That would be a comfortable and fun ride. I have experience with using my dump truck to pull the boat to the launch so I think I would do fine behind that. Oh, if you think people get cranky over others taking their time unloading their boats just think of the looks when your trying to turn a 26 ft truck and an 18 ft boat around in the parking lot to back up into the water. Hey when you gotta go fishing nothing stops you.
I’m currently driving a Freightliner Columbia model at work. It has tandem rear axels and can haul 16 tons of bulk fertilizer. It also has, no kidding here, 800,000+ miles on it. Very durable.