In the "Escape" segment, Gregory Udall is an escape artist trying to get out of the shadow of his famous father by duplicating the solo ultimate escape his father performed, with Mr. Roarke providing the prison. Unfortunately for Udall, if you don't escape, well...you stay there forever. Udall manages to escape by overcoming his desire to do it single-handedly as he gets another prisoner to help him.

In the "Cinderella" segment, Ann and Maxine are working class girls who manage to afford a trip to Fantasy Island with a wish to become jet-setters for two days. They both get involved with rich men - Maxine ends up getting her man even when she confesses she's poor, and Ann ends up with a doctor pretending to be a rich millionaire to raise money for his health clinic.

In "Bet A Million" a Mr. & Mrs. Fred Wade come to the island in the hopes of finding a wealthy financier to help them fulfill their dream of owning a hotel.

In "Mr. Irresistible" Chuck Hoffman fantasies about being the most irresistible man in the world.

In "Reunion" 4 high school friends reveal a hidden secret which places them in jeopardy.

In "Anniversary" a couple wish to renew their vows and bring back the good times before the alcohol ruled their lives.

In "King for a Day" a plumber dreams of being king for a day.

In "Instant Family" a mother's fantasy is to prove to her daughter that child-rearing isn't what her daughter's college thesis proposed: "The Soft Life of the American Housewife and Mother."

In ""Class of '69"" An overweight woman wishes to become thin in order to overcome her humiliation 10 years ago.

And in ""The Pug"" Mitch Lee wishes to see his father fight for the World Heavyweight Championship.