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In addition to the fee, you will be assigned a pilot who will be in control of your boat for the 1-day passage. You will also need 4 long lines and 4 line handlers which can be hired locally, but cruisers often take turns helping each other.
The time of the year will be dependent on how it fits into the rest of your sailing plans. Circumnavigators often transit in Spring after spending a winter in the Caribbean and after the South Pacific Hurricane season is over. You'll want to time it to work with the conditions of the oceans you are coming from and going to.
It's a bit expensive, a bit of a hassle and takes a bit of time, but when put in the context of major passage making on a boat that size, there is no reason to let it be a barrier.
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- thanks.