After recruiting his flotilla at Azua, Columbus put in at Jaquimo and refitted his four vessels, and on July 14, 1502, he steered for Jamaica. For nine weeks the ships wandered painfully among the keys and shoals he had named the Garden of the Queen, and only an opportune easterly wind prevented the crews from open mutiny. The first land sighted was the Islet of Guanaja, about forty miles to the east of the coast of Honduras. Here he got news from an old Indian of a rich and vast country lying to the eastward, which he at once concluded must be the long-sought-for empire of the Grand Khan. Steering along the coast of Honduras great hardships were endured, but nothing approaching his ideal was discovered. On September 13th Cape Gracias-á-Dios was sighted. The men had become clamorous and insubordinate; not until December 5th, however, would he tack about and retrace his course. It now became his intention to plant a colony on the River Veragua, which was afterward to give his descendants a title of nobility; but he had hardly put about when he was caught in a storm which lasted eight days, wrenched and strained his crazy, worm-eaten ships severely, and finally, on the Epiphany, blew him into an embouchure, which he named Bethlehem. Gold was very plentiful in this place, and here he determined to found his settlement. By the end of March, 1503, a number of huts had been run up, and in these the adelantado, with eighty men, was to remain, while Columbus returned to Spain for men and supplies. Quarrels, however, arose with the natives, the adelantado made an attempt to seize on the person of the cacique and failed, and before Columbus could leave the coast he had to abandon a caravel to take the settlers on board, and to relinquish the enterprise. Steering eastward he left a second caravel at Porto Bello, and on May 31st he bore northward for Cuba, where he obtained supplies from the natives. From Cuba he bore up for Jamaica, and there, in the harbor of Santa Gloria, now St. Anne's Bay, he ran his ships aground in a small inlet called Don Christopher's Cove.

The expedition was received with the greatest kindness by the natives, and here Columbus remained upward of a year awaiting the return of his lieutenant Diego Mendez, whom he had dispatched to Ovando for assistance. During his critical sojourn here the Admiral suffered much from disease and from the lawlessness of his followers, whose misconduct had alienated the natives, and provoked them to withhold their accustomed supplies, until he dexterously worked upon their superstitions by prognosticating an eclipse. Two vessels having at last arrived for their relief from Mendez and Ovando, Columbus set sail for Spain, after a tempestuous voyage landing once more at Seville on September 7, 1504.

As he was too ill to go to court, his son Diego was sent thither in his place, to look after his interests and transact his business. Letter after letter followed the young man from Seville, one by the hands of Amerigo Vespucci. A license to ride on mule-back was granted him on February 23, 1505;[11] and in the following May he was removed to the court at Segovia, and thence again to Valladolid. On the landing of Philip and Juan at Coruña (April 25, 1506), although "much oppressed with the gout and troubled to see himself put by his rights," he is known to have sent the adelantado to pay them his duty and to assure them that he was yet able to do them extraordinary service. The last documentary note of him is contained in a codicil to the will of 1498, made at Valladolid on May 19, 1506; the principal portion is said, however, to have been signed at Segovia on August 25, 1506. By this the old will is confirmed; the mayorazgo is bequeathed to his son Diego and his heirs male; failing these to Hernando, his second son, and failing these to the heirs male of Bartholomew. Only in the event of the extinction of the male line, direct or collateral, is it to descend to the females of the family; and those into whose hands it may fall are never to diminish it, but always to increase and ennoble it by all means possible. The head of the house is to sign himself "The Admiral." A tenth of the annual income is to be set aside yearly for distribution among the poor relations of the house. A chapel is founded and endowed for the saying of masses. Beatrix Enriquez is left to the care of the young Admiral in most grateful terms. Among other legacies is one of "half a mark of silver to a Jew who used to live at the gate of the Jewry in Lisbon." The codicil was written and signed with the Admiral's own hand. Next day (May 20, 1506) he died.

The body of Columbus was buried in the parish church of Santa Maria de la Antigua in Valladolid. It was transferred in 1513 to the Cartuja de las Cuevas, near Seville, where on the monument was inscribed that laconic but pregnant tribute:

Á Castilla y a Leon,
Nuevo mundo dió Colon.
(To Castille and Leon, Columbus gave a new world.)

Here the bones of Diego, the second Admiral, were also laid. Exhumed in 1536, the bodies of both father and son were taken over sea to Española (San Domingo), and interred in the cathedral. In 1795-96, on the cession of that island to the French, the august relics were re-exhumed, and were transferred with great state and solemnity to the cathedral of Havana, where, it is claimed, they yet remain. The male issue of the Admiral became extinct with the third generation, and the estates and titles passed by marriage to a scion of the house of Braganca.

"In person, Columbus was tall and shapely, long-faced and aquiline, white-eyed and auburn-haired, and beautifully complexioned. At thirty his hair was quite gray. He was temperate in eating and drinking and in dress, and so strict in religious matters, that for fasting and saying all the divine office he might be thought possessed in some religious order." His piety, as his son has noted, was earnest and unwavering; it entered into and colored alike his action and his speech; he tries his pen in a Latin distich of prayer; his signature is a mystical pietistic device.[12] He was pre-eminently fitted for the task he created for himself. Through deceit and opprobrium and disdain he pushed on toward the consummation of his desire; and when the hour for action came, the man was not found wanting.

Within the last seven years research and discovery have thrown some doubt upon two very important particulars regarding Columbus. One of these is the identity of the island which was his first discovery in the New World; the other, the final resting-place of his remains.

There is no doubt whatever that Columbus died in Valladolid, and that his remains were interred in the church of the Carthusian Monastery at Seville, nor that, some time between the years 1537 and 1540, in accordance with a request made in his will, they were removed to the Island of Española (Santo Domingo). In 1795, when Spain ceded to France her portion of the island, Spanish officials obtained permission to remove to the cathedral at Havana the ashes of the discoverer of America. There seems to be a question whether the remains which were then removed were those of Columbus or his son Don Diego.

In 1877, during the progress of certain work in the cathedral at Santo Domingo, a crypt was disclosed on one side of the altar, and within it was found a metallic coffin which contained human remains. The coffin bore the following inscription: "The Admiral Don Luis Colon, Duke of Veragua, Marquis of Jamaica," referring, undoubtedly, to the grandson of Columbus. The archbishop Señor Roque Cocchia then took up the search, and upon the other side of the altar were found two crypts, one empty, from which had been taken the remains sent to Havana, and the other containing a metallic case. The case bore the inscription: "D. de la A Per Ate," which was interpreted to mean: "Descubridor de la America, Primer Almirante" (Discoverer of America, the First Admiral). The box was then opened, and on the inside of the cover were the words: "Illtre y Esdo Varon, Dn Cristoval Colon"—Illustrissime y Esclarecido Varon Don Cristoval Colon (Illustrious and renowned man, Don Christopher Columbus). On the two ends and on the front were the letters, "C.C.A."—Cristoval Colon, Almirante (Christopher Columbus, Admiral). The box contained bones and bone-dust, a small bit of the skull, a leaden ball, and a silver plate two inches long. On one side of the plate was inscribed: