It's pretty comfortable. My girlfriend really likes it 2 up. It is almost as wide as the sundowner (for her comfort) but costs significantly less and looks better IMO. Go for it!
I don't know, just day trips so like 200-250 mile day. I'm going to be riding from Philly to Houston on it towards the end of august. It's been comfortable thus far, but I suppose this upcoming trip will be the true test. I can update you later if you like (and I can remember).
I have been to Sturgis twice with this seat.We travelled 500 miles each day for 2 days both ways and rode about another 1000 miles for the week we were in Sturgis.
Pillow top is top notch IMHO. I get a lot of compliments about the looks. The only problem is that the passenger gets too comfortable and goes to sleep.