The Long Weekend Edit: What to Wear from the Dock to Dinner

There's something about the last weekend in May that just feels like permission — permission to finally pull out the whites, pack a cooler, and let the weekend stretch a little longer than usual. Whether you're spending it on the water, at a backyard gathering, or strolling through an Old Town farmers market before brunch, Memorial Day weekend is the unofficial starting gun for summer. And we think your wardrobe should be ready.

This year, we're leaning into navy, ivory, and white — a palette that feels at home wherever the weekend takes you.

The Sweater You'll Reach for Every Morning

Every great long weekend starts with a slow morning, and slow mornings call for the right layer. The Sail to Sable Flag Intarsia Sweater in White is that layer. Spun in a soft cotton blend, it's the kind of piece you throw on over a swimsuit for an early walk or pair with linen trousers for coffee on the porch. The intarsia detail is classic and understated — a nod to the season without being overdressed for 8am. Cool summer mornings don't stand a chance.

For something with a little more coastal personality, the Salty Crab Sweater in Navy is a fan favorite for good reason. The crab motif hits that sweet spot between playful and polished, and the relaxed silhouette makes layering a breeze. Wear it knotted over a sundress at golden hour or with your favorite white shorts after a day on the water. Either way, it's a mood.

The Dress Edit: From Sunset Sails to Seated Dinners

A great summer dress does the heavy lifting all weekend long, and this season, we've stocked the floor with pieces that genuinely work from noon to midnight.

The Patty Kim Cassie Dress in Navy/White is the one everyone will ask about. A square neckline, wide straps, a softly gathered midi skirt — it moves beautifully and photographs even better. The crisp navy-and-white stripe is timeless coastal dressing at its best, and the woven belt keeps things polished without any extra effort.

If you're in the mood for something crisp and clean, the Dolce Cabo Poplin Zip Dress in White is your answer. The collared neckline and flutter sleeves add structure and femininity to a simple silhouette, and lightweight poplin keeps you comfortable even when the humidity creeps up. Pair with espadrilles and gold jewelry and you're done — no overthinking required.

The Duffield Lane Jada Dress in Navy/Seaside Linen Stripe is our pick for the laid-back afternoon. Easy cotton tank silhouette, a flowy midi skirt, linen-inspired stripe — it goes from beach bar to boardwalk without skipping a beat. The kind of dress that makes summer feel effortless.

And then there's the piece we collaborated on ourselves. The Sail to Sable x The Lucky Knot Classic Sleeveless Knit Dress in Navy/Ivory is a wardrobe staple born from one of our favorite partnerships. The classic tunic silhouette, updated in a comfortable ponte, is the kind of thing you'll wear on repeat all summer — and feel great in every single time.

The Shorts You'll Live In All Weekend

Not every moment of a long weekend calls for a dress — and these two make a very strong case for that. The kind of shorts you throw on in the morning and never want to take off.

The Vineyard Vines Herringbone Every Day Short in Jake Blue Vineyard Vines upgraded their classic with a subtle herringbone texture, a more flattering modern fit, and just a touch of stretch — 98% cotton, 2% spandex. At 3.5 inches, it's the short that works from the boat to the bistro without skipping a beat.

The Southern Tide Leah Short in Classic White is the warmer-weather essential. Super-soft peached fabric, a clean 3" inseam, and that signature Skipjack embroidery — simple, sharp, and versatile enough to go from a morning boat ride to an evening cookout without changing.

The Accessories That Pull it All Together

A thoughtfully chosen accessory can make an outfit feel complete — or give a simple look something to say for itself.

The Crab Ball Cap is coastal charm in hat form. A bold red crab embroidered on a crisp white front panel with a sky-blue brim — it's playful, it's summery, and it will see you through every sunny afternoon of the season. Lightweight cotton and an adjustable strap mean it works for everyone.

For effortless polish without the effort, the Mock Sweater Wrap in Navy/White Stripe is the secret weapon in your summer wardrobe. Draped over the shoulders, it gives you that classic layered look — structured, put-together, undeniably preppy — without any of the bulk. The kind of piece that makes you look like you planned your outfit much more carefully than you did.

And for the bag: the Shell Raffia Bag is the summer tote you'll carry on repeat. Natural raffia, a shell detail, beautiful texture — it adds warmth and ease to everything from a sundress to a simple white tee. This is the bag that lives in your car all summer and somehow always looks intentional.

Shop the full Memorial Day edit in stores and online -  and wherever this weekend takes you, enjoy every minute of it.

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