1. I suppose the practical part of me would want a hat.
You know one of those kinda cotton/leather trimmed, wide brimmed Indiana Jones hats.
2. Continuing my need for function and order, I’d probably take some sort of multi-use tool.
The kind that has a bunch of tools conveniently all folded up into a streamlined compact bundle topped with a compass.
3. Figuring that this island is quite deserted, I’m thinking I would need something to do when I wasn’t occupying myself with survival. I mean I’d have to do activities not to go crazy right. I’m sure I’d end up talking to myself, but even that would get old after a while.
So my last three items would be
a copy of Walt Whitman’s Leaves of Grass
a notebook w/pencil
a deck of cards