This research study was an emergent qualitative inquiry into machismo, patriarchy, and sexuality in Cuba. The purpose of this study was to identify how machismo continues to manifest in Cuban society and to identify organizational approaches that are working to address machismo and sexuality in Cuba. Ethnographic in nature, this study employed two strands of ethnographic research with a Marxist Humanist-feminist-poststructuralist critique to form a critical, focused-ethnographic examination. As researchers, we interacted with 112 participants between 18 and 83 years old. Data collected suggest that machismo continues to manifest in Cuba through social interactions and education. Furthermore, data from this exploration highlights how State-Based Organizations (SBO) and Non-Governmental Organizations (NGO) are taking organized approaches to address machismo and sexuality in Cuba. Key limitations within this study include possible cultural and linguistic misunderstandings as well as time limitations associated with ethnographic data collection. Future studies examining the complexity and intersectionality of social structures including families, communities, and national identities as it relates to sex, gender, and sexuality could provide incredible insight into the struggle for social equity.