On his approach to the Spanish coast Cumberland's ships seized a number of French
Catholic League and
Flemish vessels with
Newfoundland fish stock to the value of £4,500 which were bound to a rich merchant in
Lisbon. Cumberland sailed on and reached the Azores islands on 1 August and then positioned themselves where they awaited the passage of the galleons from Spanish America. Within a few days Cumberland then decided to attack the group of islands for supplies and any ships that were there. He was assisted by another English ship, the
Barke of Lyme, which was one of Sir
Walter Raleigh's vessels commanded by Captain Marksburie which happened to be in those parts. An attempt on a large heavily armed Portuguese carrack failed which then managed to escape. Another, a Portuguese carrack, however, which had come from
Malacca and
India, was captured when the English sailors boarded her. Overall seven ships were captured and these included the Spanish ships
Nuestra Señora del Loreto,
San Juan,
El Espiritu Sanctu, and the
San Cristobal coming from
Spanish America. From two Portuguese ships Cumberland took cargoes of
elephants teeth,
grain,
coconuts, and
Guinean goat skins.
Faial On 6 September 1589 the English fleet arrived off
Horta harbour in Faial. After gathering booty the fleet sailed to the nearby island of
Graciosa whereby an attack was then made. Throwing rocks from the cliffs, the Portuguese inflicted casualties, disorder, and confusion, eventually causing the English to desist, retreating and leaving behind small boats, muskets, and cutlasses. Cumberland's men left to lick their wounds but not to be disheartened by this failure they then waited off Santa Maria in their ships. Within a few days they sighted an approaching vessel which was set upon and quickly captured – a Portuguese vessel of 110 tons bringing from Brazil 410 chests of sugar and a large quantity of
Brazil wood. Two days later
Victory caught sight of her, overhauled the ship battered her and then boarded her supported by the
Meg. After a short bitter fight the galleon surrendered. The Captain was an Italian who had adventured 25,000 ducats in the expedition. The English explored their loot. Cumberland was surprised by what he saw: the vessel was loaded with hides,
cochineal, and some chests of sugar, also with china dishes, plate, and silver. The remaining vessels now made for the coast of Spain. The fleet started for home, in expectation of being back before Christmas with their rich prizes. ==Cartographic voyage==