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If I lived on the South Shore (eg., Great South Bay) I would seriously consider a multihulled sailboat as the water can be pretty skinny there and the wind tends to be better in the summer season. You can't beat their speed and stability on flatter water with a monohull - Chuckles & the Dog will attest to that.
That said, I have seen LI Sound so whipped up that even a 50' mono hull's motion could be described as 'snappy' when the swells are running 6' and close together in 40+ knot wind. In weather like this I would only want to be on a big mono hull or safely on shore. Of course a huge multi huller would be pretty stable too but would not be an entry level boat due to cost.
Good luck with your research.
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"The cure for anything is salt water~ sweat, tears, or the sea." ~Isak Denesen
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