I have owned a Jeep grand Cherokee, A Dodge 3500 diesel and 2 Toyota Tundras(one 2001 4.7 v8 and current 5.7 v8).
The Grand Cherokee transmission fell out of it while towing a small enclosed trailer. I have heard of several others with trans problems and WOULD NOT recommend it to anyone. for what its worth mine was an older 1994 model but still left a bad taste in my mouth.
********Next had the 2001 4.7 tundra! LOVED the truck! Had plenty of power and had decent gas mileage! Would recommend trying to find a used Tundra in the 2001-2006 yr range as they came with the 4.7 and were a little smaller than the current body style!**********
Had the need for a larger truck so got my 3500 Dodge dually with the cummins deisel! Pulled my 30 ft enclosed car hauler with race car, mobile shop and all spares needed to race anywhere we went! Averaged about 50,000+ miles a year pulling and I think would be overkill for just a bass boat!
When I "retired" from racing, and didn't need the dually anymore I knew I wanted nothing other than another Tundra! That thing is a beast, and there is a reason that they sponsor bass tournaments and series allover....They know they can pull any boat any competitor has for many, many miles!
***Disclaimer- I do not work for any automobile company, never have, and never will.***