First Landing in England and Support in Scotland
On 3 July 1495, funded by Margaret of Burgundy, Warbeck landed at Deal in Kent, hoping for a show of popular support. Warbeck's small army was routed and 150 of the pretender’s troops were killed without Warbeck even disembarking. He was forced to retreat almost immediately, this time to Ireland. There he found support from Maurice FitzGerald, 9th Earl of Desmond, and laid siege to Waterford, but, meeting resistance, he fled to Scotland. Henry pardoned his Irish supporters, remarking drily "I suppose they will crown an ape next".
Warbeck was well received by James IV of Scotland who realised that his presence gave him international leverage. As Ferdinand and Isabella of Spain were negotiating an alliance with Henry VII, James IV knew that Spain would help him in his struggles with England, in order to prevent the situation escalating into war with France. Spanish ambassadors arrived in Edinburgh, and later Pedro de Ayala was established as a resident ambassador during the crisis. Warbeck was permitted to marry James's distant cousin, Lady Catherine Gordon, a daughter of George Gordon, 2nd Earl of Huntly. The marriage was celebrated in Edinburgh with a tournament. James gave Warbeck clothes for the wedding and armour covered with purple silk. The historian Katie Stevenson suggests the clothing bought for the tournament shows Warbeck fought in a team with the king and four knights. A copy of a love letter in Latin obtained by Pedro de Ayala, is thought to be Warbeck's proposal to Lady Catherine.
In September 1496, James IV prepared to invade England with Warbeck. A red, gold and silver banner was made for Warbeck as the Duke of York; James's armour was gilded and painted; and the royal artillery was prepared. John Ramsay of Balmain (who called himself Lord Bothwell) described the events for Henry VII. He saw Roderic de Lalanne, a Flemish knight arrive with two little ships and 60 German soldiers and meet James IV and talk to Warbeck. In Edinburgh Castle Ramsay saw two great French guns called 'curtalds,' 10 falconets or little serpentines, and 30 iron breech loading 'cart guns' with 16 close-carts or wagons for the munitions. He estimated the invasion force would last only 4 to 5 days in England before it ran out of provisions. He suggested, from the safety of Berwick upon Tweed, that the Scots could be vanquished by a modest English force attacking from north and south in a pincer movement.
The Scottish host assembled near Edinburgh and James IV and Warbeck offered prayers at Holyrood Abbey on the 14 September, and on the next day at St Triduana's Chapel and Our Lady Kirk of Restalrig. On 19 September the Scottish army was at Ellem and on 21 September 1496 they crossed the River Tweed at Coldstream. Miners set to work to demolish the tower of Hetoune (Castle Heaton) on 24 September, but the army quickly retreated when resources were expended, and hoped-for support for Perkin Warbeck in Northumberland failed to materialise. According to an English record, the Scots penetrated four miles into England with royal banner displayed, and destroyed 3 or 4 little towers (or Bastle houses). They left on 25 September 1496 when an English army commanded by Lord Neville approached from Newcastle. When news of this invasion reached Ludovico Sforza, Duke of Milan, on 21 October 1496, he wrote to his ambassador in Spain, to request the Spanish monarchs make peace between England and Scotland. The peace mission was entrusted to Pedro de Ayala.
Later, wishing to be rid of Warbeck, James IV provided a ship called the Cuckoo and a hired crew under a Breton captain which returned Perkin to Waterford in shame in July 1497. James IV made peace with England by signing the Treaty of Ayton at St Dionysius's Church in Ayton in Berwickshire. Once again Perkin attempted to lay siege to Waterford, but this time his effort lasted only eleven days before he was forced to flee Ireland, chased by four English ships. According to some sources, by this time he was left with only 120 men on two ships.
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