Can anyone help with a problem?

I have multiple stops to make, say about 5 a day / call it 100 month?

Is there any software (mappoint or otherwise) where I can enter all 100 stops, and it will plan a route each day.

Autoroute will optimise the stops but not let me return home each nightt. This is similar to the TSP, but it would be allowable to visit the same city twice if required (i.e if you pass through on the way to somewhere else)

This must be a common requirement? Is there a way to acheive it?