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The Classic Messenger Bag Doesn’t Get Any Better Than This

Messenger Bags are a great alternative when you need a bag with quick and easy access. Also known as courier bags, messenger bags have a long history with bike couriers, mail carriers and even riders for the Pony Express.

Below, we’ve featured a few messenger bag options designed for modern times while keeping the classic features such as the cross-body straps and flap closures. The latest iterations of these bags, however, now feature premium fabric choices, water-resistant materials, and easy-access pockets to for smarter organization.

Built for comfort and convenience, these bags come in different sizes and color options and can hold everything from your laptop and smartphone, to water bottles and wallets. Choose from a modern-day messenger bag, a retro messenger bag-style with vintage looks or a durable, 100% cotton canvas messenger with metal accents.

1. Timbuk2 Classic Messenger Bag

Timbuk2’s Classic Messenger Bag features a new refined look, updated fit and smarter organization. The inside features a waterproof liner and corner wings made to keep water out and an internal water bottle pocket keeps your water secure and in place. The inside also features internal pockets that are made to balance the weight of your bag. A fully adjustable shoulder strap with a permanent, super comfortable airmesh strap pad for increased comfort rounds out this best-selling bag.

PROS: The buckles are partially concealed behind the messenger flap for a more refined but just as secure closure.

CONS: There are no quick-access pockets on the outside.

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Courtesy of Amazon

2. Leaper Retro Messenger Bag

The Leaper Messenger Bag is a crossbody bag made of a soft and durable canvas material with faux leather decoration. This bag can either be carried by the handle or the adjustable shoulder strap, and can fit a slim 13″ laptop sans laptop sleeve or case. This messenger bag also includes several multifunctional pockets scattered throughout the bag for convenience. The Leaper Retro comes in seven colors and medium and large sizes.

PROS: The buckles on the top flap open and close easily, keeping all your belongings secure.

CONS: The bag is not waterproof.

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Courtesy of Amazon

3. Sweetbriar Classic Messenger Bag

The Sweetbriar Messenger Bag has rugged vintage styling while offering durability for all-purpose use. The bag features an extra-large main compartment and front and side pockets that are big enough for all sizes of water bottles. Made from 100% cotton canvas with metal accents, this bag is durable and will easily fit most laptops from 13-15.6 inches. The bag has been updated with a top handle for easy pick-up portability and a shoulder pad for added comfort.

PROS: The front flap features a secure velcro closure.

CONS: This bag has no structural support.

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Courtesy of Amazon