Dream on Monkey Mountain is a play by the Nobel Prize-winning St. Lucian poet and playwright Derek Walcott. It was first published in 1970 with a collection of short plays entitled Dream on Monkey Mountain and Other Plays. It was produced and broadcast on NBC in 1970. Produced off-Broadway by the Negro Ensemble Company in 1971, it won an Obie Award that year for "Best Foreign Play".
In a review of the Negro Ensemble production in The New Yorker, the journalist Edith Oliver called the play "a masterpiece" and "a poem in dramatic form or a drama in poetry", noting that "poetry is rare in modern theater." Like most of Walcott's works, the play is set on a Caribbean island.