This paper examines the utilisation of light sailing within school sport programmes in Western France and California. Sailing has been identified as a key activity for upper class participation in both France and the USA because it heavily involves intellectual skills, including preparation, tactical decision making, leadership and problem solving. Following on from this, we develop the social class concepts of Pierre Bourdieu (1979) to demonstrate how cultural and economic capitals are sought after and reproduced in comparative school sailing environments to maintain upper class social values and positions. We highlight interview commentary and field observations from a 1.5-year comparative ethnographic study of youth sailors and supporting adults, including coaches, teachers and parents. Our findings indicate that Western French and Californian upper class student sailors and their adult supporters are differentiated from each other in terms of how they prioritise either economic or cultural capital acquisition. This finding aligns with Bourdieusian conceptual distinctions of culturally dominant class and economically dominant class values and membership. Upper class status reinforcement and capital reproduction in these divergent ways reflects distinctive national cultures as well as social and economic structures underpinning youth/school sport and educational participation.