awww, yea it can be a little nerve-wracking at first - but then you just get used to those little hiccups and the next time you expect and prepare for them:) theres a LOT of great travel hacks that I've learned over the years, and they really really make things so much easier. if you're traveling on a budget (aka not luxury travel), it never really gets easier - you just get used to it and beat it to the punch! ;p
here's a really great article by hostel world about just a few of these you learn to pick up over the years:
https://www.hostelworld.com/blog/every-single-travel-hack-you-will-ever-need/
some of my personal favorites are to ALWAYS pack lots of ziplock bags (they're useful for lots and sometimes hard to find), make copies of passports/important documents /credit cards etc (not just copies but keep in email!), pack just a backpack (saves soon much on baggage fees), and find friends using couch surfing or even apps like tinder, haha! theres a lot you learn over the years - would love to hear some of yours!
yes, ryanair can be a pain - but its sooooo cheap, and to be honest, I've played by their weird rules and always gotten away with being too scarred ;p