14 Stylish Ways to Get Around the Big Bag, Little Bag Dilemma

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Photographed by Angelo Pennetta, Vogue, June 2019

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You’re a multitasker, always on the go and juggling work, gym, family, and social life. You really need a commuter bag to schlep your stuff to the office, but you don’t want to be bothered with anything but the essentials (wallet, phone, lipstick) when you run out at lunch or meet up with friends. You really need (okay, want) two bags. Do you have to compromise or choose when it comes to big bags and little bags? Market Editor Alexandra Gurvitch offers a definitive no. “It’s just a question of prioritizing your investment,” she says.

Maybe you want to splurge on a luxury leather carryall—think of it as the statement coat of bags—that makes your morning commute a little bit easier. Alternatively, you might opt to keep things simple and chic, with a monogrammed L.L.Bean Boat and Tote, and go all out on a gem of a mini bag that’s all about fun and less about practicality. Can’t choose? Follow this guide to make like Goldilocks and find a combination that suits you “just right.”

Mixed Media

A commuter tote that’s washable? Yes, please! Pack it with a yoga mat and a woven leather mini bag for a change of pace.

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James Perse Loma large slouchy canvas tote

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Bottega Veneta mini BV Jodie bag

Strap Hangers

Slender straps add sophistication to a ladylike tote; a wider one emphasizes the trendy cross-body silhouette.

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Saint Laurent large leather shopping tote

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Coach camera bag 16

Touch and Go

Texture adds a special touch to any bag, whether it’s a carryall that has work to do or a more decorative night-out-on-the-town mini that tucks under the arm.

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Mansur Gavriel pleated tote

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Staud Amal zebra bag

Classics for the Win

Redefine a win-win situation by pairing classic bags in different sizes.

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L.L.Bean Boat and Tote

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Gucci 1955 horsebit small shoulder bag

Shine On

Metallics can be worn as neutrals. For contrast, limit the bling on your second bag to the hardware.

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J.Crew State bags Graham metallic tote

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Burberry mini quilted-lambskin Lola bag

Opposites Attract

Have double the fun by pairing a goes-with-everything black bag with a fluorescent one that goes pop!

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Medea Venti Prima leather tote

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By Far mini leather shoulder bag

Tried-and-True

Stick with what you love, like familiar materials and silhouettes that you instinctively respond to.

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Baggu giant pocket tote

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Prada re-edition 2000 nylon mini-bag