I've been bringing my black B with me for my New York work trips for years now. I'm not precious with it - I stuff it under the seat, stick it in security, etc. I like using the B for work travel because it holds a lot when I'm in transit, works well in the office, and is fine for casual evenings out. It's 12 years old and barely looks used. In fact, I probably use my B more for work travel than anything else. Togo leather is heavy but it's a real workhorse - I don't know if I'd want a B in anything else.
I spent three weeks in Europe with my Evelyn and found it great for those purposes - crossbody is the way to go and the pocket held my iPad mini. I did use an insert and clipped my travel wallet to it so I wouldn't have to worry about pickpocketing. I did recently get an Halzan, however, and may switch to that for my next vacation trip. The one downside of the Evelyn is it's too casual for evenings out, and I like having the clutch option. We'll see!
I spent three weeks in Europe with my Evelyn and found it great for those purposes - crossbody is the way to go and the pocket held my iPad mini. I did use an insert and clipped my travel wallet to it so I wouldn't have to worry about pickpocketing. I did recently get an Halzan, however, and may switch to that for my next vacation trip. The one downside of the Evelyn is it's too casual for evenings out, and I like having the clutch option. We'll see!