This paper focuses on the lived experiences of young people growing up Greek Canadian and Jewish Canadian in Halifax, Nova Scotia. It is based on data collected in a pilot study conducted with second-generation Greek and second-, third-, and fourth-generation Jewish youth in Halifax in 2004-05. Most of the existing research on the second generation and beyond lumps together the experiences of different ethnocultural groups. Perhaps even more importantly, the existing research tends to focus almost exclusively on the second- (or third- or fourth-) generation's experiences in major urban centres. In this paper we forge new paths by exploring the experiences of ethnic youth in a smaller Canadian urban centre within a region with low concentrations of immigrant populations and ethnic groups. We thus argue for the importance and effects of the specific place of settlement on ethno-cultural identity. Family and community expectations, relations, and practices, and negotiating family and community norms within the context of the institutional norms and practices in the areas of education, employment, gender, and family relations within the broader frame of Canadian society are highlighted. A comparative analysis between the two groups is adopted throughout.