In the present study, we are generally looking at the way in which the realities of the Romanian space were captured through travel reports drawn up by foreigners who crossed the Romanian Countries. That is why we are interested in identifying the voyagers’ mood since the first contacts with the realities of the country they entered. We want, at a first level of research, to identify, define and comment on those things remarked by the foreign travelers, things that can become landmarks, indicators and witnesses defining the frontier. In the second level of the investigation, we seek to identify the things that tell the traveler that he or she is approaching the border between states or departing from the border, depending on the route they follow. In the third level of the investigation, we note the impact on travelers crossing from one country to another, for example from Transylvania to Wallachia, Moldavia to Transylvania, Ottoman Empire to the Romanian Lands, etc. Foreign travelers crossing the Romanian Principalities come mostly from Western and Northern Europe. Also, their presence in Romanian space is due to the political, military and economic duties received from the states that sent them. When approaching the Romanian Countries, the voyagers note a few things, namely: the militarized border, the customs, the quarantine and the army, the customs officials and the passport. A border with so many elements of identification does not exist between the Romanian Countries and the Ottoman Empire. From this perspective, the Romanian Lands appeared to the vast majority of foreigners as part of the Ottoman Empire. Also, travelers are optimistic about the transition to Transylvania and with suspicion and mistrust of the crossing to Moldavia and Wallachia.