—Kat MerckCuyana Classic Easy Zipper Tote for $298: This lightweight Italian leather bag is a fashionable and practical choice for commuting if you don’t need a lot of space or compartments. Just like the System Tote, you can personalize it with snap-on accessories, such as a tote insert or an adjustable strap that attaches to its D-rings. But when my mom handed down her well-loved Le Pliage tote, I finally got it. Tory Burch Perry Tote for $395: The Perry Tote is another one of those designer bags that transcends trends and functions as a fashionable work tote. You can wear it four different ways: as a tote, handbag, crossbody, shoulder bag, or even a backpack.