Battle of Sesimbra Bay The Battle of Sesimbra Bay was a naval engagement that took place on June 3 , 1602 , during the Anglo - Spanish War . It was fought off the coast of Portugal ( then within the Iberian Union ) between an English naval expeditionary force sent out from orders by Queen Elizabeth I to prevent any further Spanish incursions against Ireland or England itself . The English force under Richard Leveson and William Monson met a fleet of Spanish galleys and a large carrack at Sesimbra Bay commanded by Alvaro De Bazan and Frederico Spinola . The English were victorious in battle , sinking two galleys , forced the rest to retreat , immobilized the fort and captured the carrack in what was the last expedition to be sent to Spain by orders of the Queen before her death the following year . Background . In order to prevent an another Spanish invasion of Ireland Queen Elizabeth I decided to fit out another fleet . Sir Richard Leveson was chosen for this command as he had defeated the Spanish under Pedro de Zubiaur at Castlehaven & successfully blockaded Kinsale from any further reinforcement later leading to the general victory there early in 1602 . He was to command a fleet of nine English and twelve Dutch ships , which were ' to infest the Spanish coast . ' The Dutch ships were , however , late in joining , and Leveson , leaving his vice - admiral Sir William Monson , to wait for them , put to sea with only five ships on 19 March . Within two or three days the queen sent orders to Monson to sail at once to join his admiral , for she had word that ' the silver ships had arrived at Terceira ' but they had in fact arrived and left again . Frederico Spinola , younger brother of Ambrogio Spinola , had distinguished himself greatly as a soldier in the Army of Flanders and had succeeded in 1599 of going through the English Channel passing the straits of Dover unmolested . Buoyed by this achievement he had indulged Philip III of Spain , the Duke of Lerma and Martín de Padilla in a vision of a massive galley - borne invasion of England from Flanders . However the council brought him down to a mere eight galleys , provided at Spinola ' s expense . He was on his way from San Lucar to Lisbon but was diverted by the Viceroy of Portugal to see to the protection of a richly - laden Portuguese carrack anchored in the bay at Sesimbra . It was not till the end of May that the two English squadrons met with each other , and on 1 June , being then off Lisbon and capturing two Spanish prizes that word of a large carrack and eleven galleys were in the vicinity of Sesimbra Bay . Some of the English ships had been sent home mainly because of disease and / or unseaworthiness ; others had separated & they too went back home ; there were now only five ships in total with Leveson . Battle . On the morning of the 3rd , Monson and Leveson found the Spanish ships strongly posted under the guns of Fort Santiago de Sesimbra and further in land on a hill , an old but armed Moorish castle . Eight galleys were under command of Spinola and another three of which belonged to Álvaro de Bazán ' s which had just recently arrived . At mid morning Monson with the " Garland " , Leveson with the " Warpsite " , Edward Manwaring with the " Dreadnought " , followed by the " Nonpareil " , " Adventure " and two captured prizes , they entered the bay of Sesimbra . As well as the carrack the Spanish galleys consisted of de Bazán ' s " Christopher " , Spinola ' s " St Lewis " , " Forteleza " , " Trinidad " , " St John " , " Leva " , " Occasion " , " San Jacinto " , " Lazar " , " Padilla " and " San Felipe " . The galleys had large cannons of sixty pounders in their bows and formed a tight defensive formation in the shallows around the carrack . Engagement . As the English entered the bay , without hesitation they fired with everything they had at the anchored and secured galleys but made sure they were out of effective range of the Spanish sixty pounders . Monson ' s " Garland " was able to bombard the Spanish galleys with her sixteen culverin s forcing them to break formation . Much damage was caused but soon the galleys began to row side to side of the harbor desperately avoiding fire from the " Garland " which had anchored it self . Leveson in the " Warspite " however had problems with the wind and was soon being blown out of the road stead despite efforts to keep her in one position . Once out of effective range Leveson then rowed in a launch under fire and went on board the " Garland " to join Monson and with the rest of the ships which poured such a devastating fire . When Bazán ' s galleys did break formation the " Dreadnought " with her shallow draft sailed into the confusion and took them on all at close range with her eleven demi - culverin s and ten sakers . Bazán had suffered