Okay, I think I've narrowed it down to these 2 bags. I have owned both (in different colors)before and I have just sold my Large Black Leather carly because it turned out to be too big for my needs. I really want to find an everyday bag that fits my wallet, juice box, cosmetic/first aid bag, snacks, keys and maybe squeeze in a light outfit for my son. All I do is go to the park everyday, run errands and take an evening class a few times a week. I love the Ali, but did not like Whiskey....I keep wanting the Legacy bags in white...I know it's not practical, but I love that color! I also really like the Chili Carly.....help!