Cryptic crossword clue
Two sailors on vacation have a restless night, perhaps 4

The most common and most likely answer to this crossword clue is the 4 letter word TOSS

I've seen this crossword clue in The Times
T
O
S
S

Buddy explains!

The straight part
We know that "have a restless night, perhaps" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case have a restless night, perhaps = toss.
The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.
This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.

What does TOSS mean?

TOSS noun
  1. A throw, a lob, of a ball etc., with an initial upward direction, particularly with a lack of care.
  2. The coin toss before a cricket match in order to decide who bats first, or before a football match in order to decide the direction of play.
  3. A haughty throwing up of the head.
  4. (British slang) A jot, in the phrase 'give a toss'.
  5. (British slang) A state of agitation; commotion.
  6. A measure of sprats.
TOSS verb
  1. To throw with an initial upward direction.
  2. To lift with a sudden or violent motion.
  3. To agitate; to make restless.
  4. To subject to trials; to harass.
  5. To flip a coin, to decide a point of contention.
  6. To discard: to toss out
  7. To stir or mix (a salad).
  8. (British slang) To masturbate
  9. To search (a room or a cell), sometimes leaving visible disorder, as for valuables or evidence of a crime.
  10. To roll and tumble; to be in violent commotion.
  11. To be tossed, as a fleet on the ocean, or as a ship in heavy seas.
  12. To keep in play; to tumble over.
  13. To peak (the oars), to lift them from the rowlocks and hold them perpendicularly, the handle resting on the bottom of the boat.
  14. (British slang) To drink in large draughts; to gulp.

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