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We found 2 dictionaries that define the word plain sailings:

General (2 matching dictionaries)
  1. plain sailings: Merriam-Webster
  2. plain sailings: Collins English Dictionary

(Note: See plain_sailing as well.)

Definitions from Wiktionary (plain sailing)

noun:  (nautical)
noun:  The navigation of waters free from hazards or unfavourable winds.
noun:  (figurative) Something that is easy, simple, or straightforward; something that offers no difficulties or trouble.
noun:  Obsolete spelling of plane sailing (“a technique for navigation using the assumption that the journey occurs over a plane or flat surface rather than the actual curved surface of the Earth, which is sufficiently accurate over short distances”). [(nautical) A technique for navigation using the assumption that the journey occurs over a plane or flat surface rather than the actual curved surface of the Earth, which is sufficiently accurate over short distances.]
▸ Also see plain_sailing


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