Our 26-foot Bounty
New Moon is not new, not really a trawler, but is a heavy diesel-powered cruiser. She has traveled some 78,000 road miles by trailer, and 40,000 nm on the water, mostly on the Inside Passage. She cruises happily at 6 knots, or at 16-18.
Loaded for a long summer cruise, she weighs nearly 12,000 lb on her triple-axle trailer. We tow her with a 3/4 ton Dodge diesel pickup. The combination works well, even in the mountains. I personally would not want to go wider or much heavier.
Sea Sport Aleutian 2600 is built new, and roughly comparable.
As mentioned above, a 29-31-ish Ranger is towable with a 1-ton dually and permits.
P.S. New is nice, but meticulously maintained may be a fine choice.