Most of Tumi's luggage and bag designs fall into the "conservative" category. The Dror x Tumi Backpack ($600) is surprisingly anything but. Designed by Dror Benshetrit, this expandable backpack can also function as a tote or briefcase simply by moving the straps around, and also offers a front zip pocket, a front open pocket, a back pocket that doubles as strap storage, a top zip opening, an interior laptop pocket good for carrying computers 15" and smaller, a media pocket, a zip pocket, an open pocket, a card pocket, and an interior key ring. The angular, architecture-inspired details on the front are just icing on the cake.
You don't have to be a handyman to appreciate the work-ready ruggedness of the Best Made Co. Gear Bag ($240). Built from #8 navy waxed canvas with a black ballistic nylon bottom, a rigid, impermeable waterproof core, and gray canvas interior, it offers kevlar handles, solid brass hardware, grommeted lash points for securing oversized tools or supplies, dual interior pockets, a full-length snap exterior pocket, an interior D-ring for keeping keys nearby, and plenty of room for gear, no matter where you're heading.