" You'd be better off getting a Cab to drive you around to VGC."
Absolutely. Send a person or two with all the stuff in a cab. Make sure that person has some cash to tip the Bell Services people to help with all that stuff!
Have everyone else just walk.
The other option, IF you really really do want to walk with it all, is to get up very very early and go through the esplanade BEFORE security shows up. But that could be as early as 5 or 5:30, if the park opens at 7 for Magic Morning. If security isn't there, you just walk on through. (this comes up when people want to be FIRST in line at the gates, get there too early and just go through to the gates, and are later herded out to the now-formed lines at security, and lose their places at the gates)
But remember, to walk from Harbor through the esplanade to the Grand isn't as short as you think it will be. The entrance to the Grand is nearly halfway up DTD, and then you have to go in gates (across from haagen dasz, just after sephora), walk along an outdoors pathway, then up a long hall inside, to get to the lobby). It's NOT a hop, skip, and jump away. It's a pretty long slog.