I spent from June to August touring across country, from Arizona, to Wisconsin and then back, and put on about 10K miles.

I'm thinking of doing it again next summer, leaving Tucson right after Memorial Day, and returning at the end of August. But I'd REALLY like to take my Harley along next year, as I want to attend Harley's 120th Anniversary Celebration in July. I checked into shipping the bike up separately, and the charge is over $900. I can make the trip on the bike itself for half of that, including gas and hotels. .
So my choices are:
A. Ride the bike up in June, then fly back and pick up the Crossfire, and drive it back after getting the bike up there. I could fly back in September and then ride the bike home.
B. Get a hitch installed, trailer the bike with the Crossfire, do most of my summer trip in the Crossfire, since I would only use the bike for the week that Harley is having it's birthday party, and then trailer it home in August.
C. Ride the bike up, fly back and pick up the Crossfire, and then drive it up to Wisconsin, then drive the Crossfire home, and then fly back and pick up the bike and ride it home to Arizona.
Riding long distances doesn't bother me. My longest one-day ride on the Harley was 879 miles.
However, the Crossfire is a lot better for long trips, and I usually have a full load of airplane stuff coming home from Oshkosh, (The Crossfire was JAMMED after this years trip from Oshkosh home, so really need the Crossfire to come home from that.
Advice? Opinions? Better ideas? Am I nuts?