When it comes to airline travel, you basically have two options: carry on whatever you can fit in two bags, or leave yourself at the mercy of airline luggage handling. Now you can carry a whole lot more when choosing option one thanks to the Air Boss Bag from Red Oxx ($225). It features a three-zip design that has straps to keep your clothes tidy until your arrival, two outside compartments, and a center compartment roomy enough to hold shoes and workout attire. Or you could just take your chances at baggage claim.
As we get older and start making more trips abroad, it has dawned on us that we really need a better way to keep all of our travel documents together. The Hartmann Belting Leather Travel ID Case ($75) fits the bill perfectly, with its tall stance and clear ID window. Along with your ID or license, it also has room for your passport, airline tickets/boarding pass, and any other scraps of paper you might need.