Status update: STD gives an adequate error message now:

$ viv -c -e '/ : /'
===SORRY!===
Backtrack control ':' does not seem to have a preceding atom to control at 
(eval) line 1:
------> / :⏏ /
Parse failed

Rakudo's complaint has changed but is still LTA:

$ perl6-m -e '/ : /'
===SORRY!===
Unrecognized regex metacharacter : (must be quoted to match literally)
at -e:1
------> / :⏏ /
Unrecognized regex metacharacter   (must be quoted to match literally)
at -e:1
------> / :⏏ /
    expecting any of:
        statement list
        prefix or term
        prefix or meta-prefix
        infix stopper

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