Communications. Monitor the drivers on CB. Nice to know ahead of time where debris is or lane closures, etc.
Avoid heavy traffic areas during commute hours. Late night driving is the bomb. Sail right through, cooler on the rig too, but you're over size. Daylight only by statute. Plan ahead your stops. Waiting till near dark to start looking will get you ticketed. Avoid the GW. Go north around all of NYC. Pick up I-81, then bear south.
Permits? Signage? Pilot cars? Weigh Stations? All States are different. You may need a class B license. If you don't know what that is, you have class C. Your own rig, your own boat, your own trailer, then you do not need fuel permits, bingo stamps, states registrations (plural), log books, medical cards, etc. But ports of entry and other weigh stations will want to play 60 questions.
Downgrades. Find them! Plan for them! They can KILL you! You do have manual transmission and compression brake? Continous LIGHT application of brakes, constantly controlling inertia is better that panic braking each time speed soars. If sane braking is not controlling speed, you're in to big a gear. Be in the gear you want at the top of the grade. I have visions of you going down hill at 10-20 slower that the slowest big rig. Been there (no jake brake). NO FUN! Burnt brakes and roll overs are not too fun either. Have not been there. Jumping out is not an option. Runaway ramps are. If some one is in the way, too bad. Take them out.
Then there are the underpasses. 14 feet is the minimum on interstates. All bets are off otherwise. Know your height. Truck Driver Atlases have low underpass data in them. Find a truck stop. When I was actively driving, the first thing i saw on the horizon, by habit, was underpasses. Read the signs. Car drivers don't.
Drivers of those cute little things with four wheels....ummmm....cars, ARE CERTIFIABLE! One never notices this detail until your in a rig too heavy to stop on a dime.
One can hydroplane anything. Watch the weather.
Inspect everything every time you stop. Stop often.
Prepare the best you can, then hire a pro.
You did not state any experience or knowledge level, so i may have said too much.
If it was 8 feet wide and my boat, with weight and rigs in class C range, I'd do it.
Knowing east coast traffic and roads, oversize, with all the various laws and such, I'd punt.
Good Luck. All my best wishes.