I don't know about Sync 3, but in Sync 2 if you want to search for landmark/place by name, you'll need to specify what city it is in. If you leave the search area to "nearby" I noticed it won't find it if it's in another city. Never had issues once I specified what city it is in.
This isn't car related but just by looking at your map I think you should give New Mexico some more love, at least a stop in Santa Fe. I used to live there (in Albuquerque) and it is a very beautiful state. Scenery, culture, food, etc.