• Webster's Revised Unabridged Dictionary
    • n Picaroon One who plunders; especially, a plunderer of wrecks; a pirate; a corsair; a marauder; a sharper.
    • ***
Century Dictionary and Cyclopedia
    • n picaroon A rogue or cheat; one who lives by his wits; an adventurer.
    • n picaroon A plunderer; especially, a plunderer of wrecks; a pirate; a corsair.
    • n picaroon An instrument like a boat-hook, used in mooring logs or deals.
    • n picaroon A small pirate ship; a privateer or corsair.
    • ***
Chambers's Twentieth Century Dictionary
    • n Picaroon pik-a-rōōn′ one who lives by his wits: a cheat: a pirate
    • ***


Webster's Revised Unabridged Dictionary
Sp. picaron, aug. of picaro, roguish, n., a rogue
Chambers's Twentieth Century Dictionary
Sp. picaronpícaro, a rogue.


In literature:

And, look, thou red picaroon, to what obscure fate thou hast stolen me!
"Cabbages and Kings" by O. Henry
She to run under my guns if assailed by picaroons, privateeros, or garda-costas.
"Micah Clarke" by Arthur Conan Doyle
Nine times in ten an English man-of-war succeeds when she makes a bold dash in boats against one of these picaroons.
"The Wing-and-Wing" by J. Fenimore Cooper
The Picaroons (with G. Burgess), 1904.
"The California Birthday Book" by Various
Salmon began to fall on the deck, heaved up on a picaroon.
"Poor Man's Rock" by Bertrand W. Sinclair
In the moment before the picaroons actually started, I became the prey of the most intense anxiety.
"Romance" by Joseph Conrad and F.M. Hueffer
The custom of the Picaroons was to do their cruising in huge barges propelled by sweeps.
"The Naval History of the United States" by Willis J. Abbot
But wait until one of those light-heeled picaroons comes along, and then won't we surprise thim above a bit!
"The Pirate Slaver" by Harry Collingwood
And you won't find me or Jack helpin' these picaroons to break out.
"Blackbeard: Buccaneer" by Ralph D. Paine
I'd ruther come to close quarters with a cruiser like that there British brig than with one o' those half-Spanish West Injy picaroons.
"The Noank's Log" by W. O. Stoddard

In poetry:

"Come! ere the early rising moon's
Gold floods the violet valleys;
Where mists, like phantom picaroons
Anchor their stealthy galleys.
"One Day And Another: A Lyrical Eclogue – Part I" by Madison Julius Cawein