How did the populations of a remote Cape Verdean island—Santo Antão—construct and formulate their goals of emancipation and social reform in the late colonial period? This article revisits the experiences of anti-colonial mobilisation in the island in the late 1960s, bringing them together with other narratives of social needs formulated by Santo Antão's populations. Those include the fears of being recruited for plantation labour in São Tomé e Príncipe, the objective of obtaining the improvement of social infrastructure, and the local struggles for water that became again more acute between 1945 and independence. The article shows that local experiences of Cape Verdean populations, of both the islands’ elite and local peasants, sharecroppers and fishermen, were much more complex than a simple, straightforward narrative of nationalist sympathies and activity. The internal conflicts outlined here also point to the numerous struggles that would shake Santo Antão's society after independence.