Between 1944 and 1959, conflicts with anti-dictatorial exiles and democratic leaders against dictatorial regimes and dissident exiles shaped inter-American relations in the Caribbean Basin. At the end of World War II, anti-dictatorial exiles networked with students, laborers, journalists, and politicians in denouncing the Dominican Republic’s Rafael Trujillo, Nicaragua’s Anastasio Somoza, and Honduras’s Tiburcio Carías. Opponents of and dissident exiles from the 1944 Guatemalan Revolution and Venezuela’s Trienio Adeco (Adeco Triennium) under Rómulo Betancourt likewise turned to dictatorial regimes for aid. By 1947, a loose coalition of anti-dictatorial exiles with the help of Cuba, Guatemala, and Venezuela’s democratic leaders formed what would become known as the Caribbean Legion and organized the abortive Cayo Confites expedition against Trujillo. Seeking regional stability, U.S. officials intervened against this expedition and Caribbean Basin dictators and dissident exiles’ attempts to air-bomb Guatemala City and Caracas.
Caribbean Basin leaders and exiles focused upon these inter-American conflicts, rather than the international Cold War. José Figueres’s rise to power in Costa Rica provided a pivotal ally to democratic leaders and anti-dictatorial exiles, and Caribbean Basin dictators began working with the Venezuelan military regime after the 1948 military coup. In 1949, Trujillo’s regime coordinated a counter-intelligence operation that destroyed the Caribbean Legion’s expedition at Luperón and brought greater attention to the region.
By the early 1950s, dictatorial regimes operated as a counter-revolutionary network sharing intelligence, aiding dissident exiles, supporting Fulgencio Batista’s 1952 coup in Cuba, and lobbying U.S. officials against Jacobo Arbenz in Guatemala and Figueres in Costa Rica. The Central Intelligence Agency (CIA) utilized these dictators and exiles during Operations PBFORTUNE and PBSUCCESS to overthrow the Guatemalan government in 1954, but U.S. officials intervened when the counter-revolutionary network invaded Costa Rica in 1955.
From 1955 onward, anti-dictatorial exiles from Cuba, the Dominican Republic, Guatemala, Nicaragua, and Venezuela continued organizing expeditions against Caribbean Basin dictatorships, and multiple groups conspired against Batista’s regime. Among Cuban exiles, Fidel Castro rose to prominence and received important resources and alliances through anti-dictatorial exiles. Dictators shared intelligence and gave aid to Batista, yet Caribbean Legion veterans, Cuban exiles, Betancourt, Figueres, and others helped Castro undermine Batista. In 1959, Castro supported anti-dictatorial expeditions, most notably those against Trujillo and Luis Somoza. However, Castro disagreed with many former exiles and Betancourt and Figueres’s policies, so the resulting tension separated Castro from democratic leaders and divided the region among dictatorial regimes, democratic governments, and Castro.