Long Trip
I've gone from TN to the West coast roundtrip twice now (2012 & 2013). Planning the 2014 trip now. A cell phone range booster is a good idea for those emergency calls in weak cell coverage areas. Call your provider and at add Canada before you travel. AK has so many remote sites. Put together a very good emergency kit: fix-a-flat, fuses, tapes, self-tapping screws, GOOP, epoxy, JB weld, etc.
Make sure insurance covers trailer and/or tow vehicle towing.