[Johnny555]

That's what I was thinking, I do that all the time.

For example, do a map of San Francisco to New York City. Now you want to visit the world's largest ball of twine, so you add a waypoint, and start typing "Ball of Twine" and a drop-down will appear with a few choices, pick the one you want and it'll add to the map. You can re-order them as needed to optimize your route.

You still need to know the name or address of the waypoint you want to add, but that's the case with paper maps and is a good use of browser tabs to search for it.