Battle of Macau The Battle of Macau in 1622 was a conflict of the Dutch - Portuguese War fought in the Portuguese settlement of Macau , in southeastern China . The Portuguese , outnumbered and without adequate fortification , managed to repel the Dutch in a much - celebrated victory on 24 June after a three - day battle . To date , the battle remains the only major engagement that was fought between two European powers on the Chinese mainland . Background . Ever since the Portuguese managed to gain permission from the Ming Chinese mandarin s to establish a permanent settlement and trade base in Macau in 1557 , the port of Macau benefited greatly from being the intermediary of the lucrative China - Japan trade , since the direct routes were banned by the Ming court due to fears of " wokou " ( so - called " Japanese pirates " , although they included some Chinese ) . Portugal ' s success in Macau drew the envy of other European maritime powers who were slower to set a foothold in the Far East . When Philip II of Spain became King of Portugal after the 1580 Portuguese succession crisis , Portuguese colonies came under attack from Spain ' s enemies , especially the Dutch and the English , who were also hoping to expand their overseas empires . Prior to 1622 , Macau had already sustained Dutch raids in 1601 , 1603 , and 1607 , but the Dutch invasion of 1622 represented the first real attempt to capture the city . The Hollanders , frustrated that their trading post at Hirado was unable to compete with the Portuguese traders at Nagasaki due to the latter ' s easy access with China , hoped that the capture of Macau would grant them a commercial base in China while at the same time deprive the Portuguese of the profitable Macau - Nagasaki route . The fall of Macau would also leave the Spaniards in the Philippines without means of support and make it easier for the Dutch to mount an attack on Manila . Despite the raids , the Portuguese authorities were unable to raise an extensive defensive system for the city due to interference from Chinese officials . The means of defense that Macau had at the time were limited to a few batteries : one at the west end of the Macau Peninsula ( later site of the São Thiago da Barra fortress ) , one at each end of the southern bay of Praia Grande ( São Francisco on the east and Bom Parto on the west ) , and the half - completed Fortaleza do Monte overlooking the Cathedral of St . Paul . The sorry state of Macau ' s defenses were made known to the Hollanders when the Dutch ship " Gallias " seized a Portuguese ship carrying a case of letters off the coast of Malaya at the end of 1621 . Judging by these intercepted letters and information available from Japan , the Governor - General of the Dutch East Indies Jan Pieterszoon Coen considered that Macau was not in a position to resist a serious attack , and set his invasion plan in motion . The expedition to Macau . At Batavia , headquarters of the Dutch East India Company ( VOC ) , Coen organized an initial fleet of eight ships for the expedition to Macau , with orders that any Dutch vessel encountered along the way were to be incorporated into the invasion fleet . The soldiers that composed the landing force were specifically selected , and even among the crew there were fewer lascar s and Malays than usual as it had been customary for Europeans to carry locals for navigation . Coen was so satisfied with the fleet that when he wrote to the VOC directors at The Hague he expressed regret for not being able to lead " so magnificent an expedition " in person . The VOC directors did not share Coen ' s enthusiasm in this venture , citing that they had enough wars at the time , and ordered Coen to wait until they could make a more informed decision ; however , the fleet , under the command of Cornelis Reijersen , had already left Batavia on 10 April 1622 before the order was sent . The ultimate goal of the expedition was to establish a Dutch base of operations on the China coast and force the Chinese to trade with them , so Reijersen was given the option not to attack Macau , but was to form fortifications on the Pescadores regardless . On 8 June the fleet sailed into Cam Ranh Bay for firewood and water , where it incorporated four Dutch ships encountered off the coast of Indochina and detached a ship with dispatches for William Janszoon , admiral of the Anglo - Dutch Fleet of Defence blockading Manila . So when the fleet set sail again from Cam Ranh Bay two days later , the fleet was composed of eleven ships . A few days later , the fleet encountered a Siamese war junk carrying 28 Siamese and 20 Japanese people . The Japanese asked to join the Dutch expedition , and their request was granted . The landing force now amounted to about six hundred , with some Japanese , Malays , and Banda nese among the numbers . Coen had previously ordered Admiral Janszoon to detach a few ships from the Manila blockade to join Reijersen ' s fleet , and surely enough , two Dutch and two English vessels waited outside Macau since 29 May . The four ships had tried to disrupt Macau ' s sea traffic while waiting for the invasion fleet to arrive , but they were not successful in capturing any Portuguese prize since Macau ' s leader at the time , Captain - Major of the Japan Voyage Lopo Sarmento de Carvalho , had hurriedly fitted seven junks with guns to provide escort . The invasion fleet arrived in sight of Macau on 21 June and rendezvoused with the four friendly ships there . According to Coen ' s directives , the English were free to join in maritime operations but were not allowed to take part in the landing or take any share of the spoils of victory . As a result , the English captains refused to commit their ships