Gambling among adolescents is a phenomenon that is growing nowadays, at the time of globalization and the expansion of the technological growth. In Croatia, scientific research on this topic has only recently begun. Previous studies have shown that gambling among adolescents is positively correlated with the consumption of alcohol, tobacco, drug abuse, as well as theft, robbery and even self-harming behaviors. On the other hand, there is a negative correlation between gambling and certain ways of spending free time (such as reading). For the purpose of this study, quantitative research was conducted with vocational school and grammar school students (N=298) in Varaždin and Zagreb. The aim of this study was to examine potential correlations between the frequency of gambling among adolescents and the frequency of other risk behaviors and different ways of spending free time. Analysis of the data showed that more than half of the participants (53.7%) have gambled at least once in the past six months and that gambling among adolescents is a predominantly male activity. Also, vocational school students gamble more often than grammar school students. The prevalence of gambling is positively correlated with perpetrating violent behavior, light misdemeanor and delinquent acts, the use or misuse of psychoactive substances, as well as normative undesirable behaviors. The correlation between gambling frequency and self-destructive behaviors is not statistically significant. Furthermore, the prevalence of gambling is positively correlated with the frequency of playing board games and participation in sports and recreational activities, while negatively correlated with the frequency of spending spare time in cultural and educational activities and spending free time with parents. Correlation between the gambling frequency and spending time with various forms of media, and active civic engagement is not statistically significant. In conclusion, the results suggest high prevalence of gambling among young people, and confirm the correlation between gambling and other risk behaviors and ways of spending free time.