Haitian seasonal migration to Cuba is central to narratives about race, national development, and US imperialism in the early twentieth-century Caribbean. Filling a major gap in the literature, this innovative study reconstructs Haitian guestworkers' lived experiences as they moved among the rural and urban areas of Haiti, and the sugar plantations, coffee farms, and cities of eastern Cuba. It offers an unprecedented glimpse into the daily workings of empire, labor, and political economy in Haiti and Cuba. Migrants' efforts to improve their living and working conditions and practice their religions shaped migration policies, economic realities, ideas of race, and Caribbean spirituality in Haiti and Cuba as each experienced US imperialism.