Drew: I've been to the Amelia event a couple of times. I enjoy the Saturday (Car Club Day) event as much or maybe even more than the Sunday official Concours event. Saturday has a more relaxed, casual feel to it which is really good. Of course, Sunday is great with the "best of the best" cars featured on the lawn, which rival anything you'd see at Pebble Beach. I'd encourage you to go, bring your car for display on Saturday, share it with the crowd, and on Sunday just play spectator and relax without the worry of being "Q Tip" judged
Overall, I find Amelia a really enjoyable event - not too stuffy feeling, great quality and variety of cars to see, and a very nice location. Plus, it feels like the "opening" of car season for those of us in colder climates who get to take in some warmer temps in March!