Brian Flanagan just finished his stint in the Army, heads back to New York City and meets his Uncle Pat at his bar. He talks about making a million dollars. Brian goes to many an interview but is laughed out of all the corporate jobs because he lacks a degree. Brian gets a part-time job as a bartender at night while studying for a business degree by day. Over time, he learns the tricks of the trade, including flairing, from his mentor, Doug Coughlin. His advice usually begins with "Coughlin's Law." Brian quits college, maintaining his personal aspirations, but Doug is wary of the two starting their own bar together. Doug intends to call his bar "Cocktails & Dreams."
Eventually, Brian and Doug's bartending act becomes popular and they end up working at a trendy nightclub. As their popularity rises, Brian becomes the focus of attention from a brunette named Coral. Coral is a wealthy photographer. Doug is alarmed that Coral is coming between their partnership and bets Brian that Coral will leave by week's end. Unbeknownst to Brian, Doug tricks Coral into sleeping with him. He secures his bet by sharing a kiss with Coral in front of Brian. Coral breaks up with Brian. Brian and Doug get into a fight, ending their partnership.
Three years later, Brian has taken a job in Jamaica as a bartender at a resort to raise money for his own place. He finds a romantic partner in Jordan Mooney, an aspiring artist and waitress that he meets on the beach. Doug shows up in Jamaica, now married to Kerry, a wealthy woman who openly flirts with other men. Doug bets Brian that he couldn't "pick up" a new customer named Bonnie, a wealthy older woman. Brian accepts the challenge and wins Bonnie over. As they go back to Bonnie's room, Jordan sees them. Devastated, she takes a plane back to New York City.....
Directed by Roger Donaldson
Produced by
Ted Field
Robert W. Cort
Screenplay by Heywood Gould
Based on Cocktail
by Heywood Gould
Starring
Tom Cruise
Bryan Brown
Elisabeth Shue
Music by J. Peter Robinson
Cinematography Dean Semler
Edited by Neil Travis