I'd pick up an extra voltage regulator. That is a wear item that could rear its head on a trip like this and may be hard to find underway. I'd take along some golf tees, in case you have a vac problem and need to disable part of the system.
I'd hate to travel that far with a hard shifting transmission.

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1985 300 TD 448K
1984 300 TD 278K

1983 240D euro 240k
1994 f-250 idi turbo 330K
1986 f-350 IDI
1987 F-350 IDI

1985 JD 1050 4wd
1965 IH 3660