Worst case scenario, Enterprise rents F250's for $55 a day unlimited miles. Rent one for a day to practice maneuvering the trailer and then rent it again to move the boat. Several people I know rent them to tow their race cars to the race track on the weekends.
Best advice I can give for backing a trailer is to put your hand at the 6 o'clock position on the wheel, look over your shoulder or in your mirrors and move your hand in the direction you want the trailer to go. Make small movements and don't be afraid to pull forward, straighten out, and try again. It really isn't that difficult.
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