Ill be honest as a 40-50 year old.. people of my generation and below do not look at debt as people older than us. Yes credit cards are more prevalent (hence why lay away used to be popular and isnt now). I know my parents used to put money aside every week so we could have a trip like disney, or my mom would work (back when we were still in the single earning days), or my dad would put in tons of ot or work a second job so we could go.
Ill never forget my dad telling me he worked a second job to buy my moms wedding ring. Today people just put it on credit.
Yes im using glaring generalities and this doesnt apply to everyone.
Gen X here. (And Virgo lol.) I've been in plenty of debt and no debt. The amount of debt I had at any given time was no reflection on me as a person, my character, my values, etc. It is what it is. It's better to not waste money on interest if possible. Sometimes it's not possible. Sometimes it's totally worth it or no big deal. Sometimes it gets out of control.
After working 3 jobs in my 20's and probably still not cracking $30K, someone will have a hard time explaining to me why they are better than I, and can't or "shouldn't have to" do that. Some people are born with silver spoons. Some have to pay their dues and work their way up. That's life.
Re: Disney: first trip in the late 1990s: 4 day FL Resident tix, $35 motel on 192, cheap buffet next to the motel, McDonald's on site, went to the Poly one night to ask if it was ok to get a table just for dessert just to experience the place. 10 year wedding anniversary trip in 2017: AP's, Grand Flo, V&A. That's life.
My secret to make Disney more "worth it" is my Chase Visa card. I use it for my business, and I get a lot of points. (In fact, the dinner at V&A was 100% on points - or I couldn't have justified spending that much money on one meal.) That makes the crazy resort prices and the parking fees more affordable. When I can pay for tickets, room, and some food with points, I can easily justify spending some cash, making the whole thing actually quite a value and easily affordable. The points are my "savings" for our (typically short) trips.
I regret nothing. The good times and memories are worth it, and no one else pays for it but me/us. Tomorrow isn't guaranteed.
Donna Summer is awesome forever.