Mike,
We also took advantage of the Factory Delivery of an R-29CB, toured San Juan Islands for a few weeks with the kids, then trailered back east to New Hampshire with a rented truck this past summer. Plan on a dually pickup, as the single rear wheel models get pushed around too much by the big rigs on the open highway.
A bit of planning is required to trailer over-wide. Some permits are an easy phone call or email with quick electronic response, and others take days if you time wrong. A few states still need permit applications faxed! Banners and flags are not really a big deal.
I second the battery powered compressor idea for truck and trailer tire topping off.
I recommend the Easy Loader trailer, as it has been designed to hold your boat. Float-On failed miserably on this account, and we reluctantly switched horses for a slightly used trailer sitting over there in the grass at the factory. The oil filled hubs run nice and cool, and are quick to check at rest stops.
The trailer's triple axles have independent torsion spring suspension, which requires leveling with an adjustable height hitch on the truck's receiver. This one worked well for the aluminum beam trailer, and required a little drilling and a few long bolts to mount:
http://www.andersenhitches.com/Products ... -5--6.aspx. We found a slight upward slope to the trailer frame beams resulted in the best weight distribution on the trailer tires, confirmed with a trip through a CAT scale. That's a learning experience!
I upsized the solar panel to 280 watts and ran a higher capacity charge controller to keep at least one of the fridge's running non-stop on the trip. Last night's leftovers ready to microwave for tomorrow's lunch anywhere on the road, and dining up on the command bridge! By the way, some central US truck stops and most rest areas have great views.
Lake Pend Oreille in Idaho is your best, first freshwater destination...could have spent a few more days there...
Also, don't be shy to cross borders. We took the northern route through Ontario via Pictured Rocks in Munising, Michigan, which should not be missed. Some states will not allow Friday afternoon trailering, and most do not allow travel through the weekend, so proper planning and a flexible schedule is necessary.
The factory canvas window covers are great for trailering, and oh...and watch for low hanging branches on the smaller roads...that rig is 13'2" high!
Feel free to respond or PM for more hints or details.
David