July-August 1494
July 1494: Following a tip that seems to point him to the Chinese mainland, Christopher Columbus sets sail northwest from his colony in Hispaniola. He does discover a new landmass, apparently comparable in size to Cuba, but the Tequesta people he encounters there are of no help in pointing him to the Great Khan. Moreover, a storm of inconceivable size and fury strikes his detachment, inflicting enough damage as to force him to rejoin the rest of his expedition before he can explore more of "Fernandia" than the sound he dubbed "Bahía San Buenaventura" [Biscayne Bay].

August 1494: Philip, Duke of Burgundy, undiplomatically accuses Henry VII of England of burning his own palace down as an excuse to make war on Scotland, bringing the already fraught relations between the courts almost to the point of no return.

Anna Radziwiłłówna, Queen of Poland and Grand Duchess of Lithuania, announces a pregnancy of her own.

[Given the awkward shape of a Bohemia-Hungary-Lithuania union, I figure Alexander doesn't have that last bit ITTL. But if he doesn't rule the territory next to Russia, why does he have a Russian wife? Perhaps he's serving as a proxy for an already married brother, who's married a Lithuanian to help preserve the union that broke in 1492 IOTL.]
 
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August-November 1494
August 1494: Regardless of tense relations, Henry VII and Elizabeth of York attend the wedding of Philip of Burgundy and the infanta Joanna, daughter of Ferdinand and Isabella. Columbus' ship sinks during a violent storm, drowning many members of his crew, he only survives by swimming to shore with the last reserves of his energy. Convinced God is trying to give him a sign, he decides to return.

September 1494:
Christopher Columbus drowns after he accidentally falls off his ship during a drunken revel with the remainders of his crew, ending his voyage. All the revenues of the new lands he discovered would be given to Ferdinand and Isabella. Joanna of Aragon announces a pregnancy, but her relationship with Philip is very tense as he refuses to stop taking lovers despite his wife bringing a large dowry and otherwise being a good consort. .

October 1494:
Elizabeth of York gives birth to two healthy children, a boy and a girl. For the boy, she names him Edward after her father and brother. For the girl, she is named Jacquetta, after Elizabeth's grandmother. Unfortunately, her two year old namesake daughter, Elizabeth Tudor, falls ill around this time. Anne of Brittany gives birth to a daughter named after herself, and Eleanor of Portugal delivers a son named Edward after her grandfather. Manuel, Duke of Viseu marries Carlotta of Naples and she would soon announce a pregnancy. Helena of Moscow gives birth to a son named after her father.

November 1494:
James IV of Scotland is killed in what is now known as the Battle of Flodden, after he personally led an army. Henry VII's young son, Henry, is kidnapped and the young prince would lose an eye due to explosive gunfire.
 
December 1494
December 1494: James IV's brother, also named James, negotiates with King Henry, agreeing to marriage between himself and the Princess Margaret in exchange for peace. Prince Henry is returned to his parents, maimed but alive. Elizabeth Tudor the younger recovers from her illness. Their mother refuses to let them leave her side for weeks. Queen Margurite of Spain gives birth to a daughter named Isabel. King Juan is noticeably not disappointed, showering his daughter with much affection.
 
January 1495
January 1495:
Margaret Tudor is shipped off to Scotland to be raised there. Queen Margaret is pregnant again despite having given birth the previous month, she is confined to her bed in order to soothe Juan's fear. Helena of Moscow announces another pregnancy, as does Anne of Brittany. Carlotta of Naples miscarries and spends months dressed in black, mourning for her lost child. Anna Radziwillowna prematurely gives birth to a sickly daughter.

*Will Elizabeth give birth to her IOTL daughter, Mary, here?
 
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January 1495:
Margaret Tudor is shipped off to Scotland to be raised there. Isabella of Castile is pregnant despite her advanced age, she is confined to her bed in order to soothe Ferdinand's fear. Helena of Moscow announces another pregnancy, as does Anne of Brittany. Carlotta of Naples miscarries and spends months dressed in black, mourning for her lost child. Anna Radziwillowna prematurely gives birth to a sickly daughter.

*Will Elizabeth give birth to her IOTL daughter, Mary, here?
Isabelle and Ferdinand are both dead. And Mary's got a year to go before she's born.
 
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