In 1903 there were only 150 miles of paved roads in the entire nation and most people had never seen a “horseless buggy”—but that did not stop Horatio Nelson Jackson, a thirty-one-year-old Vermont doctor, who impulsively bet fifty dollars that he could drive his 20-horsepower automobile from San Francisco to New York City. Here—in Jackson’s own words and photographs—is a glorious account of that months-long, problem-beset, thrilling-to-the-rattled-bones trip with his mechanic, Sewall Crocker, and a bulldog named Bud. Jackson was possessed of a deep thirst for adventure, and his remarkable story chronicles the very beginning of the restless road trips that soon became a way of life in America. Horatio’s Drive is the first chapter in our nation’s great romance with the road.