This chapter will examine possible approaches to teaching travel literature in the Middle East which will be illustrated from the outcomes of a course on British travellers in Arabia for international university students in Kuwait, focusing on works by Freya Stark and Wilfred Thesiger. The responses of the students in their class discussions and written assignments indicate their views on the significance of the journeys and writings of the two travellers, both as regards their representation of foreign cultures before the advent of mass media and widely accessible travel, and in terms of the anomaly of the traveller as an individual seeking to identify with a host culture of which, to a large extent, he/she can only be an observer despite prolonged contact. Examples of such responses will show the students' heightened awareness of their own cultural milieu and their attitudes to the Western traveller to the Orient and will raise the issue of the relevance of such travel literature to the post-modern era.