My Trophy was the best bike I ever owned for the first six weeks. Then it went totally to crap. Mine was a 2013 model. They've had plenty of opportunity to get things fixed since then, so I can't really give the latest Trophy a bad recommendation.
I had four major failures in about eight months. At the time I traded it for my second CTX1300, the Trophy needed a new computer and a head replacement. I hope they have the issues fixed because that was an incredible bike when it ran.
The Trophy is a very different ride when compared to the CTX. The Trophy has a lot of nice features like the cruise control and the electrically adjustable wind screen. The Trophy has better saddle bags than the cheap stuff Honda put on the CTX. But the Trophy bags lean forward enough that all your stuff wants to fall out when you open the lid. I prefer the seating position on the Trophy.
If my Trophy had been reliable I'd still be riding it happily today. As it is, I won't buy another Triumph product for at least a few decades. The bike left me stranded twice due to electrical issues. I had two more issues when the engine light came on and I had to get the bike all the way to Lexington for service. On top of that Triumph treated me like I was stupid. They treated me like some dumb hillbilly.
My experience with Honda has been much better. I think these two CTX1300s are the best bikes I've ever owned in terms of actual usefulness. They aren't as exciting as the Trophy or as cool as the Harley, but they do what I ask them to do when I ask them to do it. These CTX1300s are the best highway bikes I've ever owned. I can go all day in comfort. I don't get knocked around by trucks and crosswinds. The ergonomics of the bike fit my body well. And I can go from here to New Jersey without worrying that I'll be stranded.
If you are still interested in the Trophy you should look for more recent experiences than mine. It's hard to trust the forums because the Triumph die-hards make all kinds of excuses for less-than-stellar reliability. I have to believe most of the issues have been fixed or the bike would no longer be on the market. I'd be interested in KniteRider's review of his Trophy now that he's had it a while.