Can people choose to be happy? To date we have no definite answer to this very old question. In this paper, we introduced and tested a new theoretical model of the pursuit of happiness and well-being (HWB) in which we integrated individual HWB definitions, HWB-related intentions, and HWB-enhancing activities. Further, we tested different characteristics of HWB-enhancing activities that have previously been discussed in the literature as potentially relevant for the successful pursuit of HWB: the breath (i.e., how many different facets of HWB are positively affected by one single activity), variety (i.e., how many different HWB-enhancing activities people conduct in daily life), and frequency (i.e., overall number of HWB-enhancing activities) of HWB-enhancing activities. The results of an experience sampling study support our preregistered hypotheses: Individual definitions of HWB were predictive of intentions and well-being related behaviors in everyday life. Further, the engagement in broader and a higher number of HWB-enhancing activities was associated with higher levels of daily well-being. The variety of HWB-enhancing activities, however, did not predict daily well-being. Overall, we demonstrated that defining and pursuing HWB in a multifaceted manner is related to higher levels of well-being.