Whether or not you ride a bicycle, you can appreciate the low profile design of the Brooks Piccadilly Knapsack (€290; roughly $375). Made from high-quality, vegetable-tanned leather, it features a simple single top flap design, a removable inner pocket for smaller items, and comfy canvas straps. Available in black, mustard, olive green, and our favorite, mandarin.
Keep your everyday goods dry inside the Chrome Pawn Rolltop Pack ($170). Constructed of weatherproof 1000 denier Cordura with an 1800 denier military-grade tarpaulin liner, if features a rolltop closure that accommodates a wide range of load sizes, dual waterproof compartments, external pockets with stainless steel hardware, mounting loops for things like carabiners or bike lights, and ergonomic shoulder straps. Note: also works great as an unassuming cooler.
Get your gear safely from point A to point B with these Barbour x Jack Spade Bags ($250-$500). A collaboration between the Manhattan-based haberdasher and the legendary British outdoor clothing maker, these bags feature stylish utilitarian designs, and are made form the same waxed canvas material as Barbour's outerwear, enhanced by details like Italian leather straps and handles and custom brass hardware. Available in messenger, travelall, coal bag, and briefcase styles.
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.