Havana - Robert Redford and Lena Olin in Sydney Pollack movie

Havana is a 1990 American drama film starring Robert Redford, Lena Olin, and Alan Arkin, directed by Sydney Pollack with music by Dave Grusin.

Cuba, December 1958: The professional gambler Jack visits Havana to organize a big Poker game. On the ship he meets Roberta and falls in love with her. Shortly after they arrive in Cuba, Roberta and her Cuban husband, the revolutionary Arturo, are arrested and tortured. Arturo is reported "shot while trying to escape," but Jack manages to get Roberta free again. He can't, however, keep her from continuing to support the revolution. Jack has to make a choice between the beautiful woman who keeps putting herself in harm's way and the biggest poker game of his life; between the man he could be and the man he is.

It is the eve of the Cuban Revolution's culmination. On Christmas Eve, 1958, aboard the boat from Miami to Havana, Roberta Duran enlists the aid of Jack Weil in smuggling radios 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 a Cuban journalist acquaintance and during a night on the town, they run into Roberta and her husband, Dr. Arturo Duran, a revolutionary leader. Duran asks Weil for further aid for the cause. Weil turns him down.

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 lets him shelter her in his apartment, but disappears that afternoon.