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Harvey Weskit borrows a cabin cruiser from a friend of his wealthy father-in-law, and invites the Peepers to join him and Marge on a cruise. Wes is self-appointed captain, but his piloting leaves something to be desired.
Harvey Weskit returns from a visit to his in-laws with a large gift of money, which he hopes will buy him membership in an exclusive country club. Mr. Peepers knows the club president, and arranges a golf date between him and Wes. Meanwhile, Mr. Peepers takes a gardening job at the club in order to earn extra money, but this threatens Wes' chances of being admitted as a member.
Mr. Peepers and Wes hear that Elaine Stritch is playing at a nearby theater, so they attend, hoping to convince her to appear at their parent-teachers meeting.