Join Date: May 2007
Location: Glen Cove, NY
Thanked 118 Times in 110 Posts
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Since you are working in the summer, my vote would be for the Gulf. Lots of choices for the winter - Keys, Bahamas, Caribbean.
At your size and price range, you are looking at a project boat. Expect to put a lot of time and money into it before its ready for a "blue water" passage.