Inspired by the military-issued bag given to all paratroopers on airborne operations, these Goruck Kit Bags ($200-$250) should be more than capable of handling your gear on your next trip. Built with highly water-resistant materials each of the two available sizes — the 57L CIVVY and the 84L MIL — features a small internal pocket next to the main zipper for holding smaller valuables, an external open pocket at the end of the bag for easy access to newspapers, books, and snacks, and the MOLLE webbing system to allow for customizability. Available in black, sand, or camo.
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.