Set against the historical back of the days and events leading to the Civil War, this superb screen epic from director Michael Curtiz tells the story of Jeb Stuart (Errol Flynn), newly graduated from West Point, his romance with Kit Carson Holliday (Olivia DeHavilland), his friendship with fellow West Pointer George Custer (Ronald Reagan) and his pursuit of abolitionist John Brown (Raymond Massey).

Per Wikipedia: "The film was one of the top-grossing films of the year, being the seventh Flynn–de Havilland collaboration. The film also has almost nothing to do with its namesake, the famed Santa Fe Trail, except that the trail started in Missouri and the railroad could be built only after the Army drove Brown out of Kansas."