In 1948
Havana, Chico and his best friend Ramón are struggling
dandies in a low-life bar during the Batista regime. During what's meant to be a date with American tourists, they both go to a bar where Chico falls in love with the band's lead singer, Rita. Chico and Ramón then go to the
Tropicana Club, which happens to have a missing pianist for a performance Rita will be involved in. Chico takes the offer and has a successful performance with the band. Both Rita and Chico then go on their own date which involves a dangerous motorcycle and Chico playing
bebop music to Rita at another empty bar, and having sex at Chico's place. The next day, Juana, Chico's former girlfriend, walks in and picks a fight with Rita. The two women angrily leave Chico, feeling betrayed. However, Chico is still smitten with Rita and begs Ramon to convince her to perform with him for an upcoming radio contest. Ramon pays Rita to sing with Chico but after the contest, Rita leaves Chico without speaking to him. He follows her to the house of a
santera, who predicts that Chico will cause her much suffering. The two win the contest and awarded a month's engagement at the Hotel Nacional. A few weeks later, Chico and Rita are having great success in their performances. One businessperson, Ron, notices Rita and offers to take Rita to New York City, a burgeoning place for jazz and Latin music. However, Rita insists that the offer must include Chico. However, Chico gets a false impression Rita is leaving him for Ron, and has a date with Juana. Hurt, Rita agrees to go to New York with Ron, alone. Chico and Ramon also go to New York to seek their fortunes. Chico finds work as a party musician, and Ramón as an
usher at the
Plaza Hotel. At one of his party gigs, Chico runs into a successful Rita again, and the two run away in her new car and spend the night together again. The next day, Ron locates Ramón and proposes a deal to finance his artist-agency business, as long as Ramon finds jobs to keep Chico away from Rita. Ramón complies with his end of the bargain and signs Chico with
Dizzy Gillespie, who gives him a gig in Paris and a European tour. Rita becomes a big film star while Chico finds a new girlfriend in Paris. Back in New York, despite her wealth and success, Rita is mistreated socially due to her
skin color. While being driven to a set, the radio plays a new Jazz hit that she instantly recognizes as "Rita", the piece Chico composed for her while they dated in Cuba. Rita then notices Chico playing the song at a bar under a different name, "Lily", which is the name of Chico's French girlfriend's dog. After the performance, the two passionately kiss and make up. Chico and Rita agree to marry that New Year's Eve, after Rita's debut in Las Vegas. However, it never happens. Ramón, by slipping drugs into Chico's coat, gets him arrested and sent back to Cuba at the start of
Castro's regime; and Rita ruins her career by publicly denouncing
racism of the film industry and the hypocrisy of being a celebrated black artist. Forty-seven years later, Chico is a
shoe-shiner in Havana, Ramón is dead, and Ron is in a
nursing home in New York. Chico gets asked for his jazz compositions by a famous young singer and her entourage. After performing and recording his music with them, he becomes world-famous for the second time. Chico is then allowed re-entry into the United States, and reunites with Rita at the same Las Vegas motel she's been a housekeeper at for her 47 years in the city. ==Cast==