Research objective: This paper aims at the revealing and analysing various documents, created in different countries of Europe prior to 1783, which suggested the change of the Crimea’s status and its accession to Russia, and the determination of interactions of these sources and general trends and principles behind discussions of the “Crimea question” in Russian and foreign public opinion. Research materials: This research addresses a large body of sources, created in Russia and the West from the sixteenth to eighteenth century, discussing the future of the Crimea – political treatises, memoranda, historical works, and correspondence. Research novelty and results: For the first time in the scholarship, the whole array of available sources on the planned accession of the Crimea to Russia has been analysed. It has been discovered that there were periods when the “Crimea question” was disputed in the West far more widely than in Russia. This “discussion” continued with the participation of very different authors, including the leading minds of the public discourse such as Voltaire or Francesco Algarotti. The attempts of the western intellectuals to influence the Russian government’s decisions have been demonstrated. Therefore, the accession of the Crimea is a product of not only “Russian imperialism”, as it is often suggested, but to a certain extent also of the Western Europe’s public mindset. Obviously, such a development was considered quite admissible in the West, and many authors viewed it positively both for international relations and for the internal perspectives of the region. The given article has exposed the dynamics in these arguments, with initial counter-Muslim rhetoric underlining the existential opposition of Christianity and Islam and the need for “returning” lands which had formerly belonged to Europe. When the Enlightenment era started, the further reason of Europe’s civilizing mission appeared. This mission was thought to be impeded in the Black Sea by the “backward” Islamic society. In Russia, the discussion of the future of the Crimea became topical in the second and third quarter of the eighteenth century, probably when the elite realized that the conquest of the peninsula had now become a reality.