I travel with two computers and external drives (as well as Bose Headphones, books, change of clothes and such). My favorite was an actual hiking backpack but it broke too. I tried a Targus, Ogio, Gravis, and others. Those are now being used by my children because I didn't like them for whatever reason or they didn't work for me. I'm not lugging my Zero anymore, my Tumi isn't big enough, I'm tired of getting yelled at for my Jensen Rolling Hard Case being too large, and I'm gettng old and don't care much about brand name anymore so I feel like I'm downgrading but...

I've been using three lately depending on the trip, a Jansport Mullet (maybe no longer made), Jansport SuperBreak TCX9 (2280 cu inches), and a Ebags Macroloader (2300 cu inch). The Wife has used a JanSport Exchange (biggest one I've seen 2400 cu inch). They all fit my HP DV 8000 series plus my other smaller laptops with a lot of room to spare. My favorite, is probably the SuperBreak or the Exchange.

Take one of those backpacks plus a Rolling TravelPro Duffel and I'm good to go. Not the highest quality brands but they've worked for all my laptops and drives and junk. And I've actually gotten the JanSport replaced through their warranty