On 10 December 1399, Manuel II sailed to the Morea, where he left his wife and children with his brother Theodore I Palaiologos to be protected from his nephew's intentions. He later landed in Venice in April 1400, then he went to Padua, Vicenza and Pavia, until he reached Milan, where he met Duke Gian Galeazzo Visconti, and his close friend Manuel Chrysoloras. Afterwards, he met Charles VI of France at Charenton on 3 June 1400. During his stay in France, Manuel II continued to contact European monarchs.

In December 1400, he embarked to England to meet Henry IV of England who received him at Blackheath on the 21st of that month,making him the only Byzantine emperor ever to visit England, where he stayed at Eltham Palace until mid-February 1401, and a joust took place in his honour. In addition, he received £2,000, in which he acknowledged receipt of the funds in a Latin document and sealed it with his own golden bull.