In this episode, New York Times writer Alan Feuer expands on what he wrote about his 400-mile drive on Alaska’s Dalton Highway, which he calls one of America’s loneliest roads. I talk to Yahoo Travel editor at large Paula Froelich, a big fan of solo travel, as seen on her adventure travel web series A Broad Abroad, about “giving myself the gift of reflection” on the road. And I learn what single handing is from Randall Reeves, who plans to circumnavigate both the Americas and the Antarctic in a small sailboat starting in September 2017, passing through four separate oceans and nearing both poles in the process. Oh, and he’s doing it alone.