Hi Jon,
Good to hear you like the app! There are some tricks to use maps offline with the iPad app, and here's what I do:
When I have a data connection, I scroll and zoom the map to the locations I want to visit. That causes the iPad to cache the map tiles. Then when I'm at my designated location with no data connection, usually the map works because it's using the cached map tiles I previously looked at (it displays the map from its cache instead of having to download them). There are variables of course, but it seems to help.
I did a Google search and found a few related articles:
http://appleinsider.com/articles/12/10/05/apples-new-ios-6-maps-support-automatic-offline-use-for-a-wide-area
http://mashable.com/2012/10/15/apple-maps-shine-offline/
I hope that helps, and happy camping!
Bill