We to live south of Boston, have been going to the lake for 20+ years! we're fortunate to have purchased a home on the lake 4 years ago, but spent many weekends trailering when the kids were little, certainly a real pain! Then, rented a slip for 12 years, had many boats, would definitely recommend that you buy as big as your budget allows, you'll need your space. Feel free to pm me if you have any questions.
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