I have painted a couple of trailer sailed boats with the roll and tip method and they came out beautiful and looked like they had been sprayed on....but it was much different than you have described.
First off, we painted the hull sides using this method. We used 6" long foam rollers to apply the paint and tipped with a dry 4" semi soft brisseled brush. First we primmed with 2 coats of primmer and then applied the color coats with the foam roller. The area covered went from the deck/hull joint to the water line stripe and was about 1 foot wide. Then we tipped that 1 foot wide area from top to bottom in one smooth, light motion 4 inches wide, moved over and tipped another stroke and then the last stroke...repeat, repeat. Do not re-tip. The next coat we tipped horozonily. Roll about a 4' wide area top to bottom, tip, move on, repeat. Sand out any blotched areas smooth, repaint, re-tip and done.
Buy good rollers and a NICE 4" brush. We kept a proper solvent dampened rag to wipe the tipping brush off on if it built up paint on it and dried it on a dry rag. By "proper" I mean the proper solvent for the type and brand of paint you are using. We also painted our boats on a mid 70 degree days.
The flat deck areas we either rolled with small rollers or brushed. No tipping. Maybe you can tip on wider flat areas, we just found that we didn't need to tip most flat areas.
Prep is everything when painting!
Good luck, Ray
