The Battle of the Guadalupe Island, also known as the Battle of Guadalupe or The career of Don Pedro Tello de Guzmán, was a naval action that took place off Guadalupe Island (French: Guadeloupe), Caribbean Sea, on November 8, 1595, between a Spanish force of five frigates commanded by Don Pedro Tello de Guzmán and Don Gonzalo Méndez de Cancio (who was appointed Admiral on August 19, 1595), and an English squadron of nine ships (rear of Francis Drake's fleet), during the unsuccessful English military expedition of 1595 against Spain and their possessions, led by Sir Francis Drake himself, Sir John Hawkins and Sir Thomas Baskerville, as the context of the Anglo-Spanish War (1585–1604). The result was a Spanish victory. One of the English ships (the Francis) was captured and the others fled f