Hellobee Boards

My tip is to roll your stuff up so when you look in you can see the tip of all the rolls and access things without unpacking, as nothing will be 'under' anything else.

I agree with rolling everything up. I have the Skip Hop Via which is smaller than the Bento, but it works well for us. Think about how you really use stuff. I just realized that I don't need more that 3 diapers (2 AIOs and 1 disposable...takes less space and I never use the sposie), cloth wipes + tiny spray bottle of water (less space than a wipes case), 1 wetbag, A&A blanket (doubles as nursing cover), 1 burp cloth, a change of clothes for LO (something that packs smaller than what she actually wears out), and my personal items. You may use everything that you listed, but I found that I was way overpacked for our normal, everyday outings.

That's not a lot at all! I used to carry a lot of stuff but realized I didn't use half of it.

I'd suggest keeping your stuff out of the diaper bag and using a small separate crossbody bag. This way, if you have to leave your diaper bag, you don't have to dig your stuff out of it.

I'm queen of over packing. DH always hates that we have such a heavy diaper bag.... but he doesn't complain when I always have everything we need no matter what!

When LO was little we used the 31 utility tote. I loved it because there were lots of pockets on the outside so things were easy access and I could find things quickly. Now that LO is older I don't have to carry as many diapers with me, I don't need burp clothes or receiving blankets, and my load is a lot lighter.

I CD and use a coach diaper bag, and it has always had enough room (I do the rolling thing as well). I carry 2 pocket diapers, wet bag, small cloth wipe pouch, A&A blanket, nursing cover I even add a second change of clothes, 2 swim diapers, a rash guard and a towel for him for when we go swimming.