Everything We’re Packing for Memorial Day Weekend

With the unofficial start to summer only days away, our minds are already blissfully slipping into vacation mode and, by default, outfit planning. We’re reaching for crisp shirting, breezy dresses, and cool, tailored separates that can be worn on repeat and styled myriad ways. To help you kick off the season in style, we put together five looks that will carry you through the long weekend—no matter where it takes you.

Dôen Dress, goop, $328

Backyard BBQ

Settle into summer’s laid-back vibe with an airy, do-it-all dress in ocean-blue plaid. We love the sweet neckline and short, slightly puffed sleeves. Pair with grass-friendly flat sandals and an easy cardigan to toss over your shoulders when the sun sets. The most important plus-one? A foolproof hostess gift. These olive-leaf napkins echo the outdoor setting, and she’ll be sure to use them all season long. And if you want to go a little bigger, tuck them into an Hermès wine basket with two of your favorite bottles (it even comes with two crystal glasses).

Clambake

A New England–style clambake calls for a classic red-and-white color story. We’re enamored with these Audrey Hepburn–inspired capris in the season’s standout poppy-red hue, and they’re all the more exuberant when paired with the matching gamine-style jacket. Tie a silk scarf around your waist and for a little extra oomph, finish it off with a pair of ruby-red sandals and gleamy gold jewelry.

GWYN Marney T-Shirt, $295

Boat Day

For a day on the water, anchor your look around seafaring stripes, like this marinière-inspired tee. Pair it with equally preppy pieces, like white denim shorts, a cozy cashmere knit in deep navy, and classic sunglasses. Things to stow in your tote: sun protection (in both mineral cream and hat form) and a vibrant string bikini so that you’re ready to take the plunge when you drop anchor.

Strolling Around Town

Pared-back separates with a feminine touch will carry you from lunch and shopping to sunset cocktails and beyond. This ruffled top from Dôen is a perennial favorite, especially when paired with a directional, detail-rich skirt (see the asymmetric pleats and utility-style pockets) and diamond-adorned huggies. Chic shades, an elegant flat sandal, and a petite basket bag add to the relaxed sensibility.

goop Sag Harbor

GWYN Jordana Dress goop, $525

Beach Day

Dive into bright summer whites for the ultimate seasonal refresh. A crisp poplin shirtdress doubles as a cover-up when you hit the sand (and provides a nice counterpoint to your sun-kissed glow). Wear it with bold optic-white sunglasses, a graphic paper-woven hat, and pearly-hued sandals. Then cap the look off with a beachy jewel and a bold pop of color—this bright green tote ticks all the style boxes and quite literally carries it all.