crime) and was on the verge of revolution. Presumably, Wilson and his cast and crew had to go along with the pretense that everything was fine in order to get permission to film on Cuban locations. Leading man Errol Flynn was, only a few months after making this film, an outspoken admirer of Fidel Castro's revolutionary forces, which seized control of the island on January 1, 1959.
Errol Flynn's character's last name is Sherwood, as a kind of tribute, or coincidence, to the role that brought him fame twenty years earlier: Robin Hood, bandit of Sherwood Forest in "The Adventures of Robin Hood" (1938).
Critic Leslie Halliwell wrote, "An undistinguished chase film with the star very tired and a long way from home".