Diabetes is a disease in which the blood glucose levels of an individual are unnaturally high. The development of the disease is caused by a lack of insulin production. The island of Trinidad and Tobago has experienced a dramatic increase in the percentage of citizens who are diabetic, hypertensive, and suffer from high cholesterol. The reason for the high percentage of deaths occurring from diabetes is unclear given the free healthcare system implemented by Trinidad and Tobago’s government. The research conducted seeks to understand the influence of culture, health literacy, and the economy on the high percentage of individuals suffering from diabetes mellitus in Trinidad and Tobago. Research involved interviews with health professionals and researchers as well as observation of patient interactions with physicians. Results showed that the lack of health literacy in the community is a dominant factor contributing to the prevalence of diabetes mellitus. The implication of our findings is that health professionals must communicate better with patients about their health conditions and how to achieve a lifestyle centered on wellness.