Word Origin & History
schooner1716, perhaps from a New England verb related to Scottish scon "to send over water, to skip stones." Skeat relates this dial. verb to shunt. Spelling probably influenced by Du., but Du. schoener is a loan-word from English, as are Ger. Schoner, Fr. schooner, Swed. skonert. Said to have originated in
Gloucester, Mass., shipyard.
"The rig characteristic of a schooner has been defined as consisting essentially of two gaff sails, the after sail not being smaller than the fore, and a head sail set on a bowsprit." [OED]
Meaning "tall beer glass" is from 1879, of unknown origin.