Battle of San Juan Hill Battle of San Juan Hill The Battle of San Juan Hill (July 1, 1898), also known as the battle for the San Juan Heights, was a decisive battle of the Spanish–American War. The San Juan heights was a north-south running elevation about east of Santiago de Cuba, Cuba. The names San Juan Hill and Kettle Hill were given to the location by the Americans. This fight for the heights was the bloodiest and most famous battle of the war. It was also the location of the so called "greatest victory" for the Rough Riders, as stated by the press and
Battle of Santiago de Cuba Spanish government sent their fleet under Admiral Pascual Cervera y Topete to defend Cuba and keep an open line of communication with the Spanish garrison there; Cervera opposed this strategy. He believed his squadron lacked the strength necessary to engage the American squadron, preferring instead to engage the Americans near the Canary Islands or to mount an attack against the American coast, but he was overruled by his superiors in Madrid. Cervera's own misgivings reveal the seriousness of the situation faced: Lacking a clear strategy, the Spanish may have hoped to end the war quickly in a "glorious defeat" against