Good luck moving 550 lbs with those handles. You could probably drain it 1/2 way and then move it with someone else assisting. Being round you might be able to roll it when filled to the max to the port side for a goofy rider but you'd have to keep it on the floor, not on the seat.
I personally wouldn't buy any of the premade pumps out there unless I got a good enough deal on one to be able to replace the hose and still come out ahead. They're all a bit overpriced and have cheap vinyl tubing that kinks easily. I have a straight line one with the same cheap tubing and it has permanent kinks in it that restrict flow. If you don't mind assembling a few parts I would go to wakemakers and get a plain Tsunami 1200 along with a W738, a W734, 8-9 ft of their 1" Premium Ballast Hose, 15-20 ft of the 16/2 wire, 2 1" hose clamps. Then go to Radio Shack and get a 12 volt outlet adapter to plug the wire into the "Cigarette" lighter.
And a couple of heat shrink crimp on connectors:
Once assembled that will give you the equivalent of the Fly High 1200 GPH ballast pump accept with better hose and $20 or so cheaper.
Now, whether you make the above pump or buy the fly high one you will need the $10 W735 "Perfect Union" adapter to be able to connect to the Aerial bags with the waterbed style fittings.
The setup you'd be assembling yourself or the "real" Fly High 1200 GPH pump with the Perfect Union adapter will give you flexibility to fill fly high bags or bags with waterbed style fittings.