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Doug must cancel a Valentine's Day dinner with Carrie when his boss makes him transport penguins to the Albany zoo. Also: Arthur tries to romance a woman at a dance for senior citizens; and Carrie's boss takes a liking to Holly.
Doug and Carrie pick up another couple's photos by mistake and feel their lives aren't as exciting as the mystery pair, so they try to copy what they see in the pictures. Also: Arthur gets a cell phone and is disappointed when no one calls him.
Doug and Carrie vacation with their neighbors in St. Croix, but their fun is short-lived after Arthur calls them with bad news about their house, which is in need of an expensive repair.