Aloha and welcome aboard!
Good to have you posting
here. I've done the sail to the mainland you plan to do and in fact the Navy
paid for it back in '84. Joint Travel Regs was a good thing to research
If you'll be retiring first then that may not apply. Again, there is some research
I retired from Pearl Harbor in '91 and was quite involved with the Oahu
sailing community prior to that time.
Post your questions in the appropriate forum/thread here and you'll get lots of answers.