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A prominent criticism of positive psychology is that it has been shaped by its Western context, and yet that this ‘situatedness’ often remains unacknowledged. Consequently, this paper offers an archaeological analysis of conceptualisations of happiness in the West. More specifically, the paper explores the emergence of significant ideas relating to the good life through the innovative device of studying artworks, on the premise that being featured in art is an effective signifier of when a given idea rose to prominence. Taking a time span of 1,000 years, one artwork per century has been selected to illustrate the emergence of a particular stream of thought during that centennial period. The paper elucidates the roots of current ideas around happiness in fields like positive psychology, and in the West more generally. It is hoped this type of ‘consciousness-raising’ activity may help such fields acknowledge and overcome any limitations arising from their cultural situatedness.