Wings
Brothers Brian and Joe Hackett attempt to run an airline on the New England island of Nantucket while surrounded by their various wacky friends and employees.

Season 5 · Episode 10 ·
Come Fly with Me
Joe, Brian, Helen, and Lowell head to Boston for a night on the town but end up at a party that's more than what it seems. Roy, Fay and Antonio pool their resources to win a radio contest.
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Episode 10 of season 5 of Wings: “Come Fly with Me”. Aired 1993-12-02. Watch it online free on ZapFlix.