To leeward is a novel that reflects on the struggle between personal longing and the constraints imposed by tradition and society. The narrative explores how individuals wrestle with expectations shaped by family, culture, and social status, particularly in a setting marked by contrasts between old customs and emerging ideals. It highlights the complexities of love when it challenges established norms, drawing attention to the tension between duty and desire. The work invites reflection on how differing values can strain relationships and provoke inner conflict, as well as how courage is required to confront these tensions. Through its portrayal of contrasting worldviews, the novel considers the cost of pursuing happiness in defiance of convention and the resilience needed to navigate such choices. It offers insight into the quiet struggles of those torn between loyalty to their heritage and the pull of new possibilities, emphasizing the subtle but powerful forces that shape human connection.