Hundred Years' War: Led by King Edward III, a fleet of 50 English ships captured at least 14 Castilian vessels and sank several more at the Battle of Winchelsea.

The Hundred Years' War was a series of conflicts between the kingdoms of England and France and a civil war in France during the late Middle Ages. It emerged from feudal disputes over the Duchy of Aquitaine and was triggered by a claim to the French throne made by Edward III of England. The war grew into a broader military, economic, and political struggle involving factions from across Western Europe, fuelled by emerging nationalism on both sides. The periodisation of the war typically charts it as taking place over 116 years. However, it was an intermittent conflict which was frequently interrupted by external factors, such as the Black Death, and several years of truces.