My wife and I fly once a year, always in the winter to somewhere WARM!!
This year was Costa Rica. Hawaii many times. One of our sons lived on ST Croix for several years so would go to visit there a lot.
I know that the airlines have totally messed up the fun of traveling. Extra $$ for checked bags, carry on bags, food, etc.
We watch for upgrades when possible so have been able to fly first class about half the time we fly. That is well worth the extra $$.
Very seldom do we fly with checked baggage. We try to find a place to stay that has a washer and dryer, if not there seems to be laundry services that are fairly cheap. In Costa Rica we used a laundry service that cost $4 US for a weeks worth of clothes. Saved a few hundred bucks on rental place by not having washer and dryer.
I found a carry on bag that the laptop fits in and also got some of the bags that you can roll the air out of. Twice the amount of clothes fits in that space.
https://www.amazon.com/dp/B0DSPTX5JC?ref=ppx_yo2ov_dt_b_fed_asin_title&th=1
https://www.amazon.com/dp/B07PLHBVZQ?ref=ppx_yo2ov_dt_b_fed_asin_title&th=1
We do mail stuff home quite often.