My Fair Gilligan Gilligan's Island : Season 1 Episode 35

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.""