Using a transnational theoretical framework, this study explores U.S. families expatriating to Guanacaste, Costa Rica in search of educational alternatives to U.S. schooling. In order to meet the needs of this influx of U.S. families to the region, schools such as La Paz Community School in Flamingo, Guanacaste have emerged. This qualitative inquiry explores emergent themes from 16 semi-structured interviews conducted with US parents whose children attend La Paz. Findings reveal participants' desire for a progressive educational alternative for their children that embraces a more collective vision of learning. For interviewees, frustrations with U.S. K-12 schools became symbolic of cultural criticism of US social norms and the desire to recreate a lifestyle removed from daily pressures in the United States.