French corsairs in the context of Letters of marque and reprisal

A letter of marque and reprisal was a government license in the Age of Sail that authorized a private person, known as a privateer or corsair, to attack and capture vessels of a foreign state at war with the issuer, licensing international military operations against a specified enemy as reprisal for a previous attack or injury. Captured naval prizes were judged before the government's admiralty court for condemnation and transfer of ownership to the privateer.

A common practice among Europeans from the late Middle Ages to the 19th century, cruising for enemy prizes with a letter of marque was considered an honorable calling that combined patriotism and profit. Such legally authorized privateering contrasted with unlicensed captures of random ships, known as piracy, which was universally condemned. In practice, the differences between privateers and pirates were sometimes slight, even merely a matter of interpretation.

A privateer is a private person or vessel which engages in commerce raiding under a commission of war. Since robbery under arms was a common aspect of seaborne trade, until the early 19th century all merchant ships carried arms. A sovereign or delegated authority issued commissions, also referred to as letters of marque, during wartime. The commission empowered the holder to carry on all forms of hostility permissible at sea by the usages of war. This included attacking foreign vessels and taking them as prizes and taking crews prisoner for exchange. Captured ships were subject to condemnation and sale under prize law, with the proceeds divided by percentage between the privateer's sponsors, shipowners, captains and crew. A percentage share usually went to the issuer of the commission (i.e. the sovereign). Most colonial powers, as well as other countries, engaged in privateering.

Privateering allowed sovereigns to augment their naval forces at relatively low cost by mobilizing privately owned armed ships and sailors to supplement state power. For participants, privateering provided the potential for a greater income and profit than obtainable as a merchant seafarer or fisher while avoiding the dangers associated with outright piracy. However, the line between privateers and pirates was not always clear.

Ambroise Louis Garneray (19 February 1783 – 11 September 1857) was a French corsair, painter and writer. He served under Robert Surcouf and Jean-Marie Dutertre, and was held as prisoner-of-war aboard Royal Navy prison hulks for eight years before being captured and repatriated at the conclusion of the Napoleonic Wars, continuing his career as a painter until his death in 1857.

Louis-Michel Aury (1788 – August 30, 1821) was a French privateer operating in the Gulf of Mexico and the Caribbean during the early 19th century.

Buccaneers were a kind of privateer or free sailors, and pirates particular to the Caribbean Sea during the 17th and 18th centuries. First established as early as 1625 on northwestern side of Hispaniola after the devastations of Osorio, their heyday was from the Restoration in 1660 until about 1688, during a time when governments in the Caribbean area were not strong enough to suppress them. Martinique was a home port for French buccaneers as well as pirates like Captain Crapeau.

Originally the name applied to the landless hunters of wild boars and cattle in the largely uninhabited areas of Tortuga and Hispaniola. The meat they caught was smoked over a slow fire in little huts the French called boucans to make viande boucanée – jerked meat or jerky – which they sold to the corsairs who preyed on the (largely Spanish) shipping and settlements of the Caribbean. Eventually the term was applied to the corsairs and (later) privateers themselves, also known as the Brethren of the Coast. Although corsairs, also known as filibusters or freebooters, were largely lawless, privateers were nominally licensed by the authorities – first the French, later the English and Dutch – to prey on the Spanish, until their depredations became so severe they were suppressed.