The Rough Riders saw battle at Las Guasimas when General Samuel B. M. Young was ordered to attack at this village, three miles north of Siboney on the way to Santiago. Although it was not important to the outcome of the war, news of the action quickly made the papers. They also made headlines for their role in the Battle of San Juan Hill, which became the stuff of legend thanks to Roosevelt’s writing ability and reenactments filmed long after.
Roosevelt and the commander of the unit, Colonel Leonard Wood, trained and supplied the men so well at the camp in San Antonio, Texas that the Rough Riders was allowed into action, unlike many other volunteer units. They went to Tampa at the end of May and sailed for Santiago de Cuba on June 13. There they joined the Fifth Corps, another highly trained, well supplied, and enthusiastic group consisting of excellent soldiers from the regular army and volunteers.