Just back from getting a train around the world myself. It's obviously not entirely the same thing, but if I can help, drop me a line. Very much recommended though! Going overland brings you to places you wouldn't otherwise have thought of visiting, which can often prove to be as good as or better than the usual touristy-places. And I'd say the basics of planning an overland trip are similar across modes of transport.
Dervla Murphy has done a lot of cycling around the world; the likes of Full Tilt - Ireland to India with a bicycle maybe worth a dip to inspire/terrify you. Alistair Humphreys has been around a bit too.
No first-hand experience unfortunately, but hopefully some small bits of help there.
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