Sierra Maestra is a mountain range that runs westward across the south of the old Oriente Province in southeast Cuba, rising abruptly from the coast. Some view it as a series of connecting ranges (Vela, Santa Catalina, Quemado Grande, Daña Mariana), which joins with others extending to the west. The principal cities in the region are Santiago de Cuba and Palma Soriano. The Sierra Maestra is the highest area of Cuba. It is rich in minerals, especially copper, manganese, chromium, and iron. The Sierra Maestra’s slopes also yield mahogany, cedar, ebony, and other hardwoods and are used for coffee growing. At 1,974 m (6,476 ft), Pico Turquino is the range's highest point.

The area gained political prominence as the base from which Fidel Castro launched the revolution that resulted in the overthrow of Fulgencio Batista in 1959. After Fidel Castro returned to Cuba in 1956 from exile in Mexico, he and the few other survivors from the failed 1953 attack on Moncada Barracks hid out in Sierra Maestra. There they succeeded in expanding their 26th of July Movement, starting a revolution throughout the region. They built up guerrilla columns, and in collaboration with other groups in the central provinces, Escopeteros on the foot-hills and plains, and the urban resistance, eventually overthrew Fulgencio Batista.

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