Hip hop, reggae/raggamuffin, and fusions between these genres, emerged in the Italian island of Sardinia in the 1980s and 1990s. In this article, we examine the ways in which these transnational music forms have found fertile terrain in post-colonial Sardinia across generations and cultures through the music of the historic hip hop crew, Sa Razza, the next generation ‘rappamuffin’ artist, Randagiu Sardu, and the Senegalese-Sardinian Afro-reggae musician, Momar Gaye. Through the analysis of selected tracks and video clips we explore how overlapping cultural, social, and political discourses of decolonisation are framed and narrated through language, music, and images as a means of expressing cultural and political agency, critiquing the impacts of exploitation and colonisation, and consciously and self-reflexively reinterpreting and celebrating marginality.