Jim have you considered Central America?
Belize is a lovely place, they offer a retirement visa that is worth looking
into.
Islands are expensive they don't particularily like americans,but they sure
like our money..

To answer your question.. take a month off and go for it.. then leave the
boat in the USVI and go from there. might look at puerto rico as a long term
base as well..



On Mon, Oct 19, 2009 at 10:14 AM, jim sims <[email protected]> wrote:

> I'm currently in Charleston, SC and my GF is 'stuck' here for family
> for a few years yet, but we are interested in looking for property in
> the southern Caribbean to eventually move to.  So, the dilemma is how
> to best/cheapest do that will maintaining home base here for a while.
> We're looking for advice or other options - here's what we're
> considering:
> 1) Sail the boat in that direction a week or so at a time, leave it
> wherever we get to, fly home, then fly back to the boat a few weeks
> later, repeat till we get down to the windwards, then repeat at a
> slower (movement) pave, stopping to scout each likely island.
> 2) Sail the boat straight there (say, St Vincent) and then proceed as #1
> above
>
> distant third choice) Fly to each likely island in turn and spend a
> week looking around
>
>
> My biggest question/concern is how to find a safe place to 'leave' the
> boat for a few weeks at a time in between our visits to move her
> (costs at marina vs lack of security anchoring out, etc)
>
>
> We'd appreciate any reasonable advice from folks on the list - you can
> reply to me directly and I'll summarize unless you think everyone
> would be interested int eh answers...
>
> Thanks!
> jim sims
> s/v Nekkid Joy III
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