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 Ramon Blanco y Erenas, the top military commander in Cuba, ordered it to sortie from the harbor along the coast westward to Cienfuegos. In Cervera's eyes, the escape from the bay seemed nearly impossible. He strongly considered fleeing under protection of night, but opted to sail by day instead to ensure the safe navigation of his ships through Santiago's narrow channel. On Sunday July 3, 1898, Cervera, aboard his flagship "Infanta Maria Teresa", led the Spanish fleet out of the safety of Santiago harbor at seven minute intervals. The primary elements of the American forces in Cuban waters were initially