Can an independent, modern woman find love and happiness with a pickle salesman? Anything is possible--even romance--when Isabelle Grossman (Amy Irving) dares to open her heart and change her life by Crossing Delancey. Grossman, an attractive, intelligent Jewish woman in her early 30s, has a good job and a nice apartment in New York's Upper West Side. But her Bubbie (grandmother) wants her to find a nice Jewish man and get married . . . so Grossman's Bubbie hires a matchmaker to find the perfect man for Grossman: a pickle salesman named Sam Posner (Peter Riegert) who lives in the more traditional neighborhood south of Delancey Street. Now, what seems to be a complete mismatch develops into a sweet romance as Posner patiently, kindly and thoughtfully woos the initially unwilling Grossman.