This is a great thread! It's really taking me back to some of the good times I've had at shows. Nothing beats live music! I'll try to list these in roughly chronological order.

Pink Floyd (Division Bell tour, sophomore year is HS, before I ever did any kind of drug, still the absolute best show I've seen)
Hootie and the Blowfish
White Zombie x2
Metallica
Pantera
Ozzy Osborne
Filter
Rob Zombie
Moby (the man is a dynamo onstage)
Bush (they blew)
Dave Matthews Band x3
Umphree's McGee
Dirty Dozen Brass Band
Bonnaroo 1 and 4: highlights included Particle, moe., Jack Johnson, Xavier Rudd (amazing), John Prine (best show of both my 'Roos), and Modest Mouse
Keller Williams
The Big Wu
Yonder Mountain String Band
moe.
Dell McCoury with Allison Krauss and Vince Gill
O.A.R.


Looking at this list makes me think two things:

1. There are some bands I really, really want to see that I haven't: most notably Coldplay, Radiohead, and Beck.

2. THANK GOD METAL WAS JUST A PHASE!