Latin America is witnessing a revolutionary cycle that has developed in the geopolitical rhythm of the Cold War. The spread of guerrillas in the Latin American space manifests its purposes through three common goals: to challenge political regimes dominated by local oligarchies, to transform social realities defined by permanent inequality, and to promote new modes of economic production. The beginning of this journey dates back to the success of the Cuban movement Movimiento 26 de Julio (M-26-7), which managed to seize power through armed struggle. Its activity is the thread runs through this chapter, based on the initiatives put forward by Havana to export its model in the years immediately after 1 January 1959. The text is divided into a descriptive section dedicated to highlighting the parallel evolution between the Castro political system and the contingencies found on the continental stage, and then goes on to detail the attempts to reproduce the revolution in other regional latitudes in terms of two aspects: The geographical dimension and the political implications derived from the heterogeneity of a myriad of guerrilla groups.