After his rejection by John III of Portugal, Christopher Columbus sent his brother to the court of Henry VII to ask for sponsorship. In our timeline, the Tudor monarch declined, which led to the Italian eventually gaining the support of the Catholic Monarchs of Spain. What if Henry, who, like Isabella and Ferdinand, was the recent victor of an expensive war, thought Columbus's plan intelligent? What if Christopher Columbus sailed not with the Castle and Lion of Castile on his ships, but the Lion and Tudor Rose of England?