[1][2] On 10 April 1591 Lancaster started from Torbay in Devon, with George Raymond and Samuel Foxcroft, on his major voyage to the East Indies; this fleet of three ships (Penelope, Marchant Royal and Edward Bonaventure[3]) was the earliest of the English overseas Indian expeditions.
His Indian voyage, like Ralph Fitch's overland explorations and trading, was an important factor in the foundation of the East India Company.
In the same year he led a privateering expedition against Pernambuco and Recife in Brazil, aimed at seizing the cargo of a storm-damaged Portuguese carrack which had put in there on its way back from India.
Unlike the East Indies voyage, this was (according to Hakluyt's account) highly professional in its conduct and very successful; after picking up a chance-met separate squadron under Captain Henry Middleton, he led an assault landing, seized the town and (with the assistance of a flotilla of Dutch traders who also threw in their lot with him) held it for several weeks and embarked the carrack's cargo along with local produce such as Brazil-wood (the source of a valuable red dye used in the woollen textile industry).
Going by the Cape of Good Hope (1 November 1601) Lancaster visited the Nicobars (from 9 April 1602), Aceh and other parts of Sumatra (from 5 June 1602), and Bantam in Java.
The return voyage from 20 February to 11 September 1603 was speedy and prosperous, and Lancaster (whose success both in trade and diplomacy had been brilliant) was rewarded with a knighthood from the newly crowned James I in October 1603.
Most of the voyages of the early Stuart period both to India and in search of the Northwest Passage were undertaken under his sponsorship and direction.