1999 John G Alden 42

A schooner is a type of sailing vessel with fore-and-aft sails on two or more masts, the foremast being shorter than the main and no taller than the mizzen if there is one. Originally gaff-rigged, modern schooners typically carry a Bermuda rig.

Such vessels were first used by the Dutch in the 16th or 17th century. They were further developed in North America from the early 18th century, and came into extensive use in New England. The most common type, with two masts, were popular in trades requiring speed and windward ability, such as slaving, privateering, blockade running, and offshore fishing. In the Chesapeake Bay area several distinctive schooner types evolved, including the Baltimore clipper, bugeye, and pungy. Schooners were also popular among pirates in the West Indies during The Golden Age of Piracy, for their speed and agility. They could also sail in shallow waters, and while being considerably smaller than other ships of the time period (such as frigates and galleons), they could still hold enough cannons to intimidate merchant vessels into submission.

Schooners were popular on both sides of the Atlantic in the late nineteenth and early twentieth centuries, long dominating yacht races such as the America's Cup