Drake's Attack On San Juan


1595



Of all the English freebooters that preyed upon Spain and her colonies

from the commencement of the war in 1585 to the signing of peace in

1604, Francis Drake was the greatest scourge and the most feared.



Drake early distinguished himself among the fraternity of sea-rovers

by the boldness of his enterprises and the intensity of his hatred of

the Spaniards. When still a young man, in 156
-'68, he was captain of

a small ship, the Judith, one of a fleet of slavers running between

the coast of Africa and the West Indies, under the command of John

Hawkyns, another famous freebooter. In the harbor of San Juan de Ulua

the Spaniards took the fleet by stratagem; the Judith and the Minion,

with Hawkyns on board, being the only vessels that escaped. Young

Drake's experiences on that occasion fixed the character of his

relations to the Dons forever afterward. He vowed that they should pay

for all he had suffered and all he had lost.



At that time the Spaniards were ostensibly still friends with England.

To Drake they were then and always treacherous and forsworn enemies.

In 1570 he made a voyage to the West Indies in a bark of forty tons

with a private crew. In the Chagres River, on the coast of Nombre de

Dios, there happened to be sundry barks transporting velvets and

taffetas to the value of 40,000 ducats, besides gold and silver. They

were all taken.



Two years later he made a most daring attempt to take the town of

Nombre de Dios, and would probably have succeeded had he not been

wounded. He fainted from loss of blood. His men carried him back on

board and suspended the attack. On his recovery he met with complete

success, and returned to Plymouth in 1573 with a large amount of

treasure openly torn from a nation with which England was at peace,

arriving at the very time that Philip's ambassador to Queen Elizabeth

was negotiating a treaty of peace. Drake had no letters of marque, and

consequently was guilty of piracy in the eyes of the law, the penalty

for which was hanging. The Spaniards were naturally very angry, and

clamored for restitution or compensation and Drake's punishment, but

the queen, who shared the pirate's hatred of the Spaniards, sent him

timely advice to keep out of the way.



In 1580 he returned from another voyage in the West Indies, just when

a body of so-called papal volunteers had landed in Ireland. They had

been brought by a Spanish officer in Spanish ships, and the queen,

pending a satisfactory explanation, refused to receive Mendoza, the

Spanish ambassador, and hear his complaints of Drake's piracies. When

his ships had been brought round in the Thames, she visited him on

board and conferred on him the honor of knighthood. From this time

onward he became a servant of the crown.



It was this redoubtable sea-rover who, according to advices received

early in 1595, was preparing an expedition in England for the purpose

of wresting her West Indian possessions from Spain. The expedition was

brought to naught, through the disagreements between Drake and Hawkyns,

who both commanded it, by administrative blunders and vexatious delays

in England. The Spaniards were everywhere forewarned and goaded to

action by the terror of Drake's name.



Notwithstanding this, the island's fate, seeing its defenseless

condition, would, no doubt, have been sealed at that time but for a

most fortunate occurrence which brought to its shores the forces that

enabled it to repulse the attack. Acosta's annotations on Abbad's

history contains the following details of the events in San Juan at

the time:



"General Sancho Pardo y Osorio sailed from Havana March 10, 1595, in

the flagship of the Spanish West Indian fleet, to convoy some

merchantmen and convey 2,000,000 pesos in gold and silver, the greater

part the property of his Majesty the king. The flagship carried 300

men.



"On the 15th, when in the Bermuda channel, a storm separated the

convoy from the other ships, sent her mainmast overboard, broke her

rudder, and the ship sprang a leak. In this condition, after a

consultation among the officers, it was decided to repair the damage

as well as possible and steer for Puerto Rico, which they reached on

the 9th of April. The treasure was placed in security in the fort and

messengers despatched to the king to learn his Majesty's commands.



"A few days later official advice of the preparations in England was

brought to the island in a despatch-boat. Governor Juarez, General

Sancho, and the commander of the local infantry held a council, in

which it was resolved to land the artillery from the dismasted ship

and sink her and another vessel in the channel at the entrance to the

harbor, while defenses should be constructed at every point where an

enemy could attempt a landing. The plan was carried out under the

direction of General Sancho, who had ample time, as no enemy appeared

during the next seven months.



"On the 13th of November 5 Spanish frigates arrived under the command

of Pedro Tello de Guzman, with orders from the king to embark the

treasure forthwith and take it to Spain; but Tello, on his way hither,

had fallen in off Guadeloupe with two English small craft, had had a

fight with one of them, sank it, and while pursuing the other had come

suddenly in sight of the whole fleet, which made him turn about and

make his way to Puerto Rico before the English should cut him off.

