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If you're buying new, sit on them both at a boat show before deciding. I had been looking at buying a Beneteau 323 for a while. The boat seemed perfect. On check-writing day, the dealer took us around to a 343 before showing us the 323 one last time. The man knew his trade, because the Admiral felt claustrophobic in the 323 and we bought the 343.
If we ever decide to move up, it will be for more than an extra couple of feet. I imagine we'd end up doing a 40-footer.
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