Sierra Maestra is a mountain range that runs westward across the south of the old Oriente Province from what is now Guantánamo Province to Niquero
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 Sierra Maestra is the highest system of Cuba. It is rich in minerals, especially copper, manganese, chromium, and iron. At 6,650 ft (1,999 m), Pico Turquino is the range's highest point.
The Sierra Maestra has a long history of guerrilla warfare. Starting with the resistance of the Tainos under Guamá, the Cimarrón Neo-Taíno nations escaped slave cultures, and the Ten Years' War and the Cuban War of Independence. And various minor conflicts such as the Race War of 1912, and Antonio Guiteras's uprisings against Gerardo Machado and Fulgencio Batista. After Fidel Castro returned to Cuba from exile in Mexico, he and the few other survivors from the failed attack on Moncada Barracks hid out in Sierra Maestra. They were able to expand the 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.