I had a 03' Ford F250 diesel, it was fine for pulling a big boat (36'), but the mileage was a bit poor (without the boat). Now I have a 06' Dodge Megacab Diesel (that is one big ass truck !). Loaded up a program from Superchips.com and get 15-16mpg around town and up to 24mpg at 75mph highway. Love the truck and it will fly
Pulls the 36' like a dream. I definitely recommend the Dodge over the Ford, more power and more interior room. If you are pulling a boat over 27' for any distance, get the diesel. If you are pulling a load under 7000#, a gas engine will be ok, but be sure to spec a rear gear between 3.90-4.11 to keep you from puking the tranny.
Most importantly, be sure you have a set of brakes for each axle on your trailer, it is law for all new trailers to have a bake on each axle. The lawyers will eat you alive if you ever crash into someone and you don't comply with the new brake law. Did I mention that I hate lawyers