sailboat n.

"piece of shaped cloth spread so as to catch the wind and cause a vessel to move in water," Old English segl "sail, veil, curtain," from Proto-Germanic *seglom (source also of Old Saxon, Swedish segel, Old Norse segl, Old Frisian seil, Dutch zeil, Old High German segal, German Segel), of obscure origin with no known cognates outside Germanic (Irish seol, Welsh hwyl "sail" are Germanic loan-words). In some sources (Klein, OED) referred to PIE root *sek- "to cut," as if meaning "a cut piece of cloth."

As "a single ship or vessel" by 1510s. To take the wind out of (someone's) sails (1888) is to deprive (someone) of the means of progress, especially by sudden and unexpected action, "as by one vessel sailing between the wind and another vessel" ["The Encyclopaedic Dictionary," 1888].

"small open vessel (smaller than a ship) used to cross waters, propelled by oars, a sail, or (later) an engine," Middle English bot, from Old English bat, from Proto-Germanic *bait- (source also of Old Norse batr, Dutch boot, German Boot), which is possibly from PIE root *bheid- "to split" (Watkins), if the notion is of making a boat by hollowing out a tree trunk or from split planking. Or it may be an extension of the name for some part of a ship.

French bateau "boat" is from Old English or Norse. Spanish batel, Italian battello, Medieval Latin batellus likewise probably are from Germanic languages. Of serving vessels resembling a boat, by 1680s (ship for "serving vessel or utensil shaped like a ship" is attested by 1520s). The image of being in the same boat "subject to similar challenges and difficulties" is by 1580s; to rock the boat "disturb stability" is from 1914.