The years between the 1920s and 1970s are key for the development of Caribbean literature, producing the founding canonical literary texts of the Anglophone Caribbean. This volume features essays by major scholars as well as emerging voices revisiting important moments from that era to open up new perspectives. Caribbean contributions to the Harlem Renaissance, to the Windrush generation publishing in England after World War II, and to the regional reverberations of the Cuban Revolution all feature prominently in this story. At the same time, we uncover lesser known stories of writers publishing in regional newspapers and journals, of pioneering women writers, and of exchanges with Canada and the African continent. From major writers like Derek Walcott, V.S. Naipaul, George Lamming, and Jean Rhys to recently recuperated figures like Eric Walrond, Una Marson, Sylvia Wynter, and Ismith Khan, this volume sets a course for the future study of Caribbean literature.