Mine will be like many other posters -- we are frugal at home to afford the things we do. We rarely eat out and never fast food (where I live diners are cheaper and better). I have always had a small wardrobe, and many of my clothes are used or vintage.
My daughter has a competition in WDW every year (cancelled the past 2 years due to covid) so the trip was a must-do. That said, it was not our only comp trip and there were classes and outfits to be paid for too. But by going every year, you find a lot of things that you dont have to do every year...and if you did them every year, they might not feel so special.

All of our trips are at least 8 days, and most closer to 2 weeks.
- we stay at a Value resort, which we prefer because we see green grass as soon as we step out the door (much better than stepping out to winter, which is what we would have at home)
- we only do 1 TS per trip, exchanged a couple of years for a fireworks dessert party, and only at place we love (like Boma)
- we have food in the room so we dont waste money on expensive snacks, and only eat breakfast in a park or at the resort food court on days where we can actually eat a full breakfast...otherwise we eat in the room while getting ready. We often buy kids meals, or share an adult meal. My husband prefers burgers most days -- just a burger, he hates fries.
- we only get 4-5 park days and we get WPF&M so we have the same number of water park days (which are some of our favourite days)
- we only buy a couple of souvenirs each year and they come with us on every trip. Those became our Disney clothes because for the most part that is the only place we wear them.
- when our trips creeped up to 2 weeks, we realized how much of our budget went to food and we bought a very nice but less expensive timeshare for half of the trip.
- we dont try to do all of the other parks. Some years we went to SeaWorld or Universal, but never both, and most years we did neither.
- I do the rental car like it is a mission. Some years I was able to get Alamo vouchers through Airmiles but sadly they dont have those anymore and rental car prices are much more than they used to be. I need to change my strategy for the next trip
Our favourite and most memorable trips are not the most expensive ones and our favourite things in our house are neither new nor expensive -- seriously, the house is 100 years old and old vintage furniture actually looks better than new . I guess my husband and I both had some rough times growing up with sick family members and other things that money couldnt fix. We just appreciate having the time to be together as a family.