As her wedding day draws near, Georgie Dwyer (Arielle Kebbel) has doubts surrounding her plans to marry Dr. Phillip Hamilton (David Haydn-Jones), a dashing and prominent plastic surgeon. Though Phillip qualifies as the "perfect" fiancé, Georgie feels a romantic spark is missing in their relationship. Tensions rise even further when Phillip's sophisticated mother, Felice (Jaclyn Smith), blatantly frowns upon Georgie's working class origins. On the picturesque island, Georgie keeps finding herself in chance encounters with Luke Griggs (Andrew W. Walker), a handsome ex-architect, who walked away from a high-end architectural firm to enjoy a simple, no-frills life. When an undeniable chemistry develops between Georgie and Luke, Georgie must decide if she's going to move ahead with her rapidly approaching marriage to Phillip.
When two guests arrive at Grey House and are immediately at odds, Cassie uses her magic to bring them together; Sam tries to plan the perfect date for Cassie, but various nuisances keep getting in the way.