Cybertechnology has brought benefits to the Caribbean in the form of new regional economic and social growth. In the last years, Caribbean countries have also become attractive targets for cybercrime due to increased economic success and online presence with a low level of cyber resilience. This study examines the online-related activities that affect cybercrime victimization by using the Routine Activity Theory (RAT). The present study seeks to identify activities that contribute to different forms of cybercrime victimization and develop risk models for these crimes, particularly the understudied cyber-dependent crimes of Hacking and Malware. It also aims to explore if there are similarities or differences in factors leading to victimization, which correlate to the classification of crimes as either cyber-dependent or cyber-enabled. The data analysis suggests that there is significant applicability for RAT in explaining Online Harassment victimization, while the usability of the RAT for predicting Malware victimization proved to be minimal, with only two significant variables being identified, with both being associated with Capable Guardianship.