My son had his first sleep over at 6 months, I have a large extended family and everyone wanted time with him so at 6 months I was finally ok with letting him spend the weekend with my cousin. He regularly spends the night over there and when they go to their summer house for 2-4 weeks I usually let him go. He rides atvs and goes camping and hunting and I don't worry that something will happen to him because I trust my cousin and her husband.
Last year I decided he was old enough to ride his bike the .3 miles from school so he and girly rode their bikes home from first grade and they will do the same this year. They never have to cross the street and they stay on the sidewalk and there are always tons of parents and kids around so I feel its a way for him to exert his independence. I admit I was nervous the first week but I waited outside every day for them and plan to the same when school starts in a few weeks.
Yesterday I let him go to the restroom at chick fil a alone. I watched the door like a hawk and I was only a few tables away but again its a way for him to be independent.
These are just a few examples and I'm sure there will be some moms who think I'm neglecting him but he's a happy well adjusted polite child and I think how I'm raising him works great for him and I.