I first flew into Oshkosh about 6 months after getting my private. I had no one but me, no load for a passenger. Everything went smooth as an infants derrier. That said, it could have been far worse, and has been in some years.
If the OP can convince an examiner that he can safely pilot and aircraft says me come on in. It is his privilege as a private pilot. It really isn't that big a deal.
Now Sun N Fun, what a mess! I wouldn't advise anyone to fly into that, bleeech! My one approach was one of the most dangerous things I've ever done in an aircraft, indeed one of the most dangerous ever. Sidestep for that aircraft, and oh, make way for the gyro. WHAT GYRO! Oh cripes, 100 feet off the ground and what's my AIRSPEED! I've never operated so close to another aircraft even when I flew in formation. Ii am genuinely surprised no one's had a mid air there. Smaller I guess.