Cuba’s historical relationship with the United States predates both countries’ emergence into full political sovereignty and consists of forms of political, economic, and cultural interaction and exchange that have intimately bound the two societies since well before the 19th century. The United States spent the 1800s emerging as an independent nation and increasingly as a regional power in the western hemisphere. Populations from smaller neighboring societies were emerging from colonial rule and often sought protection in the United States from colonial oppression, even as they saw the United States’ own imperial ambitions as a looming threat. Cuban-American literature therefore can trace its roots to a collection of key figures who sought refuge in the United States in the 19th century, but it did not flourish until well into the 20th when geopolitical conditions following World War II and extending into the Cold War era made the United States a natural destination for a significant population of Cubans fleeing Fidel Castro’s Communist Revolution. Most arrived first as refugees, then as exiles, and finally as immigrants settling into homes and making families and lives in their new country. This population has also produced a robust literary culture all its own with deep ties and important contributions to the greater US literary tradition. Cuban-American literary production has proliferated into the 21st century, exploring complex themes beyond national and cultural identity, including gender, sexuality, race, class, and ideology.