What Jessie Wore

Jessie's Spring Break Suitcase

This season, Jessie took a quick trip to Miami with her daughter, Clementine, packing pieces to wear from poolside to dinnertime. See how she styled her favorite spring styles on repeat.

Shop Mimi in White, Hadley in Dune

Mimi Dress

Mimi is the most versatile midi — a no-brainer for springtime travel. Jessie styled hers with our Hadley sandal and a Theodosia strand for an outfit that feels pretty all day long.

Shop Eura in Green Gingham, Hadley in Dune

Eura Skirt

Jessie's obsessed with spring's Green Gingham checks, worn here for a day spent poolside. We love how the pattern plays with her leopard-print suit — a power-clashing masterclass.

Shop Chantal in Floral

Chantal Blouse

One blouse, two ways, both perfect. Jessie wore Chantal with denim cut-offs for a day at the pool, swapping the shorts for a Horror Vacui skirt for fancy dinner.

Shop Chantal in Floral, Hadley in Dune

Hadley Sandal

Hadley was Jessie's spring break hero. The sweet bow sandal's neutral Dune hue helps them pair with any outfit, and their padded footbed keeps them comfortable.

Shop Hadley in Dune