The impression I am getting is that you want mods that will pay for themselves pretty quickly- so either super cheap mods, or super effective.
Some things that are dirt cheap, easy, and should make a difference...
-Deleting things that aren't needed
--take off a mirror if you don't need it, antennas, roof racks
-Smooth wheel covers (election signs)
-Rear arch covers (election signs)
-Dropping unneeded weight (Do you have things you don't need?)
--For example, if you had a granite countertop, is it worth the extra weight verse a basic plastic?
-Grille block (or partial- either way, easy to remove)
-Partial underbody
-streamline your vehicle into the trailer/caravan (would be more costly)
-Test pulling the caravan flat vs on the trailer. Better or worse?
-Warm Air Intake
-DEFINITELY an air dam
-start switching fluids to synthetic
One fantasy I have is an MP5 (or MPV) in a standard, setup to road trip in. You'd have a standard, could pull flat, and they are pretty cheap relative to other vans in its class. Another alternative is a estate. On past road trips, three of us have slept in a coupe (2002 Monte Carlo) over several nights. If you want more comfort, an estate would work great. Not hard to find a standard, better aero, would meet the needs you have shown so far. What comes to mind is the Subaru Outback/Legacy estate- which can be found pretty cheap (as low as 1,600 USD).
Just some ideas.
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