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Rebuilding a trailer to fit a boat can be expensive, and it will never be right. I would STRONGLY recommend that you will be way ahead by selling the old trailer and buying a new one that fits the boat perfectly.

Since you are in FL, you are lucky. You can buy a Continental galvanized keel roller trailer, (called tilt-frame models) locally, and for an excellent price You have two choices in the CV-8 model - 6'-8" overall width, or 8'-0" overall width. Take your pick. I use Continental exclusively, since i believe they are absolutely the best trailer you can buy and configure for a classic Whaler.

Here is a photo of the Continental trailer I use under my classic Outrage 19.

http://smg.photobucket.com/user/lgolt...5063845346
Note that the cross members are straight, needed for that particular hull. But for the 18 Outrage, you want the "V" cross frame, hence the CV-8 designation. With the 8 doubled up Stoltz 12' keel rollers on SS shafts, the boat will be extremely easy to launch and retrieve. The side bunks (order 2 x 4 x 5') only are for stabilizing the boat laterally on the trailer. They carry no weight. If you want brakes, order the Tie Down G-5 discs.