This project explores the way the 50 year U.S. blockade of Cuba affects how people remember, experience, and view the relationship between the U.S. and Cuba. Using a transnational intersectional approach, it explores differences in collective memory and the role positionality play in the way people imagine, remember, and experience tourism in Cuba. It questions how the relationship, an over half-century social closure between the two nations, is collectively remembered. Given the lessened restrictions in travel and exchange that created a surge in tourism through U.S. study abroad to Cuba and Cuban American travel (in addition to remittances) in 2014, it also questions how these two groups negotiate these collective memories and view the relationship. My research focuses on how this geo-political relationship is remembered in both nation-states (the U.S. and Cuba) through (a) content analysis of U.S. media from 1959- 2010 and (b) monuments, museums, and memorials in Cuba. Using a mixed methods approach that combines content analysis, ethnography, and interviewing, I demonstrate that Cuba is portrayed as Frozen in time in the U.S. media; however, in Cuba, U.S.-Cuban relations are portrayed through the lens of the Politics of Revolution. The portrayals differ dramatically where one frames the relationship as merely a legacy of the Cold War (in the U.S.) versus the dynamic and continuing control of U.S imperialism (in Cuba). Findings reveal that competition over collective memory add an additional scape for transnational relations: a memoryscape. The competition over memory is embedded in structures of tourism, economics, as well as informed by norms of race/ethnicity, nation, and gender.