Join Date: Feb 2000
Location: Annapolis, Md
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It is much harder to learn to sail well on a multihull. There simply is less feedback than on a monohull. As Paul has noted, you are physically able, then the absolute best place to start is in a dinghy. If you are not especially as physically fit then a used 26-28 foot, comparatively light, fin keel spade rudder, production sloop is the best place to start.
With all due respect to Sailingdog (and you will find that sailors rarely agree unanimously on anything) I would suggest that the only boat on his list that would really make sense for a beginner is the Catalina 27. I too have sailed or owned all of the boats on his list and feel that most are not as responsive as is ideal to learn to sail well. The others will have a steeper learning curve.