At first, shopping for an everyday handbag seems simple, but it can be a challenge with so many silhouettes to try. Bucket bags, crossbody bags, oversize totes, and even belt pouches—the list goes on.

The ideal shoulder bag has three must-have components: a strap long enough to comfortably hold close to the body, enough space to carry the essentials and then some, and the durability to withstand ...