We've always loved the aesthetic of messenger bags, but since they're often designed to carry a whole lot of stuff at once (including large laptops and cameras), they do tend to be on the bulkier side. If your mobile work setup is slimmer and more iPad-oriented, you'll appreciate the Shinjuku messenger by WaterField Designs.

Named for the famously bustling Tokyo district + travel hub, this agile and unobtrusive messenger bag is perfect for navigating crowded city streets and packed commuter trains. And yet, despite its compact form, it doesn't compromise on style or functionality whatsoever.

The Shinjuku comes in two sizes:

1. Compact ($229) — Fits an iPad up to 11".
2. Full ($239) — Fits an iPad up to 12.9" and a MacBook Air up to 15".

Both sizes come in your choice of traditional or X-Pac waxed canvas — each paired with a premium full-grain leather front flap — with the latter option being a high-performance fabric that manages to combine durability with water-resistance while remaining lightweight.

In addition to the built-in padded sleeves for the devices listed above, you also get ample storage space for all your daily essentials, with a variety of pockets inside and out that offer easy access to oft-reached-for items like your phone, transit pass, AirPods, and more.

The front flap, secured by strong magnets, includes a zippered pocket for items you need to grab quickly. Inside, you'll find a main compartment with additional pockets, a key hook, and a stretchy water bottle pocket that retracts when not in use, striking a balance between space and organization that many larger bags miss.

In short, the Shinjuku messenger is a compact yet capable everyday bag that's versatile enough to handle all your commuting, city exploring, and weekend errand-running needs. Check out all your buying options at sfbags.com.