Montalvo was the first to urge that Cuba be protected not alone with land fortifications and batteries but also by naval vessels. Particularly he wished for a powerful war-galley, which the king did not provide him. In 1576 French raiders attacked Santiago, and were with difficulty repulsed; upon which Montalvo sarcastically reported that if another such attack occurred he would himself be relieved of the necessity of fortifying the harbor and city of Santiago, for the place would cease to exist. A little later a daring French raid was made upon Spanish shipping just outside the harbor of Havana. This greatly incensed Montalvo, and caused him to renew his pleadings for a galley. He urged that the whole Cuban coast should be patrolled by light, swift vessels, preferably frigates, and that strong galleys should be stationed at the chief ports. He would have had the frigates, at any rate, built in Cuba and at least partly paid for by that island; but the Havana municipal council protested against this, demanding that Cuba be entirely exempted from the costs of defending her from enemies. The result was that in the lack of means of defence Cuba suffered more and more from the ravages of privateers and freebooters, which became more frequent as the island increased in population and wealth and thus became better worth raiding.
The third unfavorable feature of the time was the haggling over La Fuerza. Begun by De Soto, and later almost entirely rebuilt, that famous fortress seemed to be under some malign spell which made it a source of injury rather than of benefit to Havana. Year after year passed, appropriation after appropriation was made and expended, and still it remained unfinished. Man after man undertook the task of completing it, only to fail and lose his personal reputation either for efficiency or for honesty. Moreover, as the work proceeded grave faults were developed, both in plan and in construction. The fort, which at first had been denounced as needlessly large, was seen to be entirely too small to shelter a garrison sufficient for the defence of Havana. The original design had been to make it a shelter to which all the people of the town could flee in case of attack, and it might have served this purpose at a time when the people of Havana were numbered by scores, or at most by a hundred or two. But with the figures extending into thousands it became evident that La Fuerza was entirely inadequate to any such purpose. Indeed, it was realized that that design was ill-conceived, for if the place was to grow into a considerable city it would be impracticable and undesirable to make any fortification large enough to hold all the population.