for the attack . Now Reijersen had thirteen ships under his command for the attack on Macau , totaling 1300 men , including a landing force of 800 . Battle . In the night of 22 June , Reijersen sent ashore a scouting party of three men and a Chinese guide to see if the Chinese residents of the city would remain neutral . They soon returned after finding the Chinese had fled the city ahead of the invasion . In the following morning Reijersen himself boarded a launch with some senior officers to scout for a suitable landing site , and it was decided that the invading army would make their landing on the eastern Cacilhas Beach the next day . To distract the defenders from the intended landing site , three ships – " Groeningen " , " Gallias " , and " Engelsche Beer " – started to bombard the São Franciso battery in the south on 23 June . After an afternoon of cannon volleys and insults ( where Dutch seamen threatened to rape Macau ' s women after killing all men above twenty ) , the ships withdrew for the night without inflicting any casualties on the Portuguese side . Nonetheless , the Dutch celebrated their expected victory in advance by blowing their trumpets and beating their drums all night . Not to be outdone , the Portuguese retaliated with similar martial festivities in the city ' s bulwarks . For the Portuguese , the Dutch fleet came at a time when most of Macau ' s citizens were in Canton to buy goods for the annual Japan trade ; so in addition from the inadequate fortifications , Macau suffered from a shortage of fighting men – Portuguese records estimate that there were only 50 musketeer s and 100 residents capable of bearing arms . Lopo Sarmento de Carvalho fully understood that the Dutch would make their landing the next day , so he spent the night inspecting the fortifications and rallying the spirits of his men to fight to the last . The Dutch ships " Groeningen " and " Gallias " resumed their attack on São Francisco at daybreak the very next day , the Feast - day of St . John the Baptist . The Portuguese gunners at the bastion responded with such ferocity that the " Gallias " became so badly damaged she had to be scuttled a few weeks later . At approximately two hours after sunrise , the landing party of 800 set off for Cacilhas Beach while São Francisco was being bombarded . The amphibious assault included 32 launches equipped with swivel gun s and 5 barges , supported by the gunfire from two ships . Also , a barrel of damp gunpowder was fired into the wind so that the Dutch could land under the cover of smoke in what has been suggested as one of first recorded instance of the tactical use of a smoke screen . About 150 Portuguese musketeers entrenched at the beach under the command of António Rodrigues Cavalhino gave some initial resistance by shooting into the smoke , killing 40 men and wounding Admiral Reijersen in the belly , taking him out of action . Captain Hans Ruffijn succeeded command of the landing force and speedily overran the entrenchment , forcing Cavalhino to pull back , after which the rest of the landing force disembarked without opposition . The beachhead now secure , Ruffijn left two companies at the beach as rear - guard and advanced into the city with 600 men , fighting skirmishes with Cavalhino ' s retreating men along the way . The Dutchmen marched toward the centre of the city in orderly fashion until they entered the artillery range of the Fortaleza do Monte , whereby they suffered heavy bombardment . When the invaders passed by a small spring called Fontinha where local women used to wash their laundry , the Jesuit priest Padre Jerónimo Rho fired a cannon - shot from the Fortaleza do Monte which landed on a barrel of gunpowder in the midst of the Dutch formation , devastating many in the ensuing explosion . The shot changed the tempo of battle , as the Dutch commanders halted the advance into the city centre after the unexpected turn of events to deliberate their next course of action . They decided to climb the Guia Hill , upon which a hermitage was situated , to get a better view of the enemy , but their ascent was resisted by a party of 30 Macaonese and blacks , whose ferocity and effective use of terrain forced the Dutch to back down and change their plans again . Not expecting such stiff resistance , the true meager numbers of which were still unknown to the Dutch , the invaders moved toward a patch of high ground near the Guia Hill , with the intention of retreating for the day due to soldier fatigue and low ammunitions ( since most were lost to the explosion ) . By then it was apparent that the main Dutch force was attacking from the east and the bombardment on São Francisco was just a feint , so the commander of the São Thiago garrison sent off 50 men under Captain João Soares Vivas to aid the inland defense . As soon as the Portuguese realized the Dutch intentions , the defenders gathered for the counterattack and occupied the high ground ahead of the Dutch . With the Iberian battle cry " Santiago ! " , Lopo Sarmento de Carvalho signaled the counterattack , and the combined strengths of the Portuguese defenders , Macaonese citizens , Dominican friars , Jesuit priests , and black slaves alike poured themselves onto the enemy , compelled the Dutchmen to flee . Captain Hans Ruffijn urged his countrymen to stand fast , but he was killed in the fighting as the Dutch retreat turned into a rout . The onset of the " drunken negro slaves " in particular , sparing no one as they beheaded all Dutchmen they came across in the name of John the Baptist , greatly demoralized the Hollanders . One black woman was even compared to the legendary baker - woman of Aljubarrota by a contemporary Jesuit for her incredible skill with