The Catalpa rescue was the escape, on 17–19 April 1876, of six Irish Fenian prisoners from the Convict Establishment (now Fremantle Prison), a British penal colony in Western Australia. They were taken on the convict ship Hougoumont to Fremantle, Western Australia, arriving 9 January 1868. In 1869, pardons had been issued to many of the imprisoned Fenians. Another round of pardons was issued in 1871, after which only a small group of "military" Fenians remained in Western Australia's penal system.
In 1874, prisoner James Wilson secretly sent a letter to New York City journalist John Devoy, who worked to organize a rescue. Using donations collected by Devoy from Irish-Americans, Fremantle escapee John Boyle O'Reilly, then living in Boston, purchased a merchant ship, Catalpa, and sailed her to international waters off Rockingham, Western Australia. On 17 April 1876 at 8:30 am, Wilson and five other Fenians working outside the prison walls, Thomas Darragh, Martin Hogan, Michael Harrington, Thomas Hassett, and Robert Cranston, boarded a whaleboat O'Reilly had dispatched, were taken aboard Catalpa, and escaped to New York.
Between 1865 and 1867, the Dublin Castle administration arrested supporters of the Irish Republican Brotherhood, a secret society dedicated to Irish independence, and transported 62 of them to the British penal colony of Western Australia. They were convicted of crimes ranging from treason-felony to outright rebellion. Sixteen were soldiers who were court-martialled for failing to report or stop the treason and mutinous acts of the others. Among them was John Boyle O'Reilly, later to become the editor of the Boston newspaper The Pilot. They were sent on the convict ship Hougoumont, arriving at Fremantle on 9 January 1868, at the Convict Establishment (now Fremantle Prison).
In 1869, O'Reilly escaped on the whaling ship Gazelle in Bunbury with assistance of the local Catholic priest, Father Patrick McCabe, and settled in Boston. Soon after his arrival, O'Reilly found work with The Pilot newspaper and eventually became editor. In 1871, another Fenian, John Devoy, was granted amnesty in England on condition that he settle outside Ireland. He sailed to New York City and became a newspaperman for the New York Herald. He joined the Clan na Gael, an organization that supported armed insurrection in Ireland.
In 1869, pardons had been issued to many of the imprisoned Fenians. Another round of pardons were issued in 1871, after which only a small group of "military" Fenians remained in Western Australia's penal system. In 1874, Devoy received a smuggled letter from imprisoned Fenian James Wilson, who was among those the British had not released.
Dear Friend, remember this is a voice from the tomb. For is not this a living tomb? In the tomb it is only a man's body that is good for worms, but in the living tomb the canker worm of care enters the very soul. Think that we have been nearly nine years in this living tomb since our first arrest and that it is impossible for mind or body to withstand the continual strain that is upon them. One or the other must give way. It is in this sad strait that I now, in the name of my comrades and myself, ask you to aid us in the manner pointed out... We ask you to aid us with your tongue and pen, with your brain and intellect, with your ability and influence, and God will bless your efforts, and we will repay you with all the gratitude of our natures... our faith in you is unbound. We think if you forsake us, then we are friendless indeed. —James Wilson
Devoy discussed the matter with O'Reilly and Thomas McCarthy Fennell, and Fennell suggested that a ship be purchased, laden with a legitimate cargo, and sailed to Western Australia, where it would not be expected to arouse suspicion. The Fenian prisoners would then be rescued by stealth rather than force of arms. Devoy approached the 1874 convention of the Clan na Gael and got the Clan to agree to fund a rescue of the men. He then approached whaling agent John T. Richardson, who told them to contact his son-in-law, whaling captain George Smith Anthony, who agreed to help.
In 1875, the Clan's committee purchased (in the name of their member James Reynolds) three-masted merchant bark Catalpa for $5,500 ($161,250 in 2025 dollars). She measured 202.05 tons and was 90 feet long, 25 feet in breadth and 12.2 feet deep. She had earlier been a whaleship, sailing out of New Bedford, but had been converted to merchant service with an open hold. Under Captain Anthony's direction, Catalpa was carefully restored to the fitting and rigging of a whaleship "ostensibly for a voyage of eighteen months or two years in the North and South Atlantic". Anthony's recruited crew of twenty-three included a highly qualified first mate, Samuel P. Smith, and a representative of the conspirators, Dennis Duggan, who shipped as a carpenter. The remainder were mostly Kanakas, Malays and Africans, some with invented names.
On 29 April 1875, Catalpa sailed from New Bedford, Massachusetts. At first, most of the crew was unaware of their real mission. Anthony noticed too late that the ship's marine chronometer was broken, so he had to rely on his personal skills for navigation. They hunted whales in the Atlantic for five months before sailing to Fayal Island in the Azores, where they offloaded 210 barrels of sperm whale oil in late October. Unfortunately, much of the crew deserted the ship and they also had to leave behind three sick men. Anthony recruited replacement crew members and set sail for Western Australia on 6 November.
To manage the "land end" of the rescue operation, John Devoy signed up Fenian agents John J. Breslin and Thomas Desmond to go to Western Australia. Breslin masqueraded as American businessman "James Collins", with suitable letter of introduction, while Desmond adopted the alias of Johnson. They departed the US in September 1875 and arrived in Fremantle in November 1875, after which "they separated and became ostensible strangers." Coincidentally, the Irish Republican Brotherhood had sent two of their own agents, Denis MacCarthy and John Walsh, to organise an escape attempt, and a local Fenian named John King was working on his own plan. John Breslin was able to bring all three plans together. Breslin, as Collins, lodged in the Emerald Isle Hotel in Fremantle, while Thomas Desmond took a job as a wheelwright and recruited five local Irishmen who were to cut the telegraph lines connecting Perth to Albany on the day of escape (there was no link to the eastern colonies of Australia until 1877). Breslin became acquainted with Sir William Cleaver Robinson, the Governor of Western Australia. Robinson took Breslin on a tour of the Convict Establishment (now Fremantle Prison) where he secretly informed the prisoners that an escape was due. While staying at the hotel, Breslin engaged in a love affair with 22-year-old chamber maid, Mary Tondut. She became pregnant and Anthony paid for her to go to Sydney but never saw her again. In December 1876, Tondut gave birth to Breslin's only child, John Joseph Tondut.
Catalpa fell behind the intended schedule owing to weather conditions. After 11 months at sea, she dropped anchor off Bunbury on 28 March 1876. Anthony and Breslin met and began to prepare for the rescue.
While in Bunbury, Breslin (a.k.a. Collins) stayed in Spencer's Hotel (operated by William Spencer). Anthony and Breslin briefly travelled back together to Fremantle on SS Georgette on 1 April, arriving the next day and were surprised to find the Royal Navy gunboat HMS Conflict in port, necessitating postponement of their plan. Breslin and Anthony travelled to the intended escape departure point in Rockingham. A couple of days later, Anthony and Breslin were invited to a party at the governor's residence. Anthony returned to Bunbury via mail coach on 6 April and discovered that the crew had stowed away another ticket-of-leave convict. Anthony informed the authorities and they took the man ashore. Anthony departed for Rockingham on 15 April.