Havana is a 1990 American drama film starring Robert Redford, Lena Olin, Alan Arkin and Raul Julia, directed by Sydney Pollack with music by Dave Grusin. The film's plot concerns Jack Weil (Redford), an American professional gambler who decides to visit Havana, Cuba to gamble in 1958 on the eve of the Cuban Revolution. Plot 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 enlists the aid of Jack Weil in smuggling U.S. Army Signal Corps 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 and during a night on the town, they run into Roberta and her husband, Dr. Arturo Duran. Duran is a Revolutionary leader. 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. After a night of debauchery, Weil reads a newspaper account of Duran's arrest and death. In shock, he continues with the planned poker game, coincidentally meeting the head of the secret police. He learns that Roberta was also arrested and tortured in custody. He pressures another player in debt to him to obtain her release. Shaken by her husband's death and her own experience in jail, she agrees to let him shelter her in his apartment but disappears that afternoon. Realizing that he is in love with Roberta and encouraged by an old gambling friend, Weil drives into Cuba's interior to find her at Duran's old estate. He persuades her to return with him to Havana and to leave Cuba with him. When she asks, he explains that a lump on his arm contains a diamond that he had sewn into his arm in his youth as insurance. He makes arrangements for her to leave Cuba via boat, but on his return to the apartment, he is assaulted by two Cubans, who inform him that Duran demands him to get Roberta out of the country. Weil has an acquaintance from CIA, Marion Chigwell, who confirms that Duran is still alive. He intimidates Chigwell to work with him toward freeing Duran. Pretending