Despite there has been a growing interest in the study of gratitude, few studies have investigated which factors support and promote it; notably, no study has yet addressed ways in which parents could promote gratitude in their children. The present study aims to investigate the relation between parental emotional support and self-esteem through the mediation of gratitude. The analyses have been conducted considering both the maternal and the paternal roles. To that end, an explorative model has been proposed of these relations. A self-report questionnaire was administered to 279 15–19 year-old adolescents (M = 16.83, SD = .85) living in Northern Italy. Findings show that (a) the mother’s emotional support, but not the father’s, sustains gratitude, and (b) gratitude completely mediates the relation between maternal emotional support and self-esteem. Limitations and research implications are discussed.