Tom:
How about a week charter in that paradise she is yearning for to set the hook deep...
It will also give her confidance knowing a professional skipper ( not that you are not ) is in control of the whole boat handeling/navigation thing the first go around as well.....I would have had to do that if I would not have started mine out slowly power boating. Its still to early to tell if she will ever cross an ocean.
Something like this ought to do it.