I watched on my computer, the webcam had a great view. I was watching Florida/Florida State and LSU/Texas AM on TV and I kept checking back since it was really dark by 6pm it wasn't until about 8pm that they turned on the lights.
I had been to the Lottery Night back in 2013 when the Flamingos performed and they estimated that crowd at 7,000 and it appeared that last night was just as big as the streets were jammed with people besides the square itself. I did notice by the time the lights were finally turned on, the crowd had thinned a bit.
The VIP tents I noticed were totally empty at the time the lights were turned on. Just as I had posted, they didn't have a very good vantage point, especially when the entire dance floor was filled with people. I think those who sign up for the tent are there just to socialize with friends.
The Villages Webcams Squares