This chapter reveals how Caribbean Basin democracy and international antifascism came together during the 1944 Masacre Sampedrana. For over a decade, Honduran, Nicaraguan, and Dominican exiles protested against the respective dictatorships of Tiburcio Carías, Anastasio Somoza, and Rafael Trujillo. With World War II, exiles tapped into the international struggle against fascism to invigorate their local anti-dictatorial efforts. They blended the Four Freedoms, the Atlantic Charter, and other antifascist symbols with their longstanding democratic ideals while networking with likeminded allies. Their struggle culminated in July 1944 as teachers, workers, and students utilized antifascist symbols when women spearheaded protests against Carías’ dictatorship. After the regime violently responded, anti-dictatorial individuals and groups throughout the greater Caribbean continued to blend antifascism and Latin American democracy to denounce the horrific Masacre Sampedrana and direct regional and international attention on the Honduran dictatorship.