

The most famous of all the units fighting in Cuba, the "Rough Riders" was the name given to the First U.S. Volunteer Cavalry under the leadership of Theodore Roosevelt. Roosevelt resigned his position as Assistant Secretary of the Navy in May 1898 to join the volunteer cavalry. The original plan for this unit called for filling it with men from the Indian Territory, New Mexico, Arizona, and Oklahoma. However, once Roosevelt joined the group, it quickly became the place for a mix of troops ranging from Ivy League athletes to glee-club singers to Texas Rangers and Indians.
They were a cavalry unit but since there was not room on the ships going to Cuba for horses they went as a infantry unit. One of the fun thing about the movie is that there are so many famous people in it. For example:
Tom Berenger ... Theodore Roosevelt
Sam Elliott ... Capt. Bucky O'Neil (a Sheriff from Arizona who joined up.....Captain Bucky O'Neil is buried in Arlington National Cemetary,)
Gary Busey ... Gen. Joseph 'Fighting Joe' Wheeler (Congressman and former officer in the Confederate Army)
Illeana Douglas ... Edith Roosevelt (TR's wife)
Brian Keith ... President William McKinley (Keith played TR in "The Wind and the Lion)
George Hamilton ... William Randolph Hearst (Citizen Kane!)
R. Lee Ermey ... Secretary of State John Hay (Secretary to Abraham Lincoln at age 22)
Nick Chinlund ... Frederick Remington ( The Painter hired by Hearst to illustrate the war)
Dale Dye ... Col. Leonard Wood ( My basic training was at Fort Leonard Wood in Mo.)
Holt McCallany ... Hamilton Fish (Grandson of former Secretary of State)
Adam Storke ... Stephen Crane (reporter and wrote the "Red Badge of Courage" about the Civil War)
Robert Strane ... Sen. Hanna
Marshall R. Teague ... Young Black Jack Pershing ( would later lead American forces in France in WWI)
James Parks ... William Tiffany (one of the sons of the New York Tiffany's which are still famous today.....Breakfast at....)
(Click on the title for a link to the IMDB page for the movie)

(Actual picture of Theodore Roosevelt and the Rough Riders up on top of San Juan Hill after the battle)
Line from the movie: "My God, we were young. Well, it was a young country then, full of promise and hope. Anything was possible then if you were an American."

(Fredrick Remington's painting of the Rough Riders Charge up San Juan Hill under heavy fire from the Spanish with German advisers)
Unless Directed by John Milius they don't make movies like this anymore.... which is too bad!
UPDATE:According to the IMDB, because of the work of John Milius , on Rough Riders (1997) (TV), he was instrumental in causing President Theodore Roosevelt to be posthumously awarded the Congressional Medal of Honor, in 2001, for acts of conspicuous gallantry on San Juan Hill.