Energy transitions are reshaping the global energy system. Such shift has taken the power system to become a critical infrastructure for achieving economic development of every nation in the planet, therefore, guaranteeing its security is crucial, not only for energy purposes but as a part of a national security strategy. This paper presents a multi-dimensional index developed to assess energy security of electrical systems in the long term. This tool, named Power System Security Index (PSIx), and which has been previously used for the evaluation of a country in two different time frames, is applied to evaluate the member countries of the Latin American Energy Organization, located within the Latin America and the Caribbean region, in order to measure their performance on energy security. Mixed results were obtained from the analysis, with clear top performers in the region such as Argentina, while there are others with broad areas of opportunity, as it is the case of Haiti.