text: In Poet's Pilgrimage (1918) Davies recalls that, at the age of 14, he was left with orders to sit with his dying grandfather. He missed the final moments of his grandfather's life as he was too engrossed in reading "a very interesting book of wild adventure."
  Delinquent to "supertramp"
  After school, Davies worked as an ironmonger. In November 1886 his grandmother signed Davies up for a five-year apprenticeship to a local picture-frame maker. Davies never enjoyed the craft. He left Newport, took casual work and began his travels. The Autobiography of a Super-Tramp (1908) covers his American life in 1893–1899, including adventures and characters from his travels as a drifter. During the period, he crossed the Atlantic Ocean at least seven times on cattle ships. He travelled through many states doing seasonal work.
  Davies took advantage of the corrupt system of "boodle" to pass the winter in Michigan by agreeing to be locked in a series of jails. Here with his fellow tramps Davies enjoyed relative comfort in "card-playing, singing, smoking, reading, relating experiences, and occasionally taking exercise or going out for a walk." At one point on his way to Memphis, Tennessee, he lay alone in a swamp for three days and nights suffering from malaria.