Friday, March 20, 2026

We’re Going Somewhere Fun And This Is Exactly What We’re Packing

If you’ve been thinking about ocean waves, the golden sun, and Mai Tais, you’re not alone. Spring break is upon us, and many will be jet-setting off to tropical destinations like Miami, Cancun, and St. Barths. But the planning doesn’t end with booking a ticket—a versatile vacation wardrobe is just as important.

If you fail to plan ahead (or accidentally skip a whole section of your packing list, like yours truly), you’ll end up stress shopping instead of lounging in a poolside cabana. I’ve learned my lesson, and now gather inspiration ahead of time by scrolling through my favorite style stars’ feeds.

Hailey Bieber, Paloma Elsesser, and Kendall Jenner have all give us major inspiration, showing us what a chic resort-ready rotation looks like. The secret is stowing pieces that work across multiple plans (think: a white maxi skirt that transitions from exploring local shops to dinner). Not only does it make getting ready a breeze once you land, but it leaves extra space for souvenirs. Best of all, a few key outfits can cover your entire itinerary—from brunch to beach.

But just because they’re multi-purpose pieces doesn’t mean they’re boring. In fact, many pull from this season’s latest trends, including woven handbags, two-tone jewelry, see-through silhouettes, and wedge heels. They’re not just for your trip, either—each style seamlessly integrates into your everyday spring collection.

Whether you’re packing your bags or simply manifesting sun-kissed vibes, the below five spring break outfits are worth snagging. They’re practically begging for a vacation photoshoot. 

Breezy Brunch

The right outfit is just as much a part of brunch as your favorite matcha latte. A billowing maxi skirt and coordinating mini blouse keeps the look elegant and versatile, while simple thong sandals ensure comfort.

Sand And Surf Style

The ultimate beachside duo? A mesh dress and barely-there bikini. Elevated accessories like a woven tote bag and rectangular sunglasses add the perfect finishing touch.

Island Shopping Spree

One of the chicest ways to wear lace-trimmed satin shorts is with a graphic tee—while a pair of sandal pumps takes the look to a whole other level. 

Tropical Dinner Date

Wine and dine your style with a draped scarf top and pleated maxi skirt. This unexpected combination is both sleek and relaxed, carrying you through whatever spring break plans follow next.

Paradise Cocktail Hour

Lean into the glitz and glamour of it all with a sequin blouse made for turning heads. Easy, straight-leg denim and strappy sandal heels complete the look.

Like what you see? How about some more R29 goodness, right here?

Wedges Are Back—Here’s The 2026 Way To Wear Them

Capris Are Back—Here’s The Cool Way To Wear Them

'90s Minimalist Goth Is Spring's Unexpected Hit

How It Girls Are Styling Capris This Spring

NEW YORK, NEW YORK – JUNE 21: Hailey Bieber seen in West Village on June 21, 2025 in New York City. (Photo by Aeon/GC Images)

If you want to look effortlessly polished this spring, then don’t sleep on capris. The cropped silhouette has made a triumphant return, with designers like Isabel Marant and Versace including the preppy trousers in their spring/summer collections. And while a calf-grazing style will always channel the likes of Audrey Hepburn, Grace Kelly, and Sophia Loren, a new age of It girls are ushering in the 2026 trend.

Bella Hadid, Imaan Hammam, Elsa Hosk, and others are modernizing the cropped fit, offering professional-chic ensembles to evening glamour looks. Better still, the range of capri styling proves there’s no single way—or occasion—to wear the versatile bottoms. So, whether you’re strolling through an art gallery or going on a bike ride, the sophisticated pants have you covered.

An array of lengths and cuts is also up for grabs, flattering different body types and heights, from petite hourglass figures to lengthy silhouettes; the right pair of capris is just around the corner. You can find the style in various fabrics, as well, including smoothing spandex and elevated crepe.

The popular pants even coordinate with other trending wardrobe picks (think: kitten-heel sandals, Y3K sunglasses, and cropped leather jackets). Essentially, investing in a pair sets you and your closet up for fashion success.

If you’re as eager as I am to try capris this spring, then look to the following style stars for peak inspiration. It’s easier than you’d think to pull off the sleek, vintage-inspired pants. 

The Cool Biker Girl

Bella Hadid

Lean into the edgy aesthetic dominating spring mood boards with a sultry sheer top and soaring stilettos for the perfect date-night look.

The Sky Blue Accent

Add a pop of blue for an instant outfit pick-me-up. A statement belt cinches the waist, while wide-leg capris bring movement to the ensemble.

The Soirée Silhouette

LONDON, ENGLAND – JUNE 30: Rochelle Humes and Marvin Humes attend day one of the Wimbledon Tennis Championships at the All England Lawn Tennis and Croquet Club at All England Lawn Tennis and Croquet Club on June 30, 2025 in London, England. (Photo by Neil Mockford/GC Images)

An all-white ensemble isn’t just elegant, but it’s surprisingly simple to recreate. Grab your favorite monochromatic pieces, sprinkling in luxurious onyx accessories for a striking contrast.

The Layered Look

Spring’s fluctuating weather calls for smart layering, much like a suede bomber jacket and crochet cardigan. Dainty Mary Janes and a frame purse keep things feminine and light.

The Retro Aesthetic

NEW YORK, NEW YORK – JUNE 21: Hailey Bieber seen in West Village on June 21, 2025 in New York City. (Photo by Aeon/GC Images)

Playful polka-dot pants make for an instant head-turning look, whether headed to brunch or a girls’ night out. Reach for closet basics, like mini sunglasses and a luxe gold watch, to ground the look.

Like what you see? How about some more R29 goodness, right here?