Momentary feelings of pleasure and purpose can be sources of intrinsic motivation, but momentary purpose is rarely studied. Activities, contexts and feelings of retired/semi-retired adults (n=67, aged 50-78y) were captured using ecological momentary assessment. Participants provided 2,065 valid responses to six daily smartphone surveys for seven days. Physical activity was measured by waist-worn Actigraph accelerometer. Pleasure (measured by affective happiness) and purpose outcomes were regressed on activities, context and potential confounding variables. Interactions between activities and contexts were explored. Participants were highly active: 98.5% met physical activity guidelines. Sedentary activities were negatively associated with sense of purpose, especially when indoors. However, social sedentary activities were positively associated with feelings of happiness. Active, social outdoor activities were positively associated with both outcomes. Less sedentary participants experienced greater happiness and purpose during all their activities. Context matters: active, social and outdoor activities seem to be more appealing to older adults.