Pleased at the report of his captains, Sir Walter displayed great energy in making ready a fleet of seven ships, which sailed from Plymouth April 9, 1585. They carried nearly two hundred settlers, and the three foremost men on board were Sir Richard Grenville, the commander of the fleet; Thomas Cavendish, the future circumnavigator of the globe; and Captain Ralph Lane, the designated governor of the new colony. The fleet went the usual way by the West Indies, and June 20 "fell in with the maine of Florida," and June 26 cast anchor at Wokokon.

After a month the fleet moved out again to sea, and passing by Cape Hatteras entered a channel now called New Inlet. August 17, the colony was landed on Roanoke Island, and eight days later Grenville weighed anchor for England. On the way back Grenville met a Spanish ship "richly loaden," and captured her, "boording her with a boate made with boards of chests, which fell asunder, and sunke at the ships side, as soone as euer he and his men were out of it." October 18, 1585, he arrived with his prize at Plymouth, in England, where he was received with great honor and rejoicing.[9 ]

The American loves to connect the beginnings of his country with a hero like Grenville. He was one of the English admirals who helped to defeat the Spanish Armada, and nothing in naval warfare is more memorable than his death. In an expedition led by Lord Charles Howard in 1591 against the Spanish plate-fleet, Grenville was vice-admiral, and he opposed his ship single-handed against five great Spanish galleons, supported at intervals by ten others, and he fought them during nearly fifteen hours. Then Grenville's vessel was so battered that it resembled rather a skeleton than a ship, and of the crew few were to be seen but the dead and dying. Grenville himself was captured mortally wounded, and died uttering these words, "Here die I, Richard Grenville, with a joyful and quiet mind, for that I have ended my life, as a true soldier ought to do, fighting for his country, queen, religion, and honor."[10 ]

Of the settlers at Roanoke during the winter after their landing nothing is recorded, but the prospect in the spring was gloomy. Lane made extensive explorations for gold-mines and for the South Sea, and found neither. The natives laid a plot to massacre the settlers, but Lane's soldierly precaution saved the colonists. Grenville was expected to return with supplies by Easter, but Easter passed and there was no news. In order to get subsistence, Lane divided his men into three parties, of which one remained at Roanoke Island and the other two were sent respectively to Hatteras and to Croatoan, an island just north of Wokokon.

Not long after Sir Francis Drake, returning from sacking San Domingo, Cartagena, and St. Augustine, appeared in sight with a superb fleet of twenty-three sail. He succored the imperilled colonists with supplies, and offered to take them back to England. Lane and the chief men, disheartened at the prospects, abandoned the island, and July 28, 1586, the colonists arrived at Plymouth in Drake's ships, having lost but four men during the whole year of their stay.[11 ]

A day or two after the departure of the colonists a ship sent by Raleigh arrived, and about fourteen or fifteen days later came three ships under Sir Richard Grenville, Raleigh's admiral. Grenville spent some time beating up and down Pamlico Sound, hunting for the colony, and finally returned to England, leaving fifteen men behind at Roanoke to retain possession.[12 ] This was the second settlement.

The colonists who returned in Drake's ships brought back to Raleigh two vegetable products which he speedily popularized. One was the potato,[13 ] which Raleigh planted on his estate in Ireland, and the other was tobacco, called by the natives "uppowoc," which he taught the courtiers to smoke.

Most of the settlers who went with Lane were mere gold-hunters, but there were two who would have been valuable to any society—the mathematician Thomas Hariot, who surveyed the country and wrote an account of the settlement; and John White, who made more than seventy beautiful water-colors representing the dress of the Indians and their manner of living. When the engraver De Bry came to England in 1587 he made the acquaintance of Hakluyt, who introduced him to John White, and the result was that De Bry was induced to turn Hariot's account of Virginia into the first part of his celebrated Peregrinations, illustrating it from the surveys of Hariot and the paintings of John White.[14 ]

If Raleigh was disappointed with his first attempt at colonization he was encouraged by the good report of Virginia given by Lane and Hariot, and in less than another year he had a third fleet ready to sail. He meant to make this expedition more of a colony than Lane's settlement at Roanoke, and selected as governor the painter John White, who could appreciate the natural productions of the country. And among the one hundred and fifty settlers who sailed from Plymouth May 8, 1587, were some twenty-five women and children.

The instructions of Raleigh required them to proceed to Chesapeake Bay, of which the Indians had given Lane an account on his previous voyage, only stopping at Roanoke for the fifteen men that Grenville had left there; but when they reached Roanoke Simon Ferdinando, the pilot, refused to carry them any farther, and White established his colony at the old seating-place. None of Grenville's men could be found, and it was afterwards learned that they had been suddenly attacked by the Indians, who killed one man and so frightened the rest as to cause them to take to sea in a row-boat, which was never heard of again.