The chapter traces the project of reforming the Anglo-West Indies from early missionary efforts through the post-emancipation. Abolitionists’ assessments of moral reform in the British colonies served as a compelling argument of the experiment’s success. In the United States, influenced by the Great Awakening, morality, religious instruction, education, and spiritual uplift were appealing indicators on the success or failure of emancipation. Some American reformers journeyed to the West Indies to take part in this “civilizing mission.” But as I argue, freedpeople had their own perceptions of moral behavior, challenging the expectations of reformers in both England and America.