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Three thirtysomething friends break the monotony of their uninspired lives by vacationing on an island that's a popular spring break getaway for college co-eds. One of the women works for a powerful senator whose daughter is one of those co-eds, only she's as geeky as her chaperones.
Frank Falenczyk (Ben Kingsley) loves his job. He just happens to be the hit-man for his Polish mob family in Buffalo, New York. But Frank's got a drinking problem and when he messes up a critical assignment that puts the family business in peril, his uncle (Philip Baker Hall) sends him to San Francisco to clean up his act. Played with gruff charm by Kingsley, Frank is not a touchy-feely kind of guy. But he starts going to AA meetings, gets a sponsor (played by Luke Wilson) and a job at a mortuary where he falls for the tart-tongued Laurel (Téa Leoni), a woman who is dangerously devoid of boundaries. Meanwhile, things aren't going well in Buffalo where an upstart Irish gang is threatening the family business. When violence erupts, Frank is forced to return home and with an unlikely assist from Laurel, faces old rivals on new terms.