Foreign Expedition
In 1589, two years after being appointed to his fellowship, Wright was requested by Elizabeth I to carry out navigational studies with a raiding expedition organised by the Earl of Cumberland to the Azores to capture Spanish galleons. The Queen effectively ordered Caius to grant him leave of absence for this purpose, although the College expressed this more diplomatically by granting him a sabbatical "by Royal mandate". Wright participated in the confiscation of "lawful" prizes from the French, Portuguese and Spanish – Derek Ingram, a life fellow of Caius, has called him "the only Fellow of Caius ever to be granted sabbatical leave in order to engage in piracy". Wright sailed with Cumberland in the Victory from Plymouth on 8 June 1589; they returned to Falmouth on 27 December of the same year. An account of the expedition is appended to Wright's work Certaine Errors of Navigation (1599), and while it refers to Wright in the third person it is believed to have been written by him.
In Wright's account of the Azores expedition, he listed as one of the expedition's members a "Captaine Edwarde Carelesse, alias Wright, who in S. Frauncis Drakes West-Indian voiage was Captaine of the Hope". In another work, The Haven-finding Art (1599) (see below), Wright stated that "the time of my first employment at sea" was "now more than tenne yeares since". The Oxford Dictionary of National Biography asserts that during the expedition Wright called himself "Captain Edward Carelesse", and that he was also the captain of the Hope in Sir Francis Drake's voyage of 1585–1586 to the West Indies, which evacuated Sir Walter Raleigh's Colony of Virginia. One of the colonists was the mathematician Thomas Harriot, and if the Dictionary is correct it is probable that on the return journey to England Wright and Harriot became acquainted and discussed navigational mathematics. However, in a 1939 article, E.J.S. Parsons and W.F. Morris note that in Capt. Walter Bigges and Lt. Crofts' book A Summarie and True Discourse of Sir Frances Drakes West Indian Voyage (1589), Edward Careless was referred to as the commander of the Hope, but Wright was not mentioned. Further, while Wright spoke several times of his participation in the Azores expedition, he never alluded to any other voyage. Although the reference to his "first employment" in The Haven-finding Art suggests an earlier venture, there is no evidence that he went to the West Indies. Gonville and Caius College holds no records showing that Wright was granted leave before 1589. There is nothing to suggest that Wright ever went to sea again after his expedition with the Earl of Cumberland.
Wright resumed his Cambridge fellowship upon returning from the Azores in 1589, but it appears that he soon moved to London for he was there with Christopher Heydon making observations of the sun between 1594 and 1597, and on 8 August 1595 Wright married Ursula Warren (died 1625) at the parish church of St. Michael, Cornhill, in the City of London. They had a son, Samuel (1596–1616), who was himself admitted as a sizar at Caius on 7 July 1612. The St. Michael parish register also contains references to other children of Wright, all of whom died before 1617. Wright resigned his fellowship in 1596.
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