Chapter 5 calls attention to a revolutionary experiment on the Caribbean island of Grenada (1979–83) that the United States assessed as posing a threat to its national interests and regional stability. In the context of the Cold War, Grenada tried to shape the geostrategic dynamics within the region, relying on the UN Charter principles of sovereignty and self-determination to safeguard its national independence in the international system. However, the United States applied the tenets of the Monroe Doctrine, in the context of U.S. contemporary collaborative/multilateral/regional approach, to prevent the consolidation of another Marxist-Leninist State in the Caribbean Basin and to advance the American political tradition. The author relied heavily on U.S. government publications and the collection of documents found on the island during the U.S. intervention in 1983. They have provided substantial insight into the extent of the extra-hemispheric involvement in Grenada and the wider region, as well as the political agenda of the People’s Revolutionary Government.