This study aimed to investigate how some specific cultural and personal factors can influence people’s life satisfaction. By embracing an interactionist perspective, we hypothesized that perceiving one’s social environment as culturally tight (greater strength of social norms) can “match” with regulatory prevention focus (focus on safety following guidelines and rules) resulting in increased life satisfaction. This study relied on a cross-sectional design with 472 participants residing in Italy who filled out a questionnaire with self-report measures of perceived cultural tightness of their place of residence, and well-validated measurement scales of prevention focus and life satisfaction. A moderated multiple regression model revealed that regulatory prevention focus moderated the relationship between perceived cultural tightness and life satisfaction in such a way that the relationship was positive in high (vs. low) prevention focus. Therefore, results confirmed our match hypothesis that individuals’ perception of tight social norms where they reside is associated with higher life satisfaction, particularly in those who are highly focused on prevention. These findings provide insight into identifying possible interactions of perceived culture and regulatory focus on subjective well-being within an Italian sample.