Like many here, I have seen a ton of shows. It's hard to to nail down a specific "best" show, but I have a few categories.
1. Most surprising show - Darius Rucker...effortless singer, great show that my wife literally dragged me to
2. Loudest - The Who - Quadrophenia Anniversary Tour
3. Best small venue - Bryan Ferry at the Fox Theater in Detroit
4. Best vintage show - Dave Brubeck
5. Best show by a band I really do not care for - Smashing Pumpkins - I would see them again anytime but never listen to them
6. Best "Arena" Show - Muse
7. Weirdest show - Joe Jackson when he introduced a ton of new songs and yelled at the audience.
8. Most "Phoned In" Show - Phil Collins sitting tour....ugh.
9. Most intimate show - Amy Grant in a room of around 50 people. Very talented lady.
10. Band I've seen the most - U2 - Four times since the mid-80's