Elena, I admire you. You're one of those moms who is so organized and always has snacks and water and everything. I'm lucky if I have a diaper in the car. I usually just leave everything in the car and figure I'll go back there to get a diaper if I need it. When I go to playgroup, I will actually get things together and pack my cooler bag--it's a good sized one. So I might throw a couple diapers and an extra cover or maybe two AIOs, plus our food and bags for diapers and trash. I might remember wipes, I might not. I don't take cloth wipes out. Half the time I forget wipes and I just use a napkin and water. Even with cloth, I don't change as frequently when we are out.
Anyway, if I am bringing diapers and wipes, I throw them in a canvas bag with my water bottle and camera, and sling it over the other shoulder.
This past summer we were going to concerts in the park and had to park a little ways away from the park and carry everything. One night I had my cooler bag and two collapsible chairs hung over one shoulder, my baby in the sling on the other shoulder, and I picked up 5 year old up and carried her under my arm for awhile because she was walking so slowly.
Normally I just travel very lightly.
But now that my daughter is older, it's getting harder unless she is sleepy. She is going to be 1 on Tuesday and is about 19 lbs and over 30" long. When she starts twisting and really trying to get out, I end up taking her out and letting her get down, but she can't walk yet. She gets so dirty lately from crawling all over the place. I guess it wouldn't be any easier in a stroller other than she can be strapped in the jogger stroller, but she'd cry and be unhappy so that wouldn't work either.
I do enjoy using the jogger stroller for walks. I started using the backpack and I've decided with the uneven terrain I end up walking on, and the hills, it's easier on my knees and I get a better workout if I use the stroller.