The Rough Riders
The Battle of San Juan Hill
The first of these victories was at the Battle of Las Guasimas on June 24, 1898. During the fighting, dozens of the Rough Riders were hurt or worse, but they managed to drive the Spanish away. After the victory at Los Guasimas, the Rough Riders started to lay the groundwork to capture the city of Santiago, which was a major city in Cuba.
Taking the city was key to freeing the island from Spanish rule. The Spanish had retreated to defend the San Juan Heights from the Americans. A week later, on July 1, 1898, an American force, including the Rough Riders, bravely charged the hill to attack the Spanish.