Were it me, I would get a 2500 or 250 series truck with a gas engine around 6.0L. for a trailer that long and weight. I towed a 26ft Sunnybrook TT for quite a few years with a Dodge 2500 with the 5.9L gas engine and it was just about all it could handle. When I got our present 30ft Sunnybrook with a GVW of 10,000lbs I had to get a bigger truck and went to a F250 with a 7.3L diesel.
Both of those trucks were used as a daily driver when not towing for quite a few years. The ride was not bad and I enjoyed driving both of them.
Barney