Goodnight Sweet Skipper

The castaways hear on the radio that a plane is going to be flying over their island, but they will be unable to contact them because their transmitter is broken. Gilligan overhears the Skipper dreaming about repairing a transmitter as he sleeps. The Skipper is unable to remember how he fixed the transmitter from his Navy days, so he attempts to have the dream again, but is unable to fall asleep. Each castaway attempts to help by sneaking two tranquilizers into Skippers mango juice. When Gilligan hits the transmitter out of frustration, it suddenly works! However, when he hits it again in an effort to show the other castaways how he fixed it, it falls completely apart just as the plane flies overhead.

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S01E05 - Wrongway Feldman