While I have some appreciation for the 'go for it' attitude, my personality type is more of the 'if this happen then I will do this' attitude. In other words, I plan and research before just jumping in and try to base my plannning on the worst case scenario. Which is both a blessing and a curse. Sometimes one can over analyze an opportunity and miss it.
I do however believe that taking on an adventure such as sailing to Hawaii should take some serious consideration, and a realistic analysis of one's abilities. There are plenty of examples of poor planning that resulted in rescue at sea. Sure, things go wrong even on the best planned ventures, but I don't want to be a bad example!!!
Noworries87 is smart to bring along an experienced captain. The experience will be tremendous, and an experienced captain will not overlook the minor details necessary for a safe passage.
I'm sure there are others that were apprehensive and had similiar thoughts.