The plot is based on a TV sitcom of the 60's named Gilligan's Island. Your ship crashed on a deserted island, and now you must get back to civilization. The stranded people on the island are: Gilligan and the Skipper ( the crew of the ship), a millionaire and his wife, a professor, and Mariann who is a homely Midwest U.S.A. girl.
Despite the name, you'll be playing as the Skipper. Gilligan follows you around as a comedic relief sidekick. The game is divided into four episodes; the goal is always to locate all crew members in a limited amount of time. To do so the two heroes have to navigate the maze-like island and collect items - every found character provides hints for the next step.
There are also a lot of dangers which have to be faced: wild animals and headhunters can be fought with your bare hands and fallen rocks or obstacles on the ground have to be avoided. A common nuisance are holes in the ground which lead to the underground caves: Gilligan is likely to fall into these. If this happens Skipper has two minutes to get Gilligan back. There are three items which help Skipper on his quest: bananas replenish his health, hourglasses give extra time and the rope is used to get Gilligan back instantly.