significant loses with all three of his galleys damaged and was himself soon so badly wounded that there was much disorganization . Monson decided to concentrate his fire on Spinola ' s galleys and within a few hours " Garland " and " Nonpareil " pounded them to the point that two of his galleys ; the " Trinidad " and the " Occasion " were soon burning and then sank , the captain of the latter being taken prisoner . The galley slaves swam ( if they could ) to the English ships and Bazán ' s battered galleys managed to flee the action heading North . Capture of the " São Valentinho " . The great carrack itself was surrounded and the remaining galleys under Spinola decided that the only sensible option was to retreat out of range from the bay . The rest of his galleys were already badly damaged , the galley slaves had been exhausted to the point of near death . To the surprise of the English the fire from Fort Santiago de Sesimbra began to slacken ; " Nonpareil " , " Adventure " and occasional fire from " Warpsite " had poured enough accurate fire from the beginning to do enough damage to the fortress that most guns were out of action within an hour . With the destruction and retreat of the galleys it became clear that the carrack was lost . Under closer inspection the English realized that the carrack was huge a 1700 ton vessel which turned out to be " São Valentinho " recently returned from the Portuguese Indies laden with goods . The castle and the various shore defenses could not fire for fear of hitting their own ships as a result ineffectual fire continued throughout the battle . The English ships though kept up enough fire to silence the rest of the shore defenses and " Garland " and " Dreadnought " sailed to port and starboard respectively of the " São Valentinho " . She was soon boarded and within minutes the top deck had been secured with only a few losses and Monson wanted no more bloodshed . End . A parlay was offered by Monson which the Spanish reluctantly offered and the battle was now effectively over . After Monson had boarded the carrack , he was soon recognized by several Spanish officers as being there former prisoner , it turned out the galley " Leva " present in the battle and had fled , was the same galley present at Battle of Berlengas Islands and had held him prisoner ; for Monson this was revenge . At first the Spanish and Portuguese under Don Diego Lobo wanted to give the English just the cargo and leave the ship with their colors flying but Monson was adamant and wanted the whole ship but would release all the prisoners under terms . He also forced the Spanish to cease firing and allow the English to leave unmolested . The Spanish could not burn the ship without being fired upon by the English and had the " São Valentinho " surrounded by which two were powerful galleons . In this position the Spanish agreed to the English terms ; to allow the " São Valentinho " to be taken and the castle and shore defenses to seize firing . The next day after a celebratory evening meal with the Spanish and Portuguese officers on board the " Garland " , the English vessels towed out the " São Valentinho " and with the victorious English sailing back to Plymouth unmolested . Aftermath . Casualties were heavy amongst the Spanish ; nearly over 800 most of which the majority were from the galleys . The Portuguese carrack " São Valentinho " was a great prize in itself ; the cargo on board totaled over a million ducats , about £44 , 000 which just about covered the costs of the summer campaigning . The " São Valentinho " being of nearly 1700 tons was very similar in design to the Madre de Deus which had been captured at Flores in 1592 . English casualties were only twelve killed and thirty wounded , chiefly aboard the " Garland " . William Monson was very nearly killed ; he had fought in armor and had his doublet carried away by a ball . Monson and Leveson were both received heroes on there return by Queen Elizabeth and the booty was given to the crown . Leveson and Monson in return both received £3000 from the Queen and soon after their services were recommended to King James I both becoming admirals of the English Channel . The Spanish viceroy of Portugal was incensed with the defeat and the loss of the carrack , he had Don Diego Lobo put to death but he escaped through a window with the aid if his sister and fled to Italy . Bazán would recover from his wounds and went on to command galleys in the Kingdom of Naples and later in life was to win fame in the Relief of Genoa . Spinola would suffer another defeat , this time at the hands of Sir Robert Mansell and a Dutch fleet in October of the same year in the Battle of the Narrow Seas in which his remaining six galleys that had escaped were intercepted and destroyed with only Spinola ' s escaping .