I was only 11 when I went so I can't really remember everything 100%, I remember that the racing was good to watch at the pub at Quarter Bridge as you'd see the bikes come flying down Bray Hill to a slow speed to take the 90 degree left and then accelerate away, Glen Helen was another good place to watch, but I honestly can't remember why.
Windy Corner up in the mountain section is good, but take a coat if you go up there cause the weather can change dramatically. I remember being stranded up there with my dad riding along the mountain and not being able to see my hands if I put it in front of my face. Thinking back I remember Ballaugh Bridge being a good place to watch to, just to see the bikes jumping but at 11 thats probably cooler to see. The speed on the final downhill section is amazing too.
With only being 11 I'm not really sure about the night life but I remember loads of partying along the Douglas promenade, topless girls on the back of motorbikes, people doing stunts and if I remember rightly there was a guy doing trials demonstrations. I do remember there being parties literally every night though as we stayed in what seemed to be a broom cupboard in this hotel and you could hear everything.
There are loads of good spots to watch from, you're probably best off searching the internet though as I said it was 10 years ago since I was last there and I've had a few too many concussions which have damaged my memory over the years.