I've only ridden at night once on a tour. I hadn't planned well, finished a book around dinnertime, and had nothing to read that night - unthinkable! I rode a couple of miles to a shopping center and bought something at a supermarket.
I had brought a bike headlight. I thought I'd need it. It was very inconvenient for reading. I had to set it on my chest or shoulder. It constantly slipped off.
Now I carry a head light (a light that fits on my head) for reading - not a bike headlight. If I ever find myself needing to ride somewhere after dark I'll use that. I'll figure out some way. But riding after dark is not part of my normal touring procedure. I'm usually in my sleeping bag by then.