Rough and tumble. That phrase best describes our Roosevelt Leather Pilot Bag — and the man it’s named after. Inspired by Theodore Roosevelt, a relentless adventurer who once rode with the Rough Riders, explored uncharted rivers in the Amazon, and governed a nation with the same grit he showed on the frontier, this bag is built for those who live boldly.

Crafted from rugged water buffalo hide, the Roosevelt is ready for any journey — whether it’s across state lines or far off the map. Four buckled exterior pockets echo Roosevelt’s own need for readiness in the field: quick-access spaces for the things you need on hand, just like he might’ve packed letters, maps, or a compass before heading into the wild. Inside, there’s room for a 15” laptop from a cushioned laptop section, plus plenty of zippered pockets for flight plans, journals, or the tools of your own trade.

The Roosevelt Leather Pilot Bag carries you in classic style — from backcountry trails to boardroom tables. Just like its namesake, it’s made to last a lifetime and then some.

To carry your bag for years to come, remember to clean and condition your leather every few months to prevent cracking or buildup.