High achieving Puerto Rican high school students are largely missing not only from urban high schools, but also from the educational research. The purpose of this article, then, is to describe the five success factors that ten low-income urban high school students from this ethnic group attributed to their high academic achievement. These success factors are (1) the acquisition of social capital and academic motivation through religiosity and participation in school and community-based extracurricular activities; (2) student affirmation of Puerto Rican identity; (3) the influence of mothers; (4) the potential for caring teachers to influence high academic achievement; and (5) membership in multicultural/multilingual peer networks. Additionally, these success factors and their implications for Latina/o education are discussed. The participants in this study did not credit most of their success to school-based factors, but instead, they attributed a large part of this success to the home and community-based factors that are examined in this paper.