This dissertation focuses on the human experience during enslavement in nineteenth-century Puerto Rico, one of the last three localities to outlaw the institution of slavery in the Americas. It reviews the history of slavery and the plantation economy in the Caribbean and how the different European regimes regulated slavery in the region. It also provides a literature review on archaeological research carried out in plantation contexts throughout the Caribbean and their findings. The case study for this investigation was Hacienda La Esperanza, a nineteenth-century sugar plantation in the municipality of Manatí, on the north coast of the island. The history of the Manatí Region is also presented. La Esperanza housed one of the largest enslaved populations in Puerto Rico as documented by the slave census of 1870 which registered 152 slaves. The examination of the plantation was accomplished through the implementation of an interdisciplinary approach that combined archival research, field archaeology, anthropological interpretations of ‘material culture’, and geochemical analyses (phosphates, magnetic susceptibility, and organic matter content as determined by loss on ignition). Historical documents were referenced to obtain information on the inhabitants of the site as well as to learn how they handled the path to abolition. Archaeological fieldwork focused on controlled excavations on four different loci on the site. The assemblages recovered during three field seasons of archaeological excavations served to examine the material culture of the enslaved and to document some of their unwritten experiences. The study of the material culture of Hacienda La Esperanza was conducted through the application of John C. Barrett’s understanding of Anthony Giddens’ theory of structuration, Douglas Armstrong’s cultural transformation model, and Paul R. Mullins’ notions of consumerism and identity. Research results showed that the enslaved individuals of Hacienda La Esperanza were active yet highly restricted participants and consumers of the local market economy. Their limited market participation is evidence of their successful efforts to exert their agency and bypass the administration’s control. As such, this dissertation demonstrates that material life, even under enslavement, provides a record of agency and resistance. The discussion also addressed the topics of social stratification and identity. / Anthropology