Excerpt from Naval Actions, Vol. 11: And Operations Against Cuba and Porto Rico, 1593-1815
Puerto Rico, - countries now under the American flag and sovereignty, 1 but to recount the principal operations in times past against San Juan de Puerto Rico, Santiago de Cuba, and the city and port of Havana. It happens that these Operations have been under the English flag, and carried on in the several wars between England and Spain during parts of the sixteenth, seventeenth, and eighteenth centuries. In at least two of the expeditions, - that against Santiago in 1741, and the one against Havana in 1762, there were also contingents from some of the English North American colonies now within the area of the United States. The first expedition, in point of time, was that against the capital of Puerto Rico, San Juan, in 1595.
On the 28th of August of that year, a fleet of twenty seven vessels, under the joint command of Sir Francis Drake and Sir John Hawkins, left Plymouth, England, for the West Indies and Central America. With the expedi tion were land forces numbering under the com mand of colonel-general Sir Thomas Baskerville.
In the early days of the formation of the expedition, its objective point was the Isthmus of Panama; but shortly before the time of sailing the commanders learned that a Spanish treasure-ship, in a crippled condition, had put in for shelter to San Juan, and there, dismantled and disarmed, remained with two millions and a half of treas ure in her hold from the rich mines of Mexico. Queen Elizabeth, who was interested financially in the expedition, ordered, that, if possible, the treasure-ship with her cargo should be captured.
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