Battle of Santiago de Cuba U.S. forces under Major General Elwell S. Otis, who was appointed military governor of the Philippines after the Spanish–American War. This territorial conflict was ironic because the roles of the Spanish–American War were now reversed. The U.S. once fought to free Cuba from Spain's colonial power, but now the United States aimed to colonize the Philippines. Ultimately, the Spanish–American War brought to light deeply rooted conflicts between the principles of democracy and the urges of budding imperialism. Two of the Spanish ships, "Infanta Maria Teresa" and "Cristóbal Colón", were later re-floated and taken over by the U.S. Both eventually foundered
Siege of Santiago along San Juan Heights. In the charge at the Battle of San Juan Hill U.S. forces captured the Spanish position. At the Battle of El Caney the same day, U.S. forces took the fortified Spanish position and were then able to extend the U.S. flank on San Juan Hill. The destruction of the Spanish fleet at the Battle of Santiago de Cuba allowed U.S. forces to safely besiege the city. On July 3, 1898, the same day as the naval battle, Major General William "Pecos Bill" Shafter began the siege of Santiago. Shafter fortified his position on San Juan Heights.