Aaron Eckhart stars as Sanderson, a wealthy businessman engaged to Amber Heard's Chenault. In the film adaptation of Hunter S. Thompson's beloved novel, the character of Sanderson has been combined into a hybrid of the book's characters Yeamon and Sanderson, much to the dismay of many fans.
Amber Heard plays Chenault, a vixen from Connecticut who becomes involved in a love triangle with Johnny Depp's Paul Kemp.
Paul (Johnny Depp) and Sanderson (Aaron Eckhart) go for a drive.
Depp confers with Diary producer Graham King.
Heard steals the scene as she dances outside at a town festival.
Giovanni Ribisi plays Moberg, Paul Kemp's troublesome pal.
Chenault (Amber Heard) and Sanderson (Aaron Eckhart) share an intimate moment on the beach.
Depp appears hard at work in front of his typewriter. His character is a New York journalist who relocates to Puerto Rico to write for The San Juan Star.
The role of Paul Kemp is based loosely on Thompson's own experiences in Puerto Rico. This isn't the first time Depp has played a version of the famed novelist. He portrayed Raoul Duke in Fear and Loathing in Las Vegas, the 1998 adaptation of Thompson's autobiographical book of the same name.
Michael Rispoli stars as Bob Salas, with an old fashioned camera in one hand and a cigar hanging from his lips.
Ribisi's Moberg comes face to face with Richard Jenkins' Lotterman — the hated editor of The San Juan Star, who hires Kemp as a reporter.
Paul (Johny Depp) and Sanderson (Aaron Eckhart) take a stroll on the beach, while holding a glass of (presumably) rum.
Salas (Michael Rispoli) readies a chicken for battle in the cock fighting ring.
Jenkins appears irate in his role of overzealous newspaper editor.
Ribisi, Depp and Rispoli are on a mission with their motorcycle and sidecar to boot.
Chenault (Amber Heard) and Paul (Johnny Depp) exchange gazes while dressed in their best attire.
Kemp dons sunglasses and a suit for his first venture into The San Juan Star newsroom.
The trio of Kemp (Depp), Salas (Rispoli) and Moberg (Ribisi) are at it again, downing rum by candlelight.
The two men vying for Heard's attention come together on the beautiful Puerto Rican beach.
Paul (Depp) talks to his editor, played by Richard Jenkins.