Research into the relationship of sex differences, gender and educational attainment has drawn upon biological, psycho-social and more recently, political theories to help explain results that differentiate the performance of boys and girls. This research report addresses the problem of gender differentiated achievement and retention, but approaches it from a distinct angle: exploring why females have stayed-on in schools and achieved comparatively better educational achievement scores in the Caribbean countries of Trinidad, Barbados, and St. Vincent. (These results are consistent throughout the educational system of these countries: in primary and secondary schools, across social classes, in most curriculum subjects and across various types of stratified secondary schools.) Following the introduction, the report's second chapter presents case study data from secondary schools in Trinidad. The third chapter presents case studies data from primary schools in Trinidad. The fourth chapter presents a quantitative survey, the Harbour Sixth Form School case study, and South Female-only School case study. The fifth chapter presents data results from the quantitative survey of St. Vincent. The report concludes with a summary of the quantitative surveys to assess success from one island to another, qualitative case studies to provide insights into classroom process, and comparative information concerning research questions that underlie the studies. (Contains 30 references.) (Author/SD)