Cuban War of Independence Santiago, and established a base. The port of Santiago became the main target of naval operations. The U.S. fleet attacking Santiago needed shelter from the summer hurricane season, thus nearby Guantánamo Bay, with its excellent harbor, was chosen for this purpose and attacked on June 6 (1898 invasion of Guantánamo Bay). The Battle of Santiago de Cuba on July 3, 1898 was the largest naval engagement during the Spanish–American War, resulting in the destruction of the Spanish Caribbean Squadron (Flota de Ultramar). Resistance in Santiago consolidated around Fort Canosa, All the while, major battles between Spaniards and Americans took place
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.