Gigantic Typewriter

There is so much in this that screams WELLINGTON! Find the 10 "This has to be Wellington" items, and list them below to be in to win ...

What was he thinking?

[Update 16-Dec]
They found him, he is fine but no-one has explained it in anyway.

Man in traction flees New Zealand hospital
I love:
It was not immediately clear how the man sustained the injuries that put him in hospital, nor why he fled before completing his treatment.