Optimizing the route is called Traveling Salesman Problem.
http://en.wikipedia.org/wiki/Travelling_salesman_problem
The number of possible solutions grows exponentially with the number
of waypoints. So it's the processing power that makes the practical
limit

  (n-1) !

It sounds that you don't need any real time optimizing. You could have
a separate computer for the purpose.

You can get a MIT licensed optimizing code from optimap site
http://gebweb.net/optimap/
Try removing the limit.

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