This research continues the advances in applied positive psychology by measuring and exploring the factors which contribute to the happiness among people living in Prince Edward Island (PEI), Canada. This research provides a province-wide account of subjective well-being (SWB), which is defined as a person's cognitive and affective evaluation of his or her life, by answering the questions: What is the measurable level of well-being of individuals in PEI? What are the relationships between community factors and components of well-being in PEI? Which quality of life factors most influence individual's emotions and life satisfaction in PEI? Participation was voluntary, anonymous, and included just over 1% of the adult population of residents (n = 1381). Data was collected online between October and November 2020. Demographic variables were collected and analyzed using variance of mean scores from three self-reported well-being measures, Satisfaction with Life Scale, Positive and Negative Effect Schedule, and the World Health Organization's (brief) Quality of Life Scale. Regression analysis was used to investigate contributions to well-being. Findings uncovered inequity in well-being among minority populations including, LGBT, gender diverse, Indigenous, disabled, and those living under the poverty line. This study provides a deeper understanding that Islanders view psychological health and healthy environment as important aspects of quality of life influencing their well-being. Results build on existing theories on the influence of income, age, and education have on well-being. Finally, the research provides a starting point and methodology for the continuous measurement and tracking of both the affective and cognitive accounts of well-being on PEI, or in other communities, provinces, or islands. This research provides insight into happiness as an indicator of how our society is performing and adds momentum towards the adoption of sustainable development goals, such as national happiness.