It's pretty personal tbh.

For me, Adidas Ultraboosts are by far the best feeling sneaker I've worn. So comfortable and light it's like nothing is there.

Boots? Salomon hiking boots or Redwing leather boots are what I've got at the moment but I'm eyeing up a set of Nick's that's tempting.

Can you get access to a brannock device to measure your feet? Width plays a big part in fit, not just the typical length measurement you see