The transnational threats of narco trafficking, arms smuggling, terrorism and organized crime, among others, coupled with a lack of resources have overwhelmed the ability of individual nation states in the Caribbean to adequately ensure their security. These threats pose a threat not only to the Caribbean Basin but to the continental United States as well. As the region seeks to effectively address its security needs in the context of the interconnectedness and interdependence among states, a collective approach to security offers a possible solution for enhancing the security of the region. This thesis examines the historical political attitudes and initiatives towards the security issues of the region, reviews three regional security arrangements to identify best practices, pitfalls, challenges and other relevant issues, and assesses the feasibility, suitability, and acceptability of a Regional Security Partnership (RSP) between the United States and the nations of the Caribbean as an appropriate security model for the region. It concludes that the governments of the Caribbean and the United States have demonstrated sufficient commitment at the operational level to security in the Caribbean Basin, and are poised to take this cooperative approach to the strategic level in the form of a formal regional security arrangement. It proposes a possible decision making structure and process, and discusses the importance of developing and nurturing the relationships within the RSP, as well as the relationships with countries and regions outside of the partnership. The intimately connected existences of the nations of the Caribbean and the United States, and the far reaching impact and consequences of the now matured transnational threats on both the US and the Caribbean, requires an integrated collective approach to maintaining a positive security environment in the Caribbean Basin.