In 1903 Horatio Nelson Jackson, Sewall K. Crocker, and Bud the Pit Bull became the first people to drive across the US in a 20 HP Winton touring car. The trip took 64 days, it started in SF and ended in NY. By the end of the trip there were only a few original parts left on the vehicle.
In 1903 two men and a dog used 800 gallons of gas and spent/lost $8000 over 63 days to travel from San Francisco to New York in a car with no roof or windshield to win a $50 bet that they never collected. That was the first transcontinental trip across the United States in an automobile.
The longest taxi journey was a 13 month long roadtrip around the world. They travelled across four continents and 50 different countries in a black cab. The journey cost 100 000$.
Up until the 1960’s, black Americans with cars could purchase a “Green Book” that would tell them which towns across America had colored facilities, which towns didn’t accept black people out after dark, and which places to avoid visiting if they wanted to survive their trip.