We have sailed a reasonable amount (and been down to bvis at least 6x), and yet we still always ask for a skipper for the first day as we know there is always a ton to learn on any boat. The fact that you are showing a strong respect for the boat, and some humility probably puts you in the top 10% of many bareboat charter groups! the people that would scare me are those that are overly confident. I highly doubt you'll have any issue. Hope you have a great time
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