It was only in 1386, after Portugal under its new King
John I had entered into a
full alliance with England, that he was actually able to land with an army in Spain and mount a campaign for the throne of Castile.
Richard II of England was jealous of Gaunt's power and blessed the venture, investing Gaunt and Constance with crowns of gold before they left. John sailed from England on 9 July 1386 with a huge Anglo-Portuguese fleet carrying an army of about 5,000 men plus an extensive "royal" household and his wife and daughters. Pausing on the journey to use his army to drive off the French forces who were then besieging
Brest, he landed at
Corunna in the
Kingdom of Galicia in August, the most distant and disaffected of Castile's kingdoms and wrong-footing the Castilians who had expected John to land in Portugal. 's ''Chronique d'Angleterre'') From August to October, John of Gaunt set up a rudimentary court and chancery at
Ourense and brought Galicia under his control received the submission of the Galician nobility and most of the towns of Galicia, though they made their homage to him conditional on his being recognised as king by the rest of Castile. While John of Gaunt had gambled on an early decisive battle, the Castilians were in no hurry to join battle, and he began to experience difficulties keeping his army together and paying them. In November, he met King John I of Portugal at Ponte do Mouro on the south side of the
Minho river and concluded an agreement with him to make a joint Anglo-Portuguese invasion of central Castile early in 1387. The treaty was sealed by the marriage of John's eldest daughter
Philippa to the Portuguese king. A large part of Gaunt's army succumbed to sickness, later including Gaunt himself, and when the invasion was mounted they were far outnumbered by their Portuguese allies. The campaign of April–June 1387 was an ignominious failure. The Castilians refused to offer battle and the Galician-Anglo-Portuguese troops, apart from time-wasting sieges of fortified towns, were reduced to foraging for food in the arid Spanish landscape. They were harried mainly by French mercenaries of the Castilian king. Many hundreds of English, including close friends and retainers of John of Gaunt, died of disease or exhaustion. Many deserted or abandoned the army to ride north under French safe conducts. Shortly after the army returned to Portugal, John of Gaunt concluded a secret treaty with John of Trastámara under which he and his renounced all claim to the Castilian throne in favour of their daughter
Catherine of Lancaster in return for a payment of 600,000 francs and an annual pension of 40,000 francs and the marriage of Catherine to
John of Trastámara's son, Henry. Gaunt returned to
England in 1389 which allowed his nephew
Richard II to reclaim personal control of his government from the
Lords Appellant. He also switched to becoming an advocate of peace partly due to the fact it would cement his daughters' dynastic interests. ==References==