After a brief flash-forward to Frank Sinatra as an old man, saying "I miss my guys," the movie's main narrative begins during high points in the solo careers of the Rat Pack: Dean Martin has become a big success despite the breakup of his partnership with Jerry Lewis; Sinatra's career is at its peak; Sammy Davis, Jr., is making a comeback after a near fatal car crash, and standup comic Joey Bishop is gaining exposure as an opening act for the other three. The Pack becomes complete when Sinatra reconciles with actor Peter Lawford, who has been ostracized since being seen out publicly with Sinatra's ex-wife, Ava Gardner.
as Frank Sinatra
as Dean Martin
as Sammy Davis Jr.
as Peter Lawford
as John F. Kennedy
as Bobby Kennedy
as Joey Bishop
as May Britt
as Ava Gardner
as Rocky Cooper
as Joe Kennedy
as Momo Giancana
as Marilyn Monroe
as Judy Campbell
as George Jacobs
as Joe DiMaggio
as G-Man #3
as Hank
as Jimmy
as Johnny
as Jeanne Martin
as Tom Dreesen
as Reporter in Bar Fight
as Mickey Cohen
as Pat Lawford
as Lewis Milestone
as G-Man #1
as G-Man #2
as Walter Winchell
as Pit Boss
as Broad at Casino
as Frank's Secretary
as Jefferson
as Big John
as Contractor
as Rabbi
as Frank's Assistant
as Butler
as Betty
as Studio Head
as Tourist
as Bandleader
