Yeah, many of the responses seem to say people are allowing things to keep them from going out more. I say grab some gear, get in your vehicle, and go, man.
Live out of your vehicle for a few days, urban or rural or back country. It's all part of traveling and getting somewhere. Find out what your limitations are, what you need more of, what you'd like less of, and how to do it all more to your liking.
Waiting for just the right circumstances means you're going to be waiting longer and doing a lot less than others who are getting out there now with what they have. Take your kids with you. Take a day off from work on one of the three day weekends so you have four days to explore. Save a few pesos out of each check and put it aside just for a road trip, even if its just for overnight. Drink a six pack or two less and put that money aside. Get a job that includes traveling to different places. I did that for eight years and drove around the country constantly living out of a van, with no home or apt, camping and exploring all over the place.
I agree too with
@Ripley1046 above, in what he says he picked up from Roadkill. Don't worry about making your rig, or chuckbox, or trailer, or whatever else the best it can be before you get moving. Camping and 'overlanding' is about getting out there and using what you have to the best of its ability, learning along the way. Doesn't mean you have to climb rocks or ford deep-assed creeks, or get muddy as all get-out. I actually avoid most of that. Nor does it mean you have to have the slickest looking rig with overland bling (jacks and shovels and extraction/recovery stuff) hanging all over it for others to see. That'll eat a hole in your budget quicker than anything.
I know people who have worked really hard at getting things just right before they go out, building platforms, attaching stuff, then find out it doesn't work at all the way they want, or that they actually don't like living outside so much without the conveniences of home. It's a big part of why you see so much gear for sale that's hardly used. Get out and explore, man.
I understand responsibilities and how they can hinder adventure and exploration. I've gone bonkers sometimes for longer periods than I like, not being able to get out there and wander because I'm taking care of a little one or an elder who can't quite get out anymore. That's when you plan the next big journey. That's when you make little steps in doing things you can afford. That's when you set aside little bits here and there.
Instead of concentrating on what keeps you
from getting out there more, perhaps re-phrasing it more positively and concentrating on what you're
doing TO get out there more will help make it happen sooner.
Before you know it, you'll be packing up for an overnight somewhere. Then for a weekend or longer trip.
See you out there somewhere, someday!