Join Date: Mar 2010
Location: SF - South Bay
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Re: Best used cheap blue water boats 30-45ft
bfloyd4445, part of the problem is your size range and price range - you need to narrow things down a bit. Also, there are many capable bluewater boats, and in the end it will be your sense of aesthetics to decide on the final selection. For example, my favorites are Cabo Rico and Hans Christian. In particular for you an HC 33 could be a good choice.
You mentioned speed - as you may know, the longer a boat at the waterline, the faster she is.
Personally I would focus on 32-38 feet, also looking up to 42 feet - the first part of that size range should be easily single-handed; boats up to 42' can be set up to single hand, but as everything is bigger, it is more difficult. And different sail plans (e.g Ketch) also effect this, so there are always "outliers" which could be excellent choices, but you need to narrow down the search initially, and 32-38 is a good starting point.
What I would do in your place - which is a totally awesome place to be in - money and desire for a new boat - is to start visiting brokers; walk around yards; research, research research! The more you build up your knowledge base, the clearer your decision will become.
Finally, as you narrow down your search, your focus will shift from a shortlist of boats you like to a final selection based on price, condition, and equipment installed/required. These factors will end up have just as large an impact - even larger - than a particular manufacturer.