I've been contemplating about this post and I see where you're going with this. I've thought about dying alone and dying with my family, too. I wouldn't want to die around family, people who'd grieve for me while alive. They'd be in tears and then I'd be in tears and I don't want to go out depressed and damp. But I wouldn't want to be alone, either. If I'm alone when I die, then am I alone in the afterlife too?
Rather, I'd want to die alongside my family. If we all die next to each other in some terrible accident, then I'm assured we move onto the afterlife together. No one's left behind, and we continue forward in some other dimension.