Join Date: May 2006
Location: Sarnia ON
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Vans in my opinion you should be looking at least a 27 foot boat. They are really not much harder to learn on or single hand than a 22 footer and have many advantages.
You will have some accommodations for over nighting or even a week or two. The boat will be more stable, less prone to heeling, at least suddenly so your wife will be happier.
You will likely have an inboard which is much nicer and can keep your batteries charged.
I would not be too concerned at this point about what is a capable offshore boat. Since I started on this board about a year ago it just amazes me how many new sailors ask about this. "where can I take lessons and what boat should I buy to sail around the world next year." A bit a of an exaggeration but not much.
Have fun, you have lots of boating experience so it should come easy. If you can, find someone to race with, great learning opportunity.