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· Captain Obvious
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I have helped bring a couple of sailboats back from that area. In both cases ( one was my boss, another was a coworker ) they ran out of time and the weather was less than optimal the days they were coming back.

I suggest that you make a plan B to leave yourself open to the possibility of leaving your boat someplace nice - there are worse things - and then doing the return over a weekend or two. That way you can spend your vacation time exploring and having fun. :)
 

· Captain Obvious
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I'm sort of averse to sailing into inlets for that reason. Making the turn in with 20 knots wind if you are constricted can be stress inducing so I will just motor in.

There was a pretty nice south wind yesterday for you and it looks to continue.
 
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