Historically, “Arabia Felix” was a continuum of diverse intertwined influences in the Horn of Africa. This region is at a crossroad for the empire-like appetites and conquest endeavors of global powers (China, India, the United States and Europe) and regional ones (Saudi Arabia / United Arab Emirates, allied to Egypt, vs Qatar, allied to Turkey). The Gulf countries have recently been involved in the region – for religious reasons for the Saudis initially (1980s), but later to block the emerging influence of Qatar in the Horn (2000s). The War in Yemen and the political rivalries between the monarchies of the Peninsula, especially when the Gulf Crisis broke out in June 2017, enhanced the region’s strategic interest for Gulf countries. Moreover, those events have had direct consequences on the stability of the countries of the Horn. The purpose of this research paper is to analyze the growing entanglement of Horn/Peninsula/Gulf security issues and economic interests in the Horn of Africa.