In the pages of the Islamic chronicles which tell ofthe deeds of the crusaders, one figure stands apart.A man who not only is said to have attacked pilgrimcaravans in a time of truce and insulted Muhammadhimself, but who also, it is reported, had theaudacity, temerity, and insanity (or possiblegenius) to threaten the very heart of the Islamicworld – the cities of Mecca and Medina, and the‘Islamic’ Red Sea. This man was Reynald ofChâtillon, lord of Oultrejourdain, erstwhile Princeof Antioch, and he is described, amongst otherthings, as “one of the most devilish of the Franks,and one of the most demonic, and he had thestrongest hostility to the Muslims”. The raid on theRed Sea and purported attempts to attack Mecca andMedina are believed to be one of the main reasonswhy Reynald is so despised in the Arabic chronicles.The intention of this article, therefore, is toexamine the raid anew, using the Arabic materialavailable, in order to try to contribute to anunderstanding of the raid, and to establish whether,indeed, Reynald even did try to attack the holycities of Islam, and whether the criticism of him isjustified.