Well, if you travel alot, I'd go with the keepall. Especially since prices are soon to go up, and it's a more expensive item. Also, not so common on the secondary market. You could go secondary market for a speedy b. If you don't do mon mono, of course.
Now for speedy's if you choose that route! I absolutely love my 25b! I am also much larger than you, at 5'7" and 160#, BUT, that bag fits everything I carry. And I don't have any issue getting in/out of the zipper opening either. However, I don't wear many rings on my hands. If you do, then I'd recommend the b30 for sure. I don't think anyone's mentioned that point, but yes, if you wear alot of hand jewelry, it may be annoying in a 25.
FWIW, I typicallly carry in my 25b:
H bearn wallet
H medium Karo - makeup and mirror
2 H calvi - store cards and gift cards/receipts
sunglasses
car key fob
reading glasses ( ugh!)
And I can also still fit a shawl, scarf. or light long sleeve athleta type after gym shirt, small umbrella, and small water bottle. But then she's stuffed haha!
HTH!! Good luck!