I don't recommend doing this but this is my experience.
I bought a used 1970 sailboat on a trailer in 1973. It was brought from Wisconsin to Washington in 1977 which was its longest trip (except possibly when it was brought to Wisconsin from the manufacturer in southern California. Don't know how it made that trip.)
I
sold it in 2005 with the original tires on it. Admittedly, it wasn't used all that much (which is why I
sold it) and it was garaged.
Neither were the bearings repacked. It did have Bearing Buddies which I greased every trip.
YMMV
(Hmmm. I can't insert picture here.)
Boat attached to new owner's vehicle. BTW the boat/trailer weighed in the neighborhood of 2800# and I towed it originally with a hitch rated at 1500# (1970 Toyota Crown with 2.5l straight 6). (young and dumb)
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