/ Dictionary / Index H headsail: Meaning and Definition of Find definitions for: head•sail Pronunciation: (hed'sāl"Naut.hed's&schwal), [key] — n. Naut. any of various jibs or staysails set forward of the foremost mast of a vessel. any sail set on a foremast, esp. on a vessel having three or more masts. Random House Unabridged Dictionary, Copyright © 1997, by Random House, Inc., on Infoplease. See also: headsail (Thesaurus) heads headsaw Related Content Daily Word Quiz: deleterious Analogy of the Day: Today’s Analogy Spelling Bee: Today’s Spelling Bee Frequently Misspelled Words Frequently Mispronounced Words Easily Confused Words Writing & Language