From the prisoners taken from the sunken vessel he had learned that

the English fleet consisted of 6 line-of-battle ships of 600 to 800

tons each, and about 20 others of different sizes, with launches for

landing troops, 3,000 infantry, 1,500 mariners, all well armed and

provided with artillery, bound direct for Puerto Rico under the

command of Sir Francis Drake and John Hawkyns.



"Tello's 5 frigates made a very important addition to the island's

defenses. Part of his men were distributed among the land forces, and

his ships anchored in the bay, just behind the two sunken ships.



"All was now ready for a determined resistance. General Sancho had

charge of the shore defenses, Admiral Gonzalo Mendez de Cauzo

commanded the forts, Tello, with his frigates and 300 men, defended

the harbor. The bishop promised to say a mass and preach a sermon

every day, and placed a priest at every post to give spiritual aid

where necessary. Lastly, despatch-boats were sent to la Espanola and

to Cuba to inform the authorities there of the coming danger.



"The defensive forces consisted of 450 men distributed at different

points on shore with 34 pieces of ordnance of small caliber. In the

forts there were 36 pieces, mostly bronze ordnance, with the

respective contingent of men. On board of Tello's frigates there were

300 men.



"General Sancho, after an inspection of the defenses, assured the

governor that the island was safe if the men would but fight.



"At daybreak on the 22d of November the English fleet hove in sight.

The call to arms was sounded, and everybody," says the chronicler,

"ran joyfully to his post."



A caravel with some launches showing white flags came on ahead,

sounding, but on passing the Boqueron were saluted with a cannon shot,

whereupon they withdrew replacing the white flags by red ones.



The whole fleet now came to anchor in front of the "Caleta del Cabron"

(Goat's Creek), much to the surprise of the islanders, who had no idea

that there was anchoring ground at that point; but, being within range

of the 3 pieces of cannon on the Morrillo and of the 2 pieces planted

at the mouth of the creek, they were fired upon, with the result, as

became known afterward, of considerable damage to the flagship and the

death of 2 or 3 persons, among them Hawkyns, Drake's second in

command.



This unexpectedly warm reception made it clear to the English admiral

that the islanders had been forewarned and were not so defenseless as

they had been reported. Some launches were sent to take soundings in

the vicinity of Goat Island, and at 5 in the afternoon the fleet

lifted anchor and stood out to sea. Next morning at 8 o'clock it

returned and took up a position under the shelter of the said island,

out of range of the artillery on the forts.



More soundings were taken during the day in the direction of Bayamon,

as far as the Canuelo. That night, about 10 o'clock, 25 launches, each

containing from 50 to 60 men, advanced under cover of the darkness and

attacked Tello's frigates. The flames of 3 of the ships, which the

English succeeded in firing, soon lit up the bay and enabled the

artillery of the 3 forts to play with effect among the crowded

launches. The Spaniards on board Tello's ships succeeded in putting

out the fire on board 2 of the ships, the third one was destroyed.

After an hour's hard fighting and the loss by the English, as

estimated by the Spanish chronicler, of 8 or 10 launches and of about

400 men, they withdrew. The Spanish loss that night was 40 killed and

some wounded.



The next day the English fleet stood out to sea again, keeping to

windward of the harbor, which made Tello suspect that they intended to

return under full sail when the wind sprang up and force their way

into the harbor. To prevent this, 2 more ships and a frigate were sunk

across the entrance with all they had on board, there being no time to

unload them.



As expected, the fleet came down at 4 o'clock in the afternoon, but

did not try to force an entrance. It quietly took up the same position

between the Morro and Goat Island, which it had occupied the day

before, and this made the Spaniards think that another night attack on

the 3 remaining frigates was impending. After dark the frigates were

removed to a place of safety within the bay.



The night passed without an alarm. The next day the English launches

were busy all day sounding the bay as far as the Boqueron, taking care

to keep out of range of the artillery on shore. Night came on and when

next morning the sun lit up the western world there was not an enemy

visible. Drake had found the island too well prepared and deemed it

prudent to postpone the conquest.



Two days later news came from Arecibo that the English fleet had

passed that port. A messenger sent to San German returned six days

later with the information that the enemy had been there four days

taking in wood and water and had sailed southward on the 9th of

December.



It is said that when Drake afterward learned that his abandonment of

the conquest of Puerto Rico had made him miss the chance of adding

2,000,000 pesos in gold and silver to the Maiden Queen's exchequer, he

pulled his beard with vexation.



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