This study develops and tests a model of self-expressiveness in sport tourism, defined as the extent to which a tourist perceives that a sport activity is reflective of his or her personal identity. Self-expressiveness in a sport activity experienced by a tourist should depend on the activity’s perceived difficulty, perceived effort, perceived importance, and potential for self-realization. In turn, a tourist’s self-expressiveness in a sport activity should exert a positive influence on the tourist’s experience of personal happiness (subjective well-being). The results of two surveys involving 1,251 travelers who participated in a dance festival (study 1) and ski activities (study 2) during their vacations confirm the hypotheses, revealing several interesting theoretical and managerial implications.