This academic study aims to know what are the sources of happiness from the perspective of different generations. This research is founded on the Hedonism Theory & Emotional State View, Life Satisfaction Theory & Hybrid Theories, Positive Psychology Theory, Strauss-Howe Generational Theory, and Mannheim’s Theory of Generation. The study was a qualitative research design, a phenomenological approach, a semi-structured interview was used, and purposive sampling. The significant statements were thoroughly examined and organized into themes. It was found that (1) For Generation Alpha, liberty is equated with happiness. It was an emotional touch for Generation Z, and knowing that their family is happy makes both Xennials and Generation X happy. Generation Jones values close relationships with loved ones, while Baby Boomers have the softest hearts and are always concerned about their loved ones. (2) Family relationships, trends, and accustom are three timely external factors influencing each generation's perspective on happiness. (3) As a result of being a happy person, different core values emerge, which at the very least inspired or motivated them.