Research in psychology has tried to understand happiness in various ways. A common conclusion is that any action of every person is directed toward the end objective of attaining happiness or at least the perception that his action would make him happier. Happiness is a pleasant and good emotion that can vary from intense joy to self-satisfaction. In this context, the philosophical understanding of happiness becomes extremely important. Philosophically, happiness is closely connected to morals and ethics that further relate to culture and theological understandings. The present article attempts to present and discuss the philosophy of happiness from the teachings of Bhagavad-Gita (BG) and a discussion between two personalities, Jada Bharata and King Rahugana as found in Srimad-Bhagavatam (SB) also known as Bhagavata Purana, the mature fruit of the desire tree of Vedic literature. The article throws light on a deeper understanding of happiness and well-being.