Best Bet: Marc by Marc Jacobs Shoulder Bag

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As the weather turns sunny and warm, a hands-free bag is ideal for navigating music festivals, flea markets, and other outdoor activities. In a chic shade of indigo, the not-quite-black, not-quite-blue hue is versatile year-round. Featuring interior credit card slots, the bag fits all the key essentials, nixing the need for a wallet. And for evenings out, simply ditch the strap and it converts to a sleek clutch.

Marc by Marc Jacobs Jane on a Leash textured-leather shoulder bag, $230 online.