Warren Hastings had brought peace to India, and the Company had an over supply of surgeons. Wentworth supported himself in London by mastering the art of card playing, and gambling at card tables in several inns and coffee houses, but he found many of those who lost to him would simply refuse to pay. Eventually, Wentworth pursued a number of prominent players who had defaulted on their debts. Chief Magistrate and novelist Henry Fielding described gambling as the School in which most Highwaymen of great Eminence have been bred. Wentworth was arraigned before the Courts four times for highway robbery, but never convicted. On each occasion his defaulter either failed to appear to prosecute him, found himself unable to positively identify D'Arcy Wentworth, or sought only to name and shame him. In March 1787, Fitzwilliam's patronage secured Wentworth a direction from the Home Office, to leave without delay for Portsmouth, where the First Fleet was making ready to sail to Botany Bay. He was to seek out John White, Principal Surgeon, on the Charlotte, who could advise him of any vacancies for assistant surgeons on the Fleet. D'Arcy learnt there, that to become a naval surgeon he would require another accreditation from the Company of Surgeons. He returned to his studies, and on 5 July 1787, he was examined a second time by the Court of Examiners and qualified as an Assistant Surgeon, Second Mate, Third Rate. Arrival in the Colony of New South Wales On 17 January 1790, Wentworth left England on the Second Fleet on board the Neptune, the most notorious of the convict transports. The neglect and ill treatment of her convicts resulted in the deaths of one hundred and forty-seven men and eleven women, over 30% of the convicts she transported. Wentworth was on board as a passenger; he had no influence, no position on the ship and no employment arranged in the Colony. He arrived in Sydney on 26 June 1790, and spent his first five weeks assisting the local surgeons to care for the newly arrived convicts. The Colony was short of food, strict rationing had been in place for three months. Five weeks after the Neptune arrived, to avoid a worsening disaster, Governor Arthur Phillip sent nearly 200 convicts and their superintendents to Norfolk Island on the Surprize, en route to China. Wentworth went with them, "to act as an assistant to the