In the face of population decline, economic restructuring, and changes in governance, many North American cities are in periods of transition that affect not only their political and social fabric but also their built infrastructure. Detroit, Michigan, is a stark and iconic example. Large numbers of abandoned buildings pose health and safety hazards and yield challenges for providing sufficient services in the face of declining tax revenue. How, then, do Detroiters and others respond? Local responses range from city plans for downsizing to community reclamation of empty spaces. Increasingly, as my research explores, empty buildings in Detroit also attract visiting sightseers. Licensed companies and non-profit organizations offer tours of blighted buildings and neighborhoods, and visitors can also hire personal guides to help them participate in the less formal touristic activity of urban exploration, trespassing in abandoned buildings to take photographs or merely look around. As with slum tourism in other parts of the world, sites of abandonment take on a dual role in this niche tourism: they provide perceived authenticity that attracts visitors, but they also represent the city in a way that local government, residents, and businesses typically do not want to project. In light of this, I investigate how such tourism operates despite its myriad contradictions, as well as who benefits from the practice and who does not, both economically and in political outcomes, and consider what insights a study of this practice yields for understanding post-industrial cities more broadly.