Join Date: Feb 2010
Location: Narragansett Bay
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When buying a larger, more complex boat, I find it takes the better part of a season before feeling like you really know the boat. A week at a time would be torture, IMHO. You will absolutely require a local captain or boat manager to deal with 'things' when you leave. I would keep her as close to home as possible for the first season.
Then, if you are set on keeping her year-round in the BVIs, hire a delivery crew to get her there (my rough estimate would be $10k for pay and provisions and that assumes the boat doesn't need upgrades for an ocean passage). It would even be a great learning experience to go along.
If you really have the time to spend a week every month and a half in the BVIs, you may be the first legitimate candidate for the Moorings (or other) charter/ownership program. Drop a downpayment and sail for free with zero maintenance or management worries.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.