Handsome surfer Duke Williams rides a giant tsunami to the island. At first, the castaways are excited as Duke thinks he will turn around and surf back to Hawaii (and send help). However, after seeing Mary Ann and Ginger, he decides he may want to stay for a while. The castaways must come up with a plan to make him want to leave for Hawaii.

After Gilligan is unable to save Mary Ann from drowning in the lagoon, the Skipper must jump in and rescue both of them. The Castaways then devise schemes to boost Gilligan's ego, and help him feel like a hero.

Mrs. Howell decides to engineer a romance between Gilligan and Mary Ann.

After Gilligan saves Mrs. Howell's life, Mr. Howell decides to make him his son. He immediately puts Gilligan through basic training to be a millionaire's socialite son (dream sequence), changing the way he walks, talks and dresses. However, Gilligan and the rest of the castaways miss the "old Gilligan."

The Howells plan a party, and Mr. Howell accidentally loses the Skipper's invitation. The others refuse to attend, believing that the Howells have intentionally snubbed the Skipper.

Gilligan wakes up with white hair, and thinks he overhears the Professor say that he has a rare disease that has made him age quickly (the disease? ""follicular albinism""). When Mrs. Howell attempts to fix the problem by dyeing Gilligan's hair brown, the dye causes his hair to fall out. A classic line occurred as the other Castaways tried to act as though they don't notice Gilligan's baldness … Mrs. Howell's famous breakfast order: ""I think I'll have a hard-bald egg."" Later, the Skipper exhibits the same symptoms. The Professor determines the problems are caused by the crude bleach that Gilligan and the Skipper have been using while washing the castaways clothing.