• WordNet 3.6
    • v outsail sail faster or better than "They outsailed the Roman fleet"
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Webster's Revised Unabridged Dictionary
    • v. t Outsail To excel, or to leave behind, in sailing; to sail faster than.
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Century Dictionary and Cyclopedia
    • outsail To sail faster than; leave behind in sailing.
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Chambers's Twentieth Century Dictionary
    • v.t Outsail owt-sāl′ to leave behind in sailing.
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In literature:

We soon perceived that she could outsail our brig and if the wind held would escape.
"The Martin Luther King, Jr. Day, 1995, Memorial Issue" by Various
Donald had confidently asserted his belief, weeks before, that she would outsail the Skylark, not as a mere boast, but as a matter of business.
"The Yacht Club" by Oliver Optic
He had outsailed his rival from St. Helena.
"Freaks of Fortune" by Oliver Optic
He admitted that we could outsail him, for he had done his best to keep up with the Sylvania.
"Up the River" by Oliver Optic
As Dory continued on his course, he was satisfied that he was greatly outsailing the boat from which he expected trouble, if he had any.
"All Adrift" by Oliver Optic
We'll outsail 'em yet.
"The Ocean Waifs" by Mayne Reid
Nothing on the coast could outsail the sloop, he was sure.
"The Black Buccaneer" by Stephen W. Meader
They can outsail us and keep ahead of us; and they'll undersell and overbuy us wherever we go.
"Billy Topsail & Company" by Norman Duncan
We shall then outsail everything, go where we like unsuspected, and land our cargo with ease.
"The Pirate and The Three Cutters" by Frederick Marryat
When I am with you we shall cut the boat adrift and let the vessel outsail us.
"In the Days of Drake" by J. S. Fletcher