Transracial, transnational families understand and transmit cultural socialization messages in ways that differ from same-race families. This study explores the ways in which transracial, transnational adoptive families discuss race and ethnicity and how these family discussions compare to self-reports from adoptive parents and adolescents regarding the level of parental engagement in cultural socialization. Of the 30 families with at least one adolescent-aged child (60% of the participants were female; average age across the sample was 17.8 years) who was adopted from South Korea, 9 families acknowledge racial and ethnic differences, 6 reject racial and ethnic differences, and 15 hold a discrepancy of views. Parents also report significantly greater engagement in cultural socialization compared to that revealed in adolescents’ reports of parental engagement. However, only adolescent self-reports of parental engagement in cultural socialization match the qualitative coding of family conversations.