Scarcely was the building of the new port and town fairly undertaken when the Adelantado became involved in what seems to have been a most needless and disastrous undertaking. No one of the early authorities gives any justifiable reason for the enterprise. The brief statement of Herrera has the advantage of clearness, and is perhaps as trustworthy as any other. His language is: “The work having begun, Don Bartholomew resolved to view the kingdom of Behechio, called Xaragua, of whose state and government and of whose sister Anacaona he had heard so much talk.” That this intimation concerning Anacaona is not altogether gratuitous may be inferred from numerous statements in the original authorities. Fernando Columbus, in explaining why his uncle wished to establish himself in Xaragua, gives several reasons touching climate, soil, etc., and then adds: “But above all, because the women were the handsomest and of the most pleasing conversation of any.” It is a deplorable fact, but one that can hardly be ignored, that the motives here ascribed to Don Bartholomew were a constant element, not only of distrust and hatred in all the relations of the Spaniards with the natives, but also a constant element of danger and depletion.[1]

[1] Fernando Columbus, in describing the condition of the colony on the return of the Admiral, says, “Perciocchè gran parte della gente, da lui lasciatavi, era già morta, e degli altri ve n’ erano piu di cento sessanta ammalati di mal Francese” (Vita di Christoforo Colombo, descritta da Ferdinando, suo figlio, Londra, 1867, cap. lxxiii. p. 239).

The expedition into Xaragua—a province situated in the western portion of the island—was fraught with many new complications. The cacique Behechio at first seemed disposed to offer a spirited and warlike resistance. But on receiving the assurance that the mission was a friendly one, for the purpose of paying respect to himself and his sister, he adopted the policy of welcoming the Adelantado in the most friendly manner. Don Bartholomew, with his soldiers, was thus admitted to the very heart of the kingdom. It was now easy for him to complete his errand by imposing tribute. Behechio answered that tribute would be impossible, as there was no gold within his kingdom; whereupon the lieutenant declared that he would be content to receive tribute in the products of the territory. On these conditions and in this manner it was that the suzerainty of the Spaniards was established over the western portion of the island.

On returning to Isabella, Don Bartholomew had found a deplorable state of affairs. During his absence more than three hundred of the colonists had died of various diseases. Among the living, moreover, discontents were universal. He distributed the sick among the various forts and friendly Indian villages in the vicinity, and then set out for San Domingo, collecting tribute by the way. In all these energetic proceedings he constantly augmented the accumulations of ill-will, not only on the part of the Spaniards, but also on that of the natives. The islanders needed only an occasion and a leader to ignite them into a general conflagration; and neither was long wanting. The authorities do not quite agree as to the exact time when the outburst took place; but the matter of a precise date is not important. Of the fact itself there seems no room for doubt.

There was everywhere complaint on the part of the natives of the tribute imposed upon them; and nothing but the hopelessness of the situation had prevented them so long from a general attempt to throw off their hateful yoke. On the occasion of this last tribute several of the minor chiefs complained to the cacique Guarionex, and urged a general rising of the Indians. This cacique was greatly respected for his intelligence, as well as for his prudence and his courage. Though well aware of the power of the Spaniards, he finally consented to put himself at the head of a general revolt. A battle ensued, in which the Spaniards, as usual, were successful, taking Guarionex and many other important persons captive. The Adelantado ordered the movers in the insurrection to be put to death; but he thought it politic and prudent to deliver Guarionex up to his people.

Having thus settled the revolt in the centre of the island, and hearing that the tribute of Behechio was ready for him, Don Bartholomew left the region between Isabella and San Domingo in the control of his brother Diego, and took his departure for the west to visit Xaragua. But the occasion of his going was the signal for further revolt. Now, however, he had to confront an insurrection, not of the Indians, but of the Spaniards themselves.

Before the Admiral had left Hispaniola for Spain in 1496, he appointed Francis Roldan chief justice of the island. This officer was endowed with an arrogant and turbulent temper, and it soon became apparent that there were abundant causes of friction between him and the Adelantado. Disagreement between the executive and judicial authorities is always more or less liable to occur in primitive governments; and although the chief authority must have been in the hands of the governor, it is probable that their functions were never very clearly defined. Roldan early began to show signs of a restive spirit, which waxed stronger and stronger until it broke forth into open defiance. By a watchful seizing of opportunities for encouraging the complaints of the people, and by ingeniously declaring how the methods of rule ought to be modified, he had no difficulty in attaching to him a formidable party. The absence of Don Bartholomew and the weakness of Don Diego now afforded him an opportunity. Fernando Columbus gives details of Roldan’s plan to assassinate the Adelantado and then make himself master of the island. He was to await the return of Don Bartholomew to Isabella, and then, having put him to death, was to proclaim himself chief ruler of the island. The Adelantado, however, received tidings of the insurrection before reaching Isabella, and so put himself on his guard. But no effort to bring Roldan to terms was successful. The leader of the rebellion had secured a numerous following, both of natives and of Spaniards; and the consequence was that for months the island was kept in such turbulence that no progress could be made either in working the mines or in building the new city.

The two vessels which the Admiral sent out with provisions arrived in the spring of 1498. The same ships brought the royal commission confirming the appointment of Don Bartholomew as Adelantado, or Lord Lieutenant, of the islands, and conveying the further information that the Admiral himself, with a fleet of six ships, was soon to embark for the same destination. The commission was duly proclaimed, and on the strength of this confirmation of authority and the prospect of the speedy arrival of the Admiral, a new effort was made to bring Roldan to terms. But even this attempt was not successful. After ravaging considerable portions of the centre of the island, Roldan entered with his followers into the luxuriant regions of Xaragua, there to await coming events. Though Roldan was not subdued, it is probable that the arrival of reinforcements saved the government of Don Bartholomew from complete destruction.

In midsummer the three ships despatched by Columbus from the Canaries with provisions arrived off the south coast of the island. Ignorant of the situation of San Domingo, and carried by strong winds and currents in a westerly direction, they made their landing, as if adverse fates were in control, in the very territory held by Roldan. As if to give added significance to this misfortune, the captains decided that the labouring-men should go ashore, and make their way on foot to San Domingo. The result was that, according to Herrera, Roldan “easily persuaded them to stay with him, telling them at the same time how they would live with him, which was only going about from one town to another, taking the gold and what else they saw fit.”

Such was the condition of affairs when Christopher Columbus arrived on the 22d of August, 1498. It was not until some days later that the three caravels with supplies, after returning from Xaragua, reached the same port. In one of his letters, written a year later, Columbus says: “I found nearly half the colonists of Hispaniola in a state of revolt.”