Taking with him seven natives of Guanahani, that they might learn Spanish and serve as interpreters, Columbus proceeded to discover the other islands, of which there were above an hundred, all flat, green, and inhabited, of which the Indians told him the names. On Monday the 15th of October, he came to an island, seven leagues from St Salvador or Guanahani, which he named Santa Maria de la Conception110, which stretches near fifty leagues in length between north and south; but the admiral ran along that side of it which is east and west, where the extent is only ten leagues. He anchored on the west side, and went on shore, when vast numbers of the natives flocked about him, shewing the utmost wonder and admiration. Finding this island similar to the former, he thought fit to proceed farther on. A canoe being on board the caravel Ninna, one of the seven Indians brought from St Salvador leaped over, and though pursued by a boat got clear off; and another had made his escape the night before. While here an Indian came off in a canoe to barter cotton, and the admiral ordered a red cap to be put on his head, and to have hawks-bells fastened to his legs and arms, on which he went away well pleased. Next day being Tuesday 16th October, he proceeded westwards to another island, the coast of which trended eighteen leagues N.W. and S.E.; but he did not reach it till next day, on account of calms. On the way, an Indian was met in a canoe, having a piece of their bread, some water in a calabash or gourd, a little of the black earth with which they paint themselves, some dry leaves of a wholesome sweet-scented herb which they prize highly; and, in a little basket, a string of glass beads, and two vinteins111, by which it appeared he came from San Salvador, had passed the Conception, and was going to this third island, which the admiral now named Fernandina, in honour of the king of Spain. The way being long and the Indian tired with rowing, he went on board, and the admiral ordered him to be regaled with bread and honey and some wine; and when he arrived at the island, caused him to be set on shore with some toys. The good report which this man gave, brought the people of the island aboard the ships to barter, as in the other islands. When the boats went ashore for water, the Indians readily shewed where it was to be had, and even helped to fill the casks; yet they seemed to have more understanding than the other islanders, as they bargained harder in exchanging their commodities, and had cotton blankets in their houses. Some of the women also wore short cotton wrappers, like petticoats, from the waist half way down their thighs, while others had a swathe or bandage of cotton cloth, and such as had nothing better, wore leaves of trees; but the young girls were entirely naked. This island appeared to have abundance of water, many meadows and groves, and some pleasant little hills, which the others had not, and an infinite variety of birds flew about in flocks, and sung sweetly; most of these being quite different from the birds of Spain. There were many lakes, near one of which our men saw a creature seven feet long, which he supposed to be an alligator, and admired its size and strange shape. Having thrown stones at this creature, it ran into the water, where they killed it with their spears. Experience taught them afterwards that this animal is excellent meat, and is much esteemed by the Indians of Hispaniola, who call them Yvanes. In this island there were trees which seemed to have been grafted, as they bore leaves of four or five kinds; yet they were quite natural. They saw also fishes of fine colours, but no land animals except large tame snakes, the before-mentioned alligators, and small rabbits, almost like rats, called Unias; they had also some small dogs which did not bark. Continuing the survey of this island to the north-west, they anchored at the mouth of a spacious harbour, having a small island at its mouth; but did not enter, as it was too shallow. In this place was a town of some size, all the rest they had seen in these islands having not above ten or twelve huts like tents, some of them round, and others with penthouse roofs, sloping both ways, and an open porch in front in the Flemish fashion. These were covered with leaves of trees, very neatly laid on, to keep out wind and rain, with vents for the smoke, and the ridges handsomely ornamented. Their only furniture were beds of net tied to two posts, like hammocks. One Indian had a little piece of gold hanging from his nose, with some marks on it resembling characters, which the admiral was anxious to procure, supposing it to have been some species of coin; but it afterwards appeared there was no such thing in all the West Indies.

Nothing being found in Fernandina beyond what had been already seen at St Salvador and the Conception, the admiral proceeded to the next island, which he named Isabella, in honour of the queen of Castile, and took possession of it with the usual formalities. This island and its inhabitants resembled the rest, having the beautiful appearance of the south of Spain in the month of April. They here killed an alligator; and, on going towards a town, the inhabitants fled, carrying sway all their property; but no harm being done, the natives soon came to the ships to barter like the others for toys; and being asked for water, they became so familiar as to bring it on board in gourds. The admiral would not spend time at Isabella, nor at any of the other small islands, which were very numerous, but resolved to go in search of a very large island which the Indians described as being in the south, by them called Cuba, of which they seemed to give a magnificent account, and which he supposed might be Sucipango. He steered his course W.S.W, and made little way on Wednesday and Thursday, by reason of heavy rain, and changed his course at nine next morning to S.E., and after running eight leagues, fell in with eight islands in a north and south direction, which he called Del Arena, or the Sand Isles, because surrounded by shoals. He was told that Cuba was only a day and halfs sail from these islands, which he left on Saturday the 27th October, and standing S.S.W., discovered Cuba before night; yet, as it began to grow late and dark, he lay to all night.

On Sunday the 28th of October, the admiral drew near the coast of Cuba, which appeared much finer than any of the islands he had seen hitherto, there being hills, mountains, plains, and waters, with various sorts of trees; and he gave it the name of Juanna or Joanna, in honour of the princess of Spain. He anchored in a great river, to which he gave the name of San Salvador, for a good omen. The wood appeared very thick, and composed of tall trees, bearing blossoms and fruit quite different from those of Spain, and frequented by numberless birds. Wanting some information, the admiral sent to two houses in sight, but the inhabitants fled away, taking their nets and fishing tackle, and accompanied by a dog that did not bark. He would not allow any thing to be touched, but went on to another great river, which he named De la Luna, or Moon river; and thence to another which he called Mares, or Sea river, the banks of which were thickly peopled, but the inhabitants all fled to the mountains, which were thickly clothed with many kinds of tall trees. The Indians he had brought with him from Guanahani, said that there were gold and pearls to be found here; which last he thought likely, as muscles were seen. These Indians added that the continent was only ten days sail from this island; but, from a notion he had imbibed from the writings of Paul, a physician of Florence, and though he was in the right, it was not the land he imagined112. Believing that the Indians would be afraid if many men were to land, he sent only two Spaniards on shore, along with one of the Guanahani Indians, and one belonging to Cuba who had come on board in a canoe. The Spaniards were Roderick de Xeres, a native of Ayamonte, and Lewis de Torres, who had been a Jew, and spoke Hebrew and Chaldee, and some Arabic. These people were furnished with toys to barter, and were restricted to six days, having proper instructions of what they were to say in the name of their Catholic majesties, and were directed to penetrate into the country, informing themselves of every thing worth notice, and not to do any injury to any of the natives. In the mean time, the admiral refitted the ships, and found all the wood they used for fuel produced a kind of gum like mastic, the leaf and fruit much resembling the lentisc, but the tree was much larger. In this river of Mares, the ships had room to swing, having seven or eight fathoms water at the mouth, and five within. There were two small hills on the west side of the river, and a pleasant flat cape running out to the W.N.W. This was afterwards the port of Barocoa, which the adelantado Velasquez called Assumption.