Welcome to CF Fiji!
100% on here dream, 10% go. Which are you going to be?
I think you need to get a plan that will allow for changes. such as, if you can't crew on a boat, take lessons, buy a boat and GO SAILING, that is the best experience. If you aren't comfortable on a lake in a little boat, you won't be on a bigger boat out of sight from land. Heck, buy a used sunfish, laser, etc. and teach yourself to sail. But if you try that, be prepared to laugh at yourself and you WILL get wet.
Having said that there IS more to sailing well than hoisting a sail and making the boat move through the water
. For the finer points hang around a marina and talk to people who race
, you'll learn LOADS about sail trimming and getting the most from the wind
I could go on, but you get my drift, if not ask away!