From the latter part of February until the beginning of May no word of his doings came to Havana; anxiety meanwhile prevailing and preparations for his anticipated arrival being unabated. At last word came, most ominous. A vessel from Spain, a heavily armed frigate, had been searching for Drake. It had tracked him from Santo Domingo to Carthagena, and had found him in full possession of the latter place. There apparently, after two months' occupancy, he was preparing for some fresh adventure. This information convinced the Cuban authorities that the great struggle was at hand, and that the approach of the enemy would be from the westward by way of Cape San Antonio. After despoiling Carthagena Drake's logical course would be to raid Havana, and preparations for defense were therefore redoubled. Nor were these anticipations soon to be dispelled. A few weeks later, on May 27th, a courier arrived from Cape San Antonio, the western extremity of the Island, with the news that five days before a powerful British armada, doubtless Drake's, had touched at that point for fresh water and other supplies. It was no mere raiding flotilla of privateers, such as those with which the French had long been troubling the Cuban coasts, but it was a fleet of thirty-sail, probably with two or three thousand soldiers aboard, and with artillery far superior both in number and range to all the defenses of Havana. The courier could not tell what the intentions of the fleet were or what was its destination. Possibly it was simply seeking to anticipate and capture the treasure ships of Spain coming from Mexico or from Darien with the silver, gold and gems of Peru and Golden Castile. More probably it was planning the conquest of Havana, as Santo Domingo and Carthagena had been conquered. This latter supposition seemed to be confirmed two days later, when another messenger arrived from the west, telling that it was indeed Drake's fleet and that it had sailed from Cape San Antonio eastward toward Havana.
In a minor measure Havana and all Cuba now anticipated the feelings which England had two years later upon the approach of the Invincible Armada. Every man was summoned to his appointed place in the scheme of defense and insistent vigilance was maintained night and day. For this there was full need. Within an hour of the arrival of this second messenger from the west a Spanish ship from Mexico came flying into the port of Havana with half a dozen English ships in hot pursuit. She passed Punta and gained safety before they came up, the big chain being slackened to let her pass within and then tightened again to shut out her pursuers. They did not, however, attempt to enter the harbor. One came so near as to draw a few shots from the guns of the Morro Fort and then withdrew without returning fire. But an hour later eight more English sails appeared, making fourteen in all.
Evidently the crisis was at hand. Every available man in Havana was in his place. Every available cannon was double-shotted and trained upon the spot at which the English vessels would first come within range. There was, however, no panic, no confusion. All men were resolute, confident and in high spirits. All night long sentinels watched the English fleet expecting to see it send boat loads of men ashore; ready to signal the news with beacon fires and torches. But all night long the English fleet lay dark and silent in the offing.
The morning of May 30 dawned. It was clear and bright, the sea was smooth, the wind just sufficient to fill the sails. There could be no fitter day for a landing or for an approach to the harbor to bombard the forts and city. The sentinels on Morro counted all thirty of Drake's vessels, drawn up in line. Now and then one swept out in pursuit of some incautious or uninformed coasting vessel, but did not go far. The whole fleet maintained order as if in preparation for some great concerted operation.
Hours passed and nothing was done. At mid-afternoon some boats were sent toward the shore near Chorrera, and the watchers on Morro signaled to La Fuerza that a landing was being made; only a little later to recall the tidings as those of a false alarm. Night came on, and again under cover of darkness it was imagined that Drake's men were seen approaching Chorrera. Every man in Havana remained awake with arms in hand, but the night waned and daylight showed the fleet still motionless and the shore at Chorrera still untouched. Thus for three days and nights the tension was maintained. The thirty English vessels lay off Havana, firing not a shot, sending not a man ashore, and making no sign of their commander's purpose.
Then the suspense was ended, to the relief of many but to the disappointment of some. On June 4th the English fleet spread all its canvas and sailed away, heading north and east, and vanished forever from the sight of the watchers at Havana. Not the Cuban capital but the chief city of Florida was to be its prey, and presently word came back that Drake had attacked and captured the town and fortress of St. Augustine, which Menendez had built and in the building of which he had drawn so sorely upon the scanty resources of Cuba. Quiñones regretted that Havana had not been attacked, confident that the result would have been disastrous to the assailants. He took, however, all possible precautions against a surprise by a possible return of the English fleet. The coast patrols to Matanzas and beyond were maintained and vessels were sent out as scouts to follow in Drake's track and watch for his turning.
But no more was seen of Drake or heard of him until the end of June. Then word came of his destruction of St. Augustine and of his departure thence to the northward, on some unknown errand. It was supposed that he had gone straight home. In fact, he went first to Virginia to visit the English colony at Roanoke and to take back to England its few discouraged survivors. Thus relieved from fear of invasion Havana rejoiced and gave a most practical turn to its thanksgiving by sending a vessel or two richly laden with supplies to the relief of the hapless people of St. Augustine, many of whom had been former residents of Cuba.
Meantime some explanation, as we have already seen, came to Havana of the reason for Drake's failure to take that place. Several Spaniards whom Drake had captured at Carthagena, had contrived to make their escape from him when he touched at Cape San Antonio, and after much wandering found their way to Havana. They reported that on the way from Carthagena to Cuba the English fleet had been sorely afflicted with disease including scurvy and possibly also yellow fever, so that many persons died and many more were incapacitated. Moreover his vessels were crowded with captives and with plunder. In these circumstances he was obviously in no condition to attack so strong a place as Havana, and in a conference with his captains he practically decided to pass by that place and to seek cooler northern latitudes where his sick men might more speedily recover.
Havana's deliverance was Santiago's disaster. The preparations for the defense of the former city had drawn thither the fighting strength of the entire Island. Men, munitions, even artillery, had been stripped from all other places for Havana's sake. Even after the departure of Drake, and after it was known that he had at least for the time abandoned his designs against Havana, the forces were still retained at the capital. This, of course, was known to the foes of Cuba and of Spain, as well as to Havana itself, and there were those who were not slow to take advantage of it. French privateers were still hostile and were raiding Spanish ports wherever opportunity afforded, and the stripping of Santiago for Havana's defense gave such opportunity.
So at the very time when Havana learned that Drake had taken Carthagena and was on his way to the Cuban capital, two French vessels appeared off Santiago with hostile intent. A demand was made for food, which the town authorities refused. Probably the demand was a mere pretext. At any rate the refusal of it was the signal for immediate attack. From noon to night of May 2nd the battle raged, the Spaniards, only a handful of men, displaying invincible valor in circumstances of desperate difficulty. The leader of the defense was a parish priest who was badly wounded by one of his own men. One other Spaniard was killed by the explosion of a wretched little cannon which had been pressed into service, all good guns having been taken to Havana. But these were the only Spanish losses. On the other hand, one of the French ships, going aground, was almost destroyed by the Spanish fire before her consort could pull her off. And the two riddled with shot were at last glad to make their escape in flight, throwing overboard as they sailed away more than a score of bodies of men killed by the Spanish musketeers. It was too much to hope, however, that this repulse of the French would prove final. It would almost certainly be followed with a stronger attack for vengeance, and Santiago made what scanty preparations it could to meet the coming storm.