I think the reason that I like the option of stealth camping on a tour is that I don't have to be tied down to set itineraries and just go. If I had everything mapped out with that kind of detail I'd feel like I was losing some of my autonomy on a tour.
On the other hand, there are areas where it's just difficult to find a campsite. I've spent hours, in some cases, scanning the sides of roads for the trace of an area that might be suitable for stealth camping. If I had potential stealth camp sites mapped out ahead of time, I might feel a bit more confident and spend less time hunting on the sides of roads for an elusive campsite.
I guess I've spent a lot of time pouring over google maps regular overhead features, maybe I'll find a use for the streetview when it actually covers a broader area. The problem that I currently have with the streetview is that it typically ends by the time you reach city limits, which is usually when I start looking for camp sites.