In an intensifying working life, it is important for employees to proactively shape their lives beyond work to create opportunities for satisfying personal needs. These efforts can be beneficial for creating and sustaining well-being in terms of vitality. In this study, we focused on off-job crafting (OJC) for meaning and OJC for affiliation, conceptualized as proactive changes in off-job life with the aim of increasing satisfaction of needs for meaning and affiliation, among employees in Finland and Japan, two countries with disparate cultural values. We examined longitudinal within-person relationships between the two OJC dimensions and vitality, as well as the relationships between OJC and contextual variables, such as age and gender. We conducted a longitudinal study over 6 months with three measurement points. A total of 578 Finnish and 228 Japanese employees participated in the study. Hypotheses were tested with latent growth analysis. Increases in OJC for meaning and for affiliation were mostly positively related to increases in vitality over time in both countries. In Finland, age was positively related to OJC for meaning. In Japan, age was negatively related to OJC for meaning, but the female gender was positively related to OJC for affiliation. Focusing on increasing meaning and affiliation in off-job life can be beneficial strategies for employees to feel positively energized. The role of contextual variables and culture in OJC should be examined further in future studies.