A lack of cultural competence can negatively affect engagement among students, professionals, and countries worldwide. For the advancement of global health partnerships, pharmacy practice, and education, stakeholders, including pharmacy students, professors, and pharmacists, need to understand the political, cultural, economic, and health conditions affecting populations in all countries involved. This study explores the cultural factors necessary for fostering collaborations, specifically between the pharmacy faculties/schools in Cuba, Haiti, and the Dominican Republic, and their counterparts around the world. First, it provides general information about Caribbean countries and territories, based on bibliographic research. It then presents cultural and health profiles from Cuba, Haiti, and the Dominican Republic, aiming to inspire the establishment, enhancement, and support of alliances between these Caribbean nations and others worldwide.