Cast of Cabin Boy

Chris Elliott plays Nathanial Mayweather, the awkward and naive main character who finds himself on a strange journey at sea.

Ritch Brinkley portrays Captain Graybar, the tough and grizzled leader of the ship where Nathanial ends up.

James Gammon appears as Paps, a rough and rugged sailor aboard the vessel who crosses paths with Nathanial.

Brian Doyle-Murray plays Skunk, a quirky and eccentric crew member known for his unusual behavior.

Brion James takes on the role of Big Teddy, a formidable and imposing presence onboard the ship.

Melora Walters is Trina, a mysterious and alluring character who catches Nathanial's eye during his journey.

I.M. Hobson portrays Headmaster Timmons, a stern and authoritative figure in Nathanial's life before he sets sail.

Alex Nevil plays Thomas, a fellow crew member who interacts with Nathanial during their time at sea.

David H. Sterry portrays Lance, a colorful character onboard the ship who adds an element of humor to the story.

Bob Elliott appears as William Mayweather, a character who shares a connection to Nathanial and influences his journey.

Edward Flotard plays the Limo Driver, a brief but memorable role in the movie.

Jim Cummings provides the voice for Cupcake, a unique character who brings an animated element to the film.