The article presents the analysis of a significant aspect regarding problems with the coronation of Grand Duke Vytautas and his wife Uliana – data from the story behind the rulers’ crowns that has hitherto practically not been noticed is being brought into academic circulation. A number of important historical sources are brought under analysis: inscriptions from the book of expenses of the city of Nuremberg, a description of the Teutonic Order’s legation under the Vogt of Stuhm Klaus von Redwitz to meet with the German Roman king Sigismund of Luxemburg (in 1429), and a previously unknown document regarding the coronation that has survived in manuscript form at the Bavarian State Library (BSB, Clm 22372), which once belonged to Sigismund’s advocate, the Bishop of Augsburg Peter von Schaumberg.