West Village Nursery School, New York

Stray Boots is an interactive tour that sets friends and family members loose on an exhilarating, knowledge-fueled undertaking guided by clues, trivia, and riddles. They operate in cities across the country, dividing them into special themed tours that contain the historical sites, local areas of interest, or eccentric child mayors unique to each city. During the explorations, clues point the way to cultural hot spots, which Stray Boots communicates via their official mobile app. At least one player on the team will need an iPhone or Android phone to receive clues, and none of the self-guided tours require previous knowledge of the city. Adventurers play at their own pace—most tours take two to three hours to finish—which allows them to spend more time learning about the city and photographing vibrant fire hydrants for aquacentric scrapbooks.