Early in January 1841, Jackey Jackey was captured by a party of five civilians which included the priest of Bungendore at an inn near
Berrima. While waiting to be transferred, he escaped from the lock-up at Bargo, taking the firearms and ammunition of one of the police. A day or two after his escape he stuck up Mr. Francis McArthur, and took from the carriage a valuable horse. He then proceeded to Gray's Inn, about two miles from Berrima, when he was set upon by Mr. Gray, who was assisted by his wife and daughter, Miss Gray displaying remarkable bravery in the encounter. A carpenter named Waters also joined in the attack, and felled the bushranger by a blow on the head with a shingling hammer, and then captured him. Mr. Gray received the £30 reward which had been offered by the Government for Jackey Jackey's capture, and Waters, who was a convict, received a free pardon. Curran was captured later that year and hanged at Berrima. On 8 April 1841, he appeared at Berrima Circuit Court charged with stealing in a dwelling house and putting in bodily fear; robbing with firearms, and horse stealing. Jackey Jackey was taken to Darlinghurt Jail and sentenced to life imprisonment. Escaping for a short period he succeeded in evading the police and was not heard of again till he called at the toll gate on the Parramatta road, about three miles out of Sydney. He asked the tollkeeper if he had ever heard of Jackey Jackey. "Oh, yes", replied the man, "but he is a long way off; he ain't to coming to Sydney, they would catch him if he did." Westwood then drew his pistol from his waist, and told the scared toll keeper that he was Jackey Jackey, and that he had spent the past three days in Sydney. The incident ended by Jackey Jackey giving the old man a bottle of rum. On 12 July 1841 Westwood was reported to have committed a robbery at
Paddy's River. On Tuesday evening, 13 July 1841, Westwood entered Edward Gray’s Black Horse Inn, near the crossroads ten miles from Berrima. He took charge of the firearms at the inn and had ordered the till to be taken out when he was set upon by the publican Gray and two other men, a ticket-of-leave holder named Francis McCrohan and Joseph Waters, an assigned convict. McCrohan struck 'Jackey Jackey' several blows with a hammer, the second of which felled him. He was then chained to a cart and conveyed to Berrima Gaol, where he was placed in irons. After his re-capture Westwood was sent to
Cockatoo Island,
Port Jackson. While at Cockatoo Island, he and twenty-five other convicts, attempted to escape by swimming to the mainland, but the gang were followed by the police in their boat and all captured. As a result, he was shipped to
Port Arthur on the
Governor Phillip. En route, Jackey Jackey once again tried to escape from the ship's hold and take over the ship on the way to the port. Shortly after arriving at Port Arthur he escaped, but after nine days' starvation on that inhospitable place, he was captured as one of the convicts who had escaped with him, Frank Bailey, had been shot. Twelve months afterwards he again succeeded in making his escape to the mainland, but was again captured and placed in Hobart Town gaol, from where as a last resort, he was sent over to Norfolk Island, "the penal colony of penal colonies". The next year W. T. Champ promoted Jackey Jackey to be on a boat crew of his. After rescuing two men from drowning, Jackey Jackey was removed from Port Arthur to probation at
Glenorchy in May 1845. Temptation got the best of him, though, and Jackey Jackey stole guns and ammunition. Jackey Jackey was tried on 4 September 1845, in the Hobart Supreme Court. He was sentenced to life in prison on
Norfolk Island. ==Norfolk Island==