Usually means: To sail faster than another.
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We found 16 dictionaries that define the word outsail:

General (16 matching dictionaries)
  1. outsail: Merriam-Webster
  2. outsail: Oxford Learner's Dictionaries
  3. outsail: Collins English Dictionary
  4. outsail: Vocabulary.com
  5. outsail: Wordnik
  6. outsail: Wiktionary
  7. outsail: Infoplease Dictionary
  8. Outsail, outsail: Dictionary.com
  9. Outsail: Online Plain Text English Dictionary
  10. outsail: Webster's Revised Unabridged, 1913 Edition
  11. outsail: Rhymezone
  12. Outsail: AllWords.com Multi-Lingual Dictionary
  13. outsail: Webster's 1828 Dictionary
  14. outsail: FreeDictionary.org
  15. outsail: Mnemonic Dictionary
  16. Outsail: TheFreeDictionary.com

(Note: See outsailing as well.)

Definitions from Wiktionary (outsail)

verb:  (transitive) To sail faster or further than.

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