Gilligan's Island : They're Off and Running (1965)
Directed by Jack Arnold
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Synopsis by Hal Erickson
The latest fad on the island is turtle racing, and Mr. Howell (Jim Backus) is the luckiest castaway at the track. Even when Howell feels sorry for the perennially-losing Skipper (Alan Hale Jr.) and attempts to "fix" a race, the millionaire emerges the winner again. Ultimately, Mr. Howell wins all of the Skipper's prized possessions--including Gilligan (Bob Denver), who becomes the Howells' houseboy.