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At your age, you would be neglectful to NOT do it.

Trawler 32' would be great for a close couple, sailboat would need to be 34-36' or well laid out. Lot of places on the bay, some more tolerant of liveaboards. A bit further out/away from the big boat not Baltimore but pasadena or aberdeen/Harve de get the idea.

All the best. The wife and I did a year on a Beneteau 36CC, then I did a year on a Marine Trader 36 double cabin (about twice the space of the Beneteau) working in the DC area on and off, while living in SW Va. Then we did a Hunter 42 that was really roomy, and the wife LOVED the full size berth in the aft cabin, AC was an arm length away.

Do it. Now.
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