In recent years the St. Kitts Music Festival has become a platform for popular American, Jamaican, and a relatively small number of local Kittitian- Nevisian artists-a shift that mirrors the changing demographic of audiences who attend the festival. These contemporary artists represent the black faces of Caribbean tourism that have previously been unacknowledged within discus- sions of mass tourism in the Caribbean. This article questions the stability of categories such as tourist, local, and visitor by examining the St. Kitts Music Festival as an occasion for local engagement with American blackness as one aspect of modern Kittitian identity and Caribbean tourism.