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Old 10-20-2011
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Many boats can work well for single handing. Equipment is more important, particularly for sail handling in a boat that size. Roller furling genny of course. A roller furling main is nice (as long as it works well), or a Dutchman system (or good lazy jack system) for the main. The ability to reef the main from the cockpit is important. And an autopilot essentially gives you the "second crewman".

I single hand my 33 footer regularly. Roller furling genny, main with Dutchman system and reefing from cockpit, autopilot. The hardest part is getting back on the mooring alone if the wind is up. Sometimes takes a couple of tries. I also bring it into the club dock alone and that requires planning and experience to do well.
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