A sailboat was a type of small Earth boat used for sailing. In comparison, this type of craft was generally smaller in size than a sailing ship.
In 2256, Ash Tyler imagined a life after the Federation-Klingon War wherein he would take a little sailboat out on Lake Shasta and catch trout. (DIS: "Si Vis Pacem, Para Bellum")
In 2371, Jake Sisko likened the Bajoran lightship to a sailboat catching the wind. (DS9: "Explorers")
As described in a stage direction from the final draft script of TOS: "Miri", "pint-sized, one-kid sailboats" were to be visible (among other equipment) in the window of Biggs' toy store.
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