Freedom and adventure are motivational factors in private aviation and I think that's what is driving you to embark on the aforementioned journey. However though, ask yourself some serious questions in relation to your competencies to undertake the anticipated adventure flight.
Remember that gravitational forces have no mercy when it comes to aviation failures. After two years of not flying, you're basically going to start all over again. To keep things simple, I would advise to do the following:
1- Get an instructor to help you get back to the aviation ecosystem.
You need to refresh on both theoretical knowledge and practical flying aspects. Part of it will be flight planning.
2- After your engagement with an instructor, do some local flying first to build up your confidence of flying alone.
3- If you're not quite sure, get a pilot friend to fly with you.
The essence is to appropriately address the underlying risk factors and avoid the potential threat of becoming part of aviation statistics.
Your narrative is a clear indication that you're uncomfortable about your aviation competencies. Flight planning is really a simple task that a pilot must be able to accomplish. If that's not the case, you are subjecting yourself to avoidable risks.
Enjoy and be a wise pilot. Stay on the ground if you are not fit to fly. That's a simple rule.
WP