Horatio's Drive: America's First Road Trip by Ken Burns

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In the spring of 1903, on a whim and a fifty-dollar bet, Dr. Horatio Nelson Jackson set off from San Francisco in a 20-horsepower Winton touring car hoping to become the first person to cross the United States in the new-fangled "horseless carriage." Most people doubted that the automobile had much of a future. Jackson's trip would prove them wrong.