1) Defeat in the regatta 2) Exceed 3) Outdo 4) Outgo 5) Outmatch 6) Outperform 7) Outstrip 8) Sail faster or better than 9) Surmount 10) Surpass 11) To outdo in sailing 
• (v. t.) To excel, or to leave behind, in sailing; to sail faster than.
Out·sail' transitive verb To excel, or to leave behind, in sailing; to sail faster than. Beau. & Fl. 
[v] - sail faster or better than
to outdo in sailing; sail farther, more skillfully, or faster than.