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25 foot is about as small as I would go with a couple and 2 small kids. Bigger is obviously better, but with a $10k max budget, the bigger you go the worse shape it's likely to be in. I am not quite so adverse to you considering a boat with an outboard. Wife and I cruised all over LIS and southern New England in a Pearson 26 back in the 80s. Don't get hung up on a particular make and model. Lots of boats were built in the 70s and 80s that will work for you. See what you can find.
 
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