The unprecedented terrorism maneuvers in Northern Mozambique’s Cabo Delgado province have preoccupied scholars and practitioners in peace and security studies. Terror activities in Cabo Delgado have been compounded by the escalating threat of piracy since the emergence of an armed insurgency group—Ansar al-Sunna, a militant group inspired by the Islamic State. Combined, terrorism and piracy put the coastal Cabo Delgado province at the hot spot, with profound implications for the Southern African Development Community (SADC) region. Using qualitative research methodologies and various open data sources, including scholarly works and programmatic documents, this chapter examines the relationship between terrorism and piracy in compounding maritime insecurity in the coastal Cabo Delgado province, similar to that of the Gulf of Guinea. The Chapter illuminates a historical account of terrorism and sea piracy in Cabo Delgado and, finally, interrogates regional efforts in countering these regional security challenges, which, if ignored, could have profound socio-economic and security implications for Southern Africa and the continent at large.