Teddy Roosevelt's momentous charge up San Juan Hill was only 11 years past when this Selig historical drama was released late in 1909. Much of the footage is devoted to the famous Message to Garcia, which later served as the basis of a 1936 feature film. The early scenes were set in Tampa, FL, and very likely were filmed there. The rest of the picture, however, was obviously shot somewhere other than Cuba. Contemporary reviews do not indicate who played Roosevelt, nor do they indicate whether or not the actor was convincing in his role. Up San Juan Hill was originally released on the same bill as Selig's The Fisherman's Bride.
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