Advice wanted/needed for big hike. Not prepper related

[Scythe13]

Thinking about it, if it's dry enough, screw it and wear trainers.

Walk the set charity route before hand if you can. Or make your training days out of different sections of the route, so that you can scope it out properly. See if it's going to be an all round dry walk, or whether you'll be going over sludge, rivers, and wet patches. If it's nearly all dry, I'd just go with trainers or my Vibrams. But if you're used to the boots, go with them. Whatever's comfortable and manageable, go with that.