I wouldn't bother. Head down to the water and toss in the mast. Check for leaks. It should float easy-peezy. If it's sealed, you shouldn't find yourself ever turtling.

You can take the easy way out on the chips in the bow by simply filling it in with Marine-Tex, sanding and polishing it down.

I would ditch the rollers on the trailer. You'll get soft spots on the bottoms of the hulls. Find your self some pvc sewar pipe and cut 1-2 foot long half-sections. Line them with outdoor carpeting to make cradles.

Other than the deck lips over the hulls, that's a rather familiar looking boat. <img src="http://www.catsailor.com/forums/images/graemlins/grin.gif" alt="" />