Two years after Harvard gave him the boot and three years before Congress banned LSD, Timothy Leary set out on a road trip from Millbrook, New York, in a rented station wagon. The 45-year-old psychologist and psychedelic enthusiast was accompanied by his girlfriend, Rosemary Woodruff, and his two teenaged children, Susan and Jack. They had planned a month-long family vacation in Yucatan, Mexico, after which Leary and Woodruff would stay behind to work on his newly commissioned autobiography. Leary and his companions arrived in Laredo, Texas, on the evening of December 22, 1965, and crossed the international bridge to Nuevo Laredo, Mexico.
At the customs station on the Mexican side of the bridge, Leary recalled in his 1983 memoir Flashbacks, he learned that the visa he needed would not be approved until the next day. That turned out to be the least of his troubles.
