Usually means: Triangular sail, peaked upper corner.
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We found 6 dictionaries that define the word gaff-headed sail:

General (6 matching dictionaries)
  1. gaff-headed sail: Vocabulary.com
  2. gaff-headed sail: Dictionary.com
  3. gaff-headed sail: Rhymezone
  4. gaff-headed sail: FreeDictionary.org
  5. gaff-headed sail: Mnemonic Dictionary
  6. gaff-headed sail: TheFreeDictionary.com

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Definitions from WordNet (gaff-headed sail)

▸ noun:  a quadrilateral fore-and-aft sail suspended from a gaff


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