Sir Hugh Willoughby was an English soldier and an early Arctic voyager. He served in the court of Henry VIII and fought in the Scottish campaign where he was knighted for his valour. In 1553, he was selected by a company of London merchants to lead a fleet of three vessels in search of a Northeast Passage.

The Burning of Edinburgh in 1544 by an English army was the first major action of the war of the Rough Wooing. The Provost of Edinburgh was compelled to allow the English to sack Leith and Edinburgh, and the city was burnt on 7 May. However, the Scottish artillery within Edinburgh Castle harassed the English forces, who had neither the time nor the resources to besiege the Castle. The English fleet sailed away loaded with captured goods, and with two ships that had belonged to James V of Scotland.