Ramblin' Man: How to Dress for Life on the Road

Published: Mar 24, 2015

In college, singer-songwriter David Berkeley filed field dispatches for Let’s Go: Alaska and spent summers guiding on the Snake and Salmon Rivers, which is where he began coming up with songs. “I wanted to be a travel writer, but I also loved to sing,” he says. “Once I dove in, it was hard to climb back out.”
Berkeley, 38, makes his home in Santa Fe but lives out of a suitcase at least two weeks per month, performing everywhere from Wisconsin to the Netherlands. “The folks at Delta check-in know me by name,” he says. His seventh album, Cardboard Boat—along with his second book, The Free Brontosaurus—comes out in September.
Photo: Harbor Plain Toe shoes by Sperry ($100)

(Photo: Hannah McCaughey)

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In college, singer-songwriter filed field dispatches for Let’s Go: Alaska and spent summers guiding on the Snake and Salmon Rivers, which is where he began coming up with songs. “I wanted to be a travel writer, but I also loved to sing,” he says. “Once I dove in, it was hard to climb back out.”

Berkeley, 38, makes his home in Santa Fe but lives out of a suitcase at least two weeks per month, performing everywhere from Wisconsin to the Netherlands. “The folks at Delta check-in know me by name,” he says. His seventh album, Cardboard Boat—along with his second book, The Free Brontosaurus—comes out in September.

Photo: by Sperry ($100)

($70) and ($65) by Nautica.