You don't have a small crew, a small crew is one person plus you. With 3 people aboard, you would need a 33 or 34' boat
, with 4 a 36' boat
minimum, and then only if it is laid out right to begin with. What boat do you have or expect to have?
It sound like you have some experience, but it is hard to gauge how appropriate it is. I can't even guess how committed you crew might be. Rather than going down the coast then having your only way back be a long bash to weather
or 2 very long offshore
passages maybe intimidating some of you crew into bailing out try something a little closer to home and little more restrained in scope
It's a 1-3 mo affair. You are remaining in country removing all boarder crossing issues. Everyone speaks English
. The west side of the island will provide plenty of challenge. The shorter trip means a bit less prep work. If anyone bails they aren't out a lot of money
getting home. If everyone bails you are close enough to your support base to potentially recruit enough people to finish the trip and not be stranded. This trip will give you a lot more experience skippering, it will give you a taste of ocean sailing and it will let your crew figure out if this is really for them. On a trip like this you can probably knock 3' off the length of the boat needed, I know someone who circumnavigated the island on a Cal29 with 3 people on board. A smaller cruise
like this would be a good stepping stone to the cruise you want to do.
If you do want to go ahead with the big cruise the references
you want to consult for routing and timing are World Cruising Routes by Jimmy Cornell, and Ocean Passages of the World by the British Admiralty.
The Atlas of Pilot Charts
for the N. Pacific would also be very useful. That and a whole list of interesting publications is available at Maritime Safety Information
. The layout of the site isn't immediately obvious, the drop down menu top center shows you a list of publications that are available for download.
Once again, what boat do you have lined up for this? More advice would be dependant on that.