Of course school gear is all so new to me, so I've spent time searching. I've started with lunchboxes and these are my very different favorites:
seen: Oots! lunchbox with stackable containers, $18 (-$28)
For the days of yummy leftovers. Sturdy Dutch design. All bpa-free and dishwasher safe. Choose blue, green or orange.
Because he's only a kindergartner once! Soft, insulated, wipe-clean design with special inside mesh pocket that holds a coldpack. (Choose from 8 animals.) Super!
Made of washable (and stain-free) neoprene, zips closed and stores flat. (It's been a favorite bib brand of ours for years now.)
[update: I need to add Chelsea's recommendation because it looks amazing!]
Made to keep food separate.. and decorate with stickers? This seems like a winner, too!
Anything to share from your search or experience?