I think the Thruxton recently got slightly higher bars, so maybe you should sit on one and see how you like it. The T100 is beautiful, especially in person. If it were me I'd get the Scrambler, but that's based mostly on looks. I wouldn't take it anywhere more extreme than a mild dirt road.
My father has a Bonneville America, and while I hate the ergos and handling of a cruiser, I do like riding it. The new Triumph twin is a sweet engine. Plenty of power from almost any RPM. The America has the 270 crank, and I think the power band might be a little lower.
Fit and finish is top notch on dad's America. The paint and chrome are beautiful and shine up nice.
Problems: His needs brake pads and a disk (after 18k miles, not the longest life).
It also needs a CDI, which is expensive ($600), but I'm not sure how common failure of those is. Initially the dealer thought it was an air/fuel problem, so they removed the air injection or something, but it still ran crappy. But don't let it scare you, I haven't heard of too many of those failing. It's probably because he washes his bike with too much water pressure!
Go ride all three "modern classics," if they'll let you. They're great bikes and I think you would really enjoy one. If you can swing it, keep the Honda though!
