Quilted Saffron Baroque Large Bag

Small enough to fit in a purse or bag, this tiny umbrella by Totes is the perfect rainy day companion.

Cole Haan crosses off practical style with this effortlessly wearable style. Crafted from leather with easy-access pockets, it's city ready with your favorite day looks.

Shoulder this chic silhouette from Lauren Ralph Lauren and go from deskside to date night in a snap. Sumptuous, textured leather blends modern polish and heritage panache with sleek hardware, while the surprisingly spacious interior stows wallet, phone, keys and makeup.

Every laid-back look deserves some fashionista flair, like this irresistible crossbody from Kipling. Crafted in sturdy nylon with plenty of pockets, it offers hands-free versatility and is sized-right for the essentials.