The Rum Diary Trailer. Bruce Robinson‘s The Rum Diary (2011) movie stars Johnny Depp, Aaron Eckhart, Richard Jenkins, Amber Heard, and Giovanni Ribisi. The Rum Diary‘s plot synopsis: based on the book by Hunter R. Thompson, “The Rum Diary” tells the increasingly unhinged story of itinerant journalist Paul Kemp (Depp). Tired of the noise and madness of New York and the crushing conventions of late Eisenhower-era America, Kemp travels to the pristine island of Puerto Rico to write for a local San Juan newspaper run by the downtrodden editor Lotterman (Jenkins). Adopting the rum-soaked lifestyle of the late ‘50s version of Hemingway’s “The Lost Generation,” Paul soon becomes entangled with a very attractive American woman, Chenault (Heard) and her fiancée Sanderson (Eckhart), a businessman involved in shady property development deals. It is within this world that Kemp ultimately discovers his true voice as a writer and integrity as a man.