Cabin Boy

Cabin Boy is a 1994 fantasy comedy film directed by Adam Resnick and coproduced by Tim Burton, which starred comedian Chris Elliott. Elliott cowrote the film with Resnick. Both Elliott and Resnick worked for Late Night with David Letterman in the 1980s, as well as cocreating the shortlived FOX sitcom Get a Life in the early 1990s.

Nathaniel Mayweather Chris Elliott is a snobbish, selfcentered, virginal man. After graduation, he is invited by his father to sail to Hawaii aboard the Queen Catherine. After annoying the limo driver who is taking him to board the boat, he is forced to walk the rest of the way.Nathaniel makes a wrong turn into a small fishing village where he meets the imbecilic cabin boyfirst mate Kenny Andy Richter. He thinks the ship, The Filthy Whore, is a theme boat. It is not until the next morning that Captain Greybar Ritch Brinkley finds Nathaniel in his room and explains that the boat will not return to dry land for three months. ........

Source: Wikipedia