In the era of the European Reformation, there was a growing interest among Europeans in private trips to Jerusalem and professional missions to the Sublime Porte, with intermediate stops in "Greek" islands. This paper offers an authentic perception of the Greek world through eyewitness accounts of 15th and 16th-century travellers, especially that of Jan Hasištejnský of Lobkowitz, Oldřich Prefát of Vlkanov, and Kryštof Harant of Polžice and Bezdružice.