Join Date: Feb 2000
Location: Annapolis, Md
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If you are really looking for a trailerble boat that won't heel much then I think you probably are looking for a trimarran. As others have noted heeling is a part of sailing and I know of no trailerable monohulls that don't heel a whole lot more than a well designed non-trailerable. By their very definition, what makes a trailerable a trailerable is a limited beam, and a limited draft, and a limited ballast weight, in other words all of the things that make a monohull stabile.
If you learn to sail well, you can minimize heeling some by proper sail trim, sail choice, and reefing when the time comes, but you will still heel on a trailerable far more than a properly designed boat that is not designed to be trailered.