Between 1985 and 1997 a hip hop culture emerged in Halifax, Nova Scotia through rap music artists' live performances at various venues, and by releasing original music on commercial and non-commercial cassette tapes and compact discs. This thesis examines the evolution of this grassroots musical culture through the lenses of Halifax's geography, innovative musical and technological trends, ever-present racial politics, and a strong "do-it-yourself" ethic. This thesis argues that hip hop in Halifax during these years can be divided into two eras distinguished by dynamic racial and stylistic changes. While the 1980s saw a predominantly Black hip hop community take root around Uniacke Square and Gottingen Street, the 1990s saw a geographic and demographic shift as the rap music scene expanded and competed with the mainstream music scene of the city. In doing so, the integrated downtown hip hop community produced a significant amount of work, overcoming institutional opposition