A foul-mouthed finishing school graduate mistakenly winds up on an ill-fated fishing boat, and faces the wrath of a crew that considers him bad luck.
| Actor | Role |
|---|---|
 Chris ElliottNathanial Mayweather | Nathanial Mayweather |
 Ritch BrinkleyCaptain Graybar | Captain Graybar |
 James GammonPaps | Paps |
 Brian Doyle-MurraySkunk | Skunk |
 Brion JamesBig Teddy | Big Teddy |
 Melora WaltersTrina | Trina |
 I.M. HobsonHeadmaster Timmons | Headmaster Timmons |
 Alex NevilThomas | Thomas |
| DDavid H. SterryLance | Lance |
 Bob ElliottWilliam Mayweather | William Mayweather |
| EEdward FlotardLimo Driver | Limo Driver |
 Jim CummingsCupcake (voice) | Cupcake (voice) |
 David LettermanOld Salt In Fishing Village | Old Salt In Fishing Village |
 Ann MagnusonCalli | Calli |
 Russ TamblynChocki | Chocki |
 Ricki LakeFigurehead | Figurehead |
 Mike StarrMulligan | Mulligan |
 Andy RichterKenny | Kenny |
 Alfred MolinaSchool Professor (uncredited) | School Professor (uncredited) |
 Ralph MoratzFinishing School Groundskeeper (uncredited) | Finishing School Groundskeeper (uncredited) |
| AAdam ReevesDoorman (uncredited) | Doorman (uncredited) |
| TTommy WilliamsonFace in the Clouds (uncredited) | Face in the Clouds (uncredited) |