In the aftermath of the Morant Bay Rebellion, amidst debates regarding representative government, the decline of sugar, and growing race and labour consciousness, what did it mean to be white in Jamaica? This project interrogates representations and practices of creole whiteness framed between two moments of significant public unrest. I draw on critical whiteness studies to deploy whiteness as a privileged but porous category inextricable from the political, social, and economic inequalities of post-emancipation Jamaica. I consider how whiteness operated as a form a cultural and social capital, interrogating the messy margins of whiteness as it was fractured by class, gender, ethnicity, and colour. Who could make a claim to whiteness and how were such claims performed? How was whiteness represented and interpreted within Jamaican society and by external observers? Reading newspapers and literature alongside archival study of correspondence, diaries, wills, and court records, I situate the island within wider colonial geographies and offer new insight into how race took place in Jamaica between 1865 and the labour strikes of 1938.