In 1954, Rosa Guy wrote and performed in her first play, Venetian Blinds, which was successfully produced Off-Broadway at the Tropical Theater.
Two stories by her, "Magnify" and "Carnival", appeared in the Trinidad Nation newspaper in 1965, and the following year her first novel, Bird at My Window, was published.
Most of Guy's books are about the dependability of family members who care and love each other.
Her 1985 novel, My Love, My Love: Or, The Peasant Girl, was described as a Caribbean re-telling of Hans Christian Andersen's "The Little Mermaid", and "with a dash of Shakespeare's Romeo and Juliet." It was adapted for the Broadway musical, Once on This Island by Lynn Ahrens and Stephen Flaherty, which ran for a year from 1990 to 1991.