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Worldschooling is a form of homeschooling where travel takes the place of school. It can be done alone, with family and friends, or more formally through a facilitating organization like Project World School. The mission of Project World School is to provide learning retreats for adolescents and young adults with a strong emphasis on social/cooperative learning, co-creation, and community. This article is a review and analysis of the five retreats Project World School took in 2016, based on pre- and post-experience questionnaires filled out by the participants. A discussion of the challenges and benefits of worldschooling is also included within the article.