The America works well for touring. The optional Triumph foot boards are a sure fit, but you might have to slightly reshape the optional rocker shift if you get that too. As for bags, whatever you choose, you will find that Easy Brackets
http://www.easybrackets.com/
are worth their weight in gold, especially if you also get the carry handle. With these, the bags are locked to the bike and, with a twist of the key, they lift off. No unsightly braces are needed.

I'm pretty sure that Memphis Shades makes a windshield that fits the America and Speedmaster. The Missus had one on her Lowrider and it worked well. The nice part is that they have an easy off/on feature.

I have been able to directly compare her Dyna Lowrider and my America and I like the America better. It runs smoother, is at least as fast (faster than an 88 twincam, dunno about the 96) and handles better.
If you do end up going with HD for some reason, take a test ride on a Softail as well as a Dynaglide. You will find that the B engine is a lot smoother because it uses balance shafts like the Triumph twins.
I have run my America over 900 miles a day and my eyes were more tired than my butt. I don't think I would enjoy it as much on my Night Train.


Let's hope there's intelligent life somewhere in space 'cause it's buggar all down here. -- Monte Python