Personally, since you have experience, get a larger boat. A good friend of mine and his girlfriend live on a Columbia 34, and it's quite roomy inside, good headroom, beautiful galley, woodstove, etc.
Of course, you would need some schooling in offshore sailing and navigation, etc.
... something I can only dream about at this time. I do, however, camp aboard my boat all year round half the time. Sleep better on the boat than at the house.
Best of Luck!!!
Water is Life
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