I haven’t read the entire thread so hopefully I’m not just repeating what everyone else has done. When I bought my Arab, years ago, the old owner told me they had done some competitive trail with her husband and his horse, so I knew he’d been on the trails quite a bit, but she didn’t mention and I didn’t ask if he’d gone out alone much. Turns out, he hadn’t. The first year I owned him, we went out with company and that was fine. Once in a while I’d pony my old mare along with, and ride one halfway and then switch and ride the other home. That worked pretty well. The next year, we boarded at a different place and it didn’t work very well to take the mare along, so we tried to tough it out. It was ugly. He’d be great going away from home but as soon as you turned around, he’d be nuts - 17 hands of dancing, prancing 14.2 Arab. I gave up on that pretty quickly, which was probably a good thing because I wasn’t as good of a rider as I thought I was. Fast forward 2 years. I"m going nuts because the only times we could ride out of sight of home were in company, which I rarely had. We moved to another barn, much bigger, with a LOT of trail riders. The first few months we rode in company, got used to the trails and being out in the open again. Then I had some time off from school where I had time to ride but rarely had anyone to ride with, and decided to suck it up and solve the problem. We would walk, or later trot, away from home. Before we got too far away, we’d turn around. If he accelerated or acted stupid, we’d head back out again. Ride away, turn around, continue toward home as long as he was good, head back out if he was naughty. We started in December, riding in company when we had it and doing a training session if we were alone, and by the end of the following summer I had a horse who could canter toward home politely. Now, years later, he still prefers company but I can take him out by myself, daydream and watch the clouds and go pretty much anywhere, and he’s safe and trustworthy. Not sure I’d put him in the trailer alone and go to the state park by ourselves, but on our local trails he’s 100% confident. It took patience, perseverence, and some guts.