The capture of the sloop Anne was the result of a naval campaign carried out by an alliance between the Spanish Empire forces in Puerto Rico, the Danish government in Saint Thomas and the United States Navy. The powers pursued Roberto Cofresí's pirate flotilla in March 1825 because of the economic losses suffered by the parties to the pirates, as well as diplomatic concerns caused by their use of the flags of Spain and Gran Colombia which menaced the fragile peace between the naval powers. Several of those involved had been attacked by the freebooters. Among the diplomatic concerns caused by Cofresí was a robbery carried out by several of his subordinates, the catalyst of an incident that threatened war between Spain and the United States known as "The Foxardo Affair", eventually leading to the resignation of his rival, pirate hunter David Porter.

Sailing under the authorization of the Danish West Indies, the coalition employed two local ships, including a former victim of the pirates named San José y las Animas and USS of the West Indies Squadron. A ship from Gran Colombia, named La Invencible, also provided support during the initial stages. The final naval engagement took place on March 5, 1825, and began with a trap set at Boca del Infierno, a passage off Bahía de Jobos, Puerto Rico. The flagship of Cofresí's flotilla, the sloop Anne (otherwise known as Ana), was baited by the set up. Surprised and outnumbered, the pirates abandoned the ship and escaped to shore, where they were captured by Puerto Rican authorities and placed on military trial. With the execution of Cofresí, the West Indies Anti-Piracy Operations were considered a success and he came to be known as "the last of the West India pirates".

Capture of the sloop Anne

Background

Cofresí's modus operandi

While still regarded as a Don, Cofresí began his criminal life in Puerto Rico by leading a band of highway robbers which made a profit by assaulting farmers and merchants, from whom they would steal merchandise which was later sold by close friends and family. The government soon began a campaign to capture the gangs related to these crimes, most of which were from Cabo Rojo. It was another respected and wealthy man, Juan Bey, who first exposed Cofresí as the man behind these bands while being prosecuted for murder. This led to the arrest of him and several collaborators, but he was able to escape. A fugitive on land, Cofresí had already turned to piracy by 1823. Due to previous experience as a seafarer, he knew the geography of the region well and exploited this to his advantage. While on the run, the pirates would enter the adjacent Boquerón Bay, which provides ample hiding spots through the mangroves and a cavern system that runs throughout its karst geography. The bay itself proved a strategic spot for the distribution of the plundered goods. Bahia de Tallaboa at Peñuelas and Bahía de Jobos served as additional hideouts in the southern coast, being surrounded by a series of islets and coral reefs that are only navigable by small draft vessels. Additional options included shanty towns such as those employed by salt harvesters that littered Cabo Rojo, Guanica and Lajas.

Capture of the sloop Anne

The actions of Cofresí came close to starting a war between Spain and the United States due to the losses of the latter to pirate ships flying the flag of the former. Consequently, Governor Miguel de la Torre soon earned a particular interest in the actions of Cofresí and was quoted stating that his name "gained celebrity due to his fearlessness and atrocities, [not even] the tranquil neighbor, the laborious merchant [or] the honest farmer felt safe from the claws of this criminal". In 1824, he enacted a series of measures that relegated the local criollos in favor of Spanish immigrants, minimizing the influence of the Ramirez de Arellano family. The newly arrived loyalists in turn responded by exposing the symbiosis that existed between this class and the pirates, soon establishing a prominent campaign to capture Cofresí. Despite the official posture on piracy and his bold actions, capturing Cofresí would prove complicated, since he was already gathering a mythical reputation in Puerto Rico and becoming highly influential. Guayama's major, Francisco Brenes, documented how the pirates gathered several friends among the local population who would also protect them. His figure was held with such regard that some members of the higher classes were arrested due to their links with Cofresí. Cofresí was said to exploit this in his favor, creating an underground circle that would share information with him.

Capture of the sloop Anne