Boy do I identify with this. I hate flying. It scares me every time. (Pro tip though: Xanax or Klonopin help.) The only reason I do it is because I can't bear the thought of missing out on the adventures. Being controlled by an irrational fear is not how I want to live my life.
Amusingly, my partner is (somehow) even more afraid of flying than I am, so if we're together, I find myself in the role of caretaker, and that makes it easier too.