I'm sending my horse off for training in the next few weeks. He's been on a trailer several times and traveled fine, but he's always had his buddies with him. I'm not 100% sure how he will handle it. And I don't have shipping boots or anything for him. I was wondering if I should get some or just put on some over reach bell boots since he's not used to the shipping boots. It will be about an hour trailer ride.
I don't wrap, but occasionally I'll use bell boots. For inexperienced horses I think the key is to get moving. Have everything checked and loaded and ready to go. As soon as you get the horse on the trailer, climb in the truck and go. The horse will be too busy thinking about keeping his balance to try anything stupid.
I'll load them and drive them around the block (well, a mile or two since blocks are pretty huge out here) several times (done with foals with mom and then as soon as weaned) so that they learn that the trailer isn't a noisy horse eating box they'll never get out of. By the time they are ready for a trainer they are used to trailering solo or with company. You might want to do a couple short "practice" rides....just 5-10 minutes.