Siege of Santiago

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.

[1]: 207 Everyone involved wanted a quick end to the campaign, and at 0900 on July 13, Toral, Shafter, Miles and Joseph Wheeler met under a large tree between lines to discuss surrender terms.

[1]: 209 Shafter relied on his friend Dr. George E. Goodfellow's excellent knowledge of Spanish to help negotiate the final surrender after the Battle of San Juan Hill.

Goodfellow attributed part of his success to a bottle of "ol' barleycorn" he kept handy in his medical kit which he properly prescribed to himself and Spanish General Toral, lending a more convivial atmosphere to the conference.

[1]: 210–211  Many officers, notably Theodore Roosevelt, fought for the removal of the army from Cuba, writing the Round Robin, which was leaked to the press.

American trenches on San Juan Hill during the siege [ 2 ] .
General Miles during surrender negotiations for Santiago