For livability and versatility, I really like my MacGregor 26X. And the swing keel/rudders are ideal for the Bahamas (shallow draft, beaching, etc.)
Narrow enough to tow anywhere without a permit.
And the 50hp (or larger) outboard allows you to get out of the way of snotty weather, or reach a safe haven alot faster/easier than your typical sailboat.
Stock MacGregors are rather spartan, but many folks "enhance" them. Some extensively (as in my case).
If you don't care about trailering, or motoring, there are *alot* of better boats to choose from, but IMO it strikes an excellent balance between sailability, motorability, livability, trailerability, and value.
If a man speaks at sea where there is no woman to hear, is he still wrong?
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Cruising the Baltic in 'Merihiisi', a 1979 Westerly Berwick Ketch