a halberd during the battle . However , the Dutch got some reprieve in the pursuit when the slaves abandoned the chase to plunder the dead . When the fleeing Dutchmen reached the Cacilhas Beach , the two rear - guard companies who were supposed to cover the retreat panicked and fled to the boats without firing a shot . The panic among the Dutch landing party was so complete that the Dutch ships had to push off into deeper water to avoid being overturned by the fugitives , causing many of them to drown or be shot by the Portuguese in the sea . The next day , Admiral Reijersen sent ashore a flag of truce to negotiate the release of prisoners . The negotiation was in vain , and the dejected Dutch fleet soon left Macau waters to head for the Pescadores . Aftermath . The battle was the most decisive victory the Portuguese ever dealt to the Hollanders in the Far East , as the losses of the invaders far outweigh those of the defenders . The lowest Portuguese estimate claims they had killed over three hundred of their enemies on that day , while most Portuguese cite six or eight hundred as the total number killed . The official Dutch tally lists the number of deaths at 136 and wounded at 126 , without taking the Bandanese and Japanese mercenaries into account . Historian C . R . Boxer suggests that the actual death toll might well be around three hundred if the Bandanese and Japanese dead were counted . Casualties among Dutch officers were especially serious , as seven captain s , four lieutenants , and seven ensign s were lost in the battle . In addition to the loss of personnel , the Dutch also lost all their cannons , flags , and equipment . In comparison , the Portuguese deaths only numbered at four Portuguese , two Spaniards , and a few slaves ; about twenty were wounded . At Batavia , Jan Pieterszoon Coen was extremely bitter about the outcome of the battle , writing " in this shameful manner we lost most of our best men in this fleet together with most of the weapons . " As for the Portuguese defense , Coen had this to say : " The Portuguese beat us off from Macao with their slaves ; it was not done with any soldiers , for there are none in Macao . [ . . . ] See how the enemy thus holds his possessions so cheaply whilst we squander ourselves " . He also said " The slaves of the Portuguese at Macao served them so well and faithfully , that it was they who defeated and drove away our people there last year " , and " Our people saw very few Portuguese " during the battle . Coen would from there on advocate for the employment of slaves for warfare in preference to Dutch soldiers . While the Portuguese didn ' t give the blacks sole credit for the victory , they nonetheless appreciated the bravery shown by the slaves so much that many slaves were freed on the battlefield immediately after the victory . When minor Chinese officials took the heads of the slain Dutchmen to Canton as proof of Portuguese service in defending Chinese territory , they apparently relayed stories of the blacks ' bravery as well , causing the impressed Provincial Admiral ( 海道副使 ; referred in European sources as " haitao " ) to send a gift of 200 picul s of rice to be distributed among them . After the attempted Dutch invasion , the Portuguese authorities in Goa realized the importance of having a permanent paramount figure of authority in Macau , and began sending a proper governor to Macau in 1623 . Before , this small town was administered by the Captain - Major of the Japan Voyage , a position that was auctioned off in the Lisbon court to the highest bidder annually and not expected to govern Macau after he had left for Japan . With the new arrangement , the Captain - Major ' s authority was limited to the merchant fleet to Japan , and lost all privileges he might have had in Macau to the Governor of Macau . The first governor Dom Francisco Mascarenhas , under orders from Goa , enhanced the fortifications to defend from a repetition of the Dutch attack , having bribed the Guangdong provincial authorities to turn a blind eye to the constructions . Later in 1622 , when the Dutch fleet arrived in the Pescadores , the place that Coen believed to be better than Macau in a strategic viewpoint , Admiral Reijersen carried out Coen ' s orders to indiscriminately attack Chinese ships to coerce the Chinese authorities into allowing trade . It was hoped that if this harassment campaign succeeded , the Pescadores might supplant Macau and Manila as a silk entrepôt for the Japan market . However , the opposite effect was achieved as the Chinese started to regard the Hollanders as pirates and murderers because of these raids and the attack on Macau , and hence refused to do trade with them . It was not until 1624 , when the Dutch complied with Chinese demands to abandon the Pescadores for Formosa , that the Chinese began to consider the Dutch offer for trade . In the two years in between , Macau naturally reaped the benefits of trade from the bad press that the Dutch brought upon themselves . Commemoration . Being a great victory for the Portuguese in Macau , the battle was commemorated in a number of ways . When the English traveler Peter Mundy arrived in Macau in 1637 , he described a children ' s dance which depicted a " battaille betweene the Portugalls and the Dutch . . . where the Dutch were overcome , butt withoutt any reproachfull speeche or Disgracefull action to thatt Nation . " In 1871 , a monument of the battle was erected in the Victory Garden . Also , after the victory , the residents of Macao began to celebrate on 24 June as the City Day to commemorate the victory . This day was a public holiday on the Macau Peninsula and was observed every year until the handover of Macau to China in 1999 .