The film is set on the eve of the Cuban Revolution's victory. On Christmas Eve, 1958, aboard the boat from Miami to Havana, Roberta Duran (Lena Olin) enlists the aid of Jack Weil (Robert Redford) in smuggling Signal Corps (United States Army) radios destined for the revolutionaries in the hills. Weil agrees only because he is romantically interested in her. When they rendezvous for the "payoff," Roberta reveals that she is married, dashing Weil's hopes. In Havana, Weil meets up with a Cuban journalist acquaintance (Tony Plana) and during a night on the town, they run into Roberta and her husband, Dr. Arturo Duran. Duran (Raúl Juliá) is a Revolutionary leader. When Roberta points Weil out to him, Duran invites Weil to join them for dinner and asks Weil for further aid to the cause. Weil turns him down, even after Duran outlines the desperate situation confronting the Cuban majority.
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