Just took a trip into the mountains of NC this weekend. This bike is a comfortable ride mainly because of the position the rider has on the bike. The seat is a little flat so it wont have all the padding that most cruisers have. The wind is going to be a factor, but this is a naked bike, your going to feel the wind. It's not unbearable and if you're cruising in the 70's or 80's just hug the gas tank. I do not have a wind screen and do just fine.
One thing I would suggest is to get a full face helmet, it will help out a lot with the wind in your face, and on a naked bike it is going to be your only face protection.