We came to the conclusion that no matter the path of life you end up taking, you'll regret missed opportunities. I could have studied hard since 9 years old, skipped high school and be a PhD now or something, but then I'd probably talk with some people and start regretting that I haven't the time to read the books and watch the movies that could have shaped my imagination.
So the real advice is - instead of obsessing over the road not taken, focus on what comparative advantage you got from your experiences. Even if you "wasted" half your life drinking with random people, there's still a lot to learn and use from those experiences. The reason we have brains is to figure out how to make the best of what we have.