Re: 21' Santana or 21' Venture Macgregor?
For daysailing the 21' should be fine for you and your family. For overnighters it would certainly be possible but not the most comfortable. If you pick good weather, the cockpit can be used to sleep in and gaze at the stars.
I say get the one that is in the best condition for the price. Which one has nicer sails?
The Macgregor looks like a more open cabin to me.
Small is beautiful, simple, cheap, and easy......
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