My poor canvas/faux leather tote is beginning to wear out. I bought a Brahmin wallet on NAS and was really impressed, so I've been looking at Brahmin for replacement totes.

I would use this bag to carry:
My rather large water bottle (kleen Kanteen)
My 1st gen iPad
Heels, on some days

I prefer the divided pocket that my current tote has, and I absolutely need something with structure. I can't get things in and out of a slouchy bag easily (although I love slouchy handbags...but this one needs to be a bit more practical...)

This first one is a satchel. It has a detachable crossbody strap and a divided pocket, but it's not huge (reviewers assure me my ipad will fit). I love the white, but black might be more (boring and) practical...
http://shop.nordstrom.com/s/br.....el/3143953

The second one is a tote. This one is roomier but comes only in bright orange...which, oddly, would probably go with most of my stuff (I have a high tolerance for color mixing. I have a red coat and dark burgundy/oxblood handbag) and would transition to fall reasonably well, since orange matches the fall foliage! The down side is that it's one giant pocket.
http://shop.nordstrom.com/s/br.....te/3153034