use strict; use warnings; my $string = "I'm trying to have a word wrapping using a regex in Perl. What I would like is about every 50 characters or so to check for the next white-space occurrence and replace that space with a newline, and then do this for the whole string. I'd like to avoid looping one character at a time or using substr or placing the value into an array if possible. The code sample I have works, I'd like someone option and suggestion is there a better way or better regular expression to accomplish this."; print '1234567890'x5 . "\n"; print wrap($string, 50) . "\n"; sub wrap { my ($s, $wrap) = @_; my (@lines, $line); while (length $s > $wrap) { ### Take one extra character so we can see if ### we're wrapping inside a word or not $line = substr($s, 0, $wrap+1); $line =~ s/\s+(\S*)$//; push @lines, $line; ### Add any word fragments back on $s = $1 . substr($s, $wrap); $s =~ s/^\s+//; } return join "\n", @lines; }