F250 should handle the load very well.
Towed some pretty heavy boats with smaller vehicles, a 26ft IO with a bronco2, and I've moved the ariel with my explorer.
Decent brakes on the truck and trailer make it easy, loading the truck will help a great deal, move what you can from boat to truck. Wouldn't take either boat/truck combo on the freeway, and stayed away from high-traffic areas, but it can be done.
IF you decide against the pull, try talking to a mobile home setup company, they are well equipped for moving trailers, worked for one up in ceder springs and we moved boats all the time, one I remember was a 55 foot steel hulled river queen houseboat, huge load going down the road. If you have the permits, it'll save you a bit of cash, most setup companies charge like triple for the permits.