Wayward Traveler means: A person who has travelled more than 100,000 miles in a single calendar year. A person who is unable to live in a traditional society and lives off the grid. The Wayward Traveler is able to understand culture, politics and social causes from firsthand experience. i.e. It is possible to have an opinion about immigration if you actually watch people cross the border. People who have had these experiences are often inspired to feel a strong sense of responsibility and to help others. Wayward travelers are well-known for their resilience, their craftiness and humble nature. You can also get a totally amazing tan. (in Community Dictionary, added by Darryl Richardson)