Hire a plane (suggest the familiar 152) for a couple of hours (prob after a checkflight), think of somewhere different to fly to similar to what you've experienced before but not somewhere you've visited before and JFDI.
Once the nosewheel is off the ground the fears will disappear as you get down to problem solving. Once on the ground the other end you will either think (a) that was easy, what was the concern or (b) stuffed up this that or the other, how do I stop that ? Either way you have to fly back...
And once down you'll be reaching for the diary for the next booking