OK, here's another question .... can you do one route, then stop it, then create a second route (or more routes) all on one map?
If so, I might be able to use that as a work-around ... take the route up to where the Streets and Trips says my road ends, stop that route, then start another route when the road resumes. I'd get a pretty close distance measurement, and then I might be able to just draw a pretty green line across the gap(s).