Jack Kerouac, 1957. Dean Moriarty and Sal Paradise back and forth across the US. The Beat-Generation founding text.
From Wikipedia
On the Road is a 1957 novel by American author Jack Kerouac, inspired by his travels across the United States. It is widely regarded as a defining work of the postwar Beat Generation, following a group of friends living for the moment against a backdrop of jazz, poetry, and rebellion.