Note (return) — Chapter I

The last of the great privateering voyages for which Drake had set the example was the armament which Lord George Clifford, Earl of Cumberland, sent against Porto Rico in 1598. The ill-starred expeditions of Raleigh to Guiana in 1595 and again in 1617 belong rather to the history of exploration and colonization. Clifford, "courtier, gambler and buccaneer," having run through a great part of his very considerable fortune, had seized the opportunity offered him by the plunder of the Spanish colonies to re-coup himself; and during a period of twelve years, from 1586 to 1598, almost every year fitted out, and often himself commanded, an expedition against the Spaniards. In his last and most ambitious effort, in 1598, he equipped twenty vessels entirely at his own cost, sailed from Plymouth in March, and on 6th June laid siege to the city of San Juan, which he proposed to clear of Spaniards and establish as an English stronghold. Although the place was captured, the expedition proved a fiasco. A violent sickness broke out among the troops, and as Clifford had already sailed away with some of the ships to Flores to lie in wait for the treasure fleet, Sir Thomas Berkeley, who was left in command in Porto Rico, abandoned the island and returned to rejoin the Earl.50