Cryptic crossword clue
Several small vessels to fail badly crossing lakes 8

The most common and most likely answer to this crossword clue is the 8 letter word FLOTILLA

I've seen this crossword clue in The Guardian
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Buddy explains!

The straight part
We know that "Several small vessels" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case several small vessels = flotilla.
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 FLOTILLA mean?

FLOTILLA noun
  1. A small fleet of warships (usually of the same class), or a fleet of small ships.

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