20+ Vacation Outfit Ideas to Start Your Holiday Off In Style

When putting together the perfect beach or poolside look, there’s so much more to enjoy than just a bikini or one-piece swimsuit. Chic cover-ups like sultry scarf tops, easy, breezy button-ups, and sarongs are thoughtful additions to add to your vacation packing list. Not to mention, they make transitioning from the water to whatever you have planned next effortlessly elegant.

Apart from any beachside activities, packing and planning for balmy evenings out is equally important when crafting your vacation outfits moodboard. You can go the nontraditional route by pairing Matteau’s little black bikini with palm-tree printed palazzo pants from Zimmermann; you can turn up saturation with a multicolored dress from Rixo, either result will no doubt be fabulously fun. For a more classic pairing, sport Johanna Ortiz’s shell-printed sarong with Zara’s cool knit blouse and a pair of mesh, espadrille-esque slides from Toteme.

Beachy accessories are not to be ignored, either—think shell jewelry from Anni Lu, Julietta, and Éliou or Vince’s crochet bucket hat. For those prioritizing shoes, strappy heeled styles from Reformation, The Row, and K.Jacques are a must-have on your packing list, while Massimo Dutti’s fashion flip flops feel just as polished with denim cut-offs or airy linen pants. As for the ultimate finishing touch? That’s a covetable raffia tote, of course, with It buys from Saint Laurent to Marni.

Your holiday starts off in style with these 20+ vacation outfit ideas, below.

The Metallic Bikini With a Silky Slip Skirt

Thanks to Alix of Bohemia, this vacation outfit captures that bohemian spirit we all know and love—and associate the summertime with. Complete the look in Oséree’s multi-colored metallic bikini and a pair of gold strappy sandals from Mango.

Oséree

lumière colorè embellished bikini

Alix of Bohemia

Lyra floral-print crinkled-silk maxi skirt

Alix of Bohemia

Stevie embellished floral-print shirt

The Crochet Maxi Dress With a Woven Beach Tote

This summer’s style mantra? The more crochet the better. Zara’s maxi dress strikes the ideal balance between simple and sultry, while a pair of raffia slide sandals from Loulou Studio are masterfully minimal by design. Eilaf’s woven beach tote works for any summer scenario, whether you’re seaside or sticking to the city streets.

Loulou Studio

Hades leather-trimmed raffia slides

Chan Luu

Maris pearl leather necklace

The Floral-Print Two-Piece With a Chunky Raffia Sandal

Dainty florals, a shirred bodice, and a flattering bandeau fit make this two-piece swimsuit from Toteme a must-have in any warm-weather wardrobe. Style it with Faithfull the Brand’s muted striped pants, Birkenstock’s chunky raffia sandals, and Marni’s mini woven tote.

Toteme

shirred floral-print bikini

Birkenstock

Milano luxe raffia sandals

The Crochet Short Set With a Red-Hot One-Piece

Sometimes two is better than one. Take Calle Del Mar’s crochet short set, for example. It’s a one-and-done outfit formula that is low-effort, high-reward. Underneath, layer in Hunza G’s signature terry cloth swimsuit in a fiery red color and then, slip in to Amanu Studio’s toe-ring detailed sandals.

Hunza G

Petra seersucker swimsuit

The Boho-Inspired Swimsuit With a Printed Pareo

When boho meets beach! Everything is getting the bohemian treatment this summer, even beachwear. Eres’s rope-detailed one-piece is the perfect match for & Other Stories’ printed pareo, while a pair of charm-adorned sandals from The Row are totally timeless. Sport this look from the beach to seaside lunches—just make sure you have Dragon Diffusions’s woven tote in tow, too.

Eres

twist majorette belted strapless swimsuit

& Other Stories

printed cotton-voile sarong

The Summer Night’s Halterneck Dress With a Festive Basket Bag

Oh, those warm summer nights! You’re going to need a show-stopping dress to do them justice. Luckily, Missoni excels in that department—and this shimmering halterneck dress is proof. Continue the festivities after hours in The Attico’s embellished thong sandals, Tory Burch’s embroidered tote, and a pair of dramatic shell earrings from Julietta.

Missoni

embellished metallic crochet-knit maxi dress

The Attico

Bes embellished grosgrain-trimmed leather mules

Tory Burch

small raffia embroidered tote

The Woven Tank With a Relaxed Trouser

A relaxed yet refined woven tank and pair of wide-leg printed trousers will match your laid back attitude while on vacation. Complete the look with Ancient Greek’s jelly sandals and a gingham bikini from Posse.

Mango

wide-leg printed trousers

The Broderie Blouse With a Floral-Printed Miniskirt

This summer, all things are coming up broderie, from blouses to midiskirts. Here, try on Sea’s tie-detailed top with Agua by Agua Bendita’s floral-printed miniskirt. Margaux’s crochet-trimmed sandals and a floppy sun hat from Janessa Leone are sweet finishing touches.

Agua by Agua Bendita

Luna Florecer scalloped floral-print pareo

The Knit Midi Dress With a Fashion Flip Flop

This knit midi dress from Rixo is meant for vacation. Its colorful striped pattern is toned-down ever so slightly by a pair of fashion flip-flops from Massimo Dutti and Haight’s chestnut-colored swimsuit. Staud’s rope tote bag fits right in.

Rixo

Sandrine striped open-knit cotton midi dress

Haight

Gaia ribbed underwired bikini

The Chic Cover-Up Shirt With a Striped Boxer Short

Don’t sleep on this pair of blue-and-white striped boxer shorts from Donni, whether you’re wearing them as a cover-up by the pool or with a sleek button-up for daytime adventures. As for us, we love styling ours with Solid & Striped’s eyelet tunic, Loulou Studio’s little white one-piece, and a pair of macrame flats from St. Agni.

St. Agni

tie-up macrame leather flats

The Tropical, Tie-Dyed Dress With a Sequin Basket Bag

Is there anything better than getting ready for an elegant evening out on vacation? Look to Alémais’s tropical, tie-dyed dress, which requires almost no effort at all to make you feel put-together. Styling-wise, all you need is a few statement accessories—like Zara’s sequin basket bag, a pair of metallic sandals from Flattered, and Ben-Amun’s beaded necklace—and you’ll be out the door in serious style.

The Airy Shirtdress With a Minimalist Sandal

Cara Cara’s easy, breezy LWD is light and airy enough to wear as a cover-up at the beach or as a statement piece on a daytime excursion. To top it all off, just add Mango’s leather-trimmed raffia tote, strappy suede sandals from Emme Parsons, and Vince’s striped bucket hat to take shade from the sun in style.

Cara Cara

Raya broderie anglaise cotton midi shirtdress

Mango

natural fibre carrycot bag

The Crochet Mini With a Strappy Suede Sandal

Nothing says “here comes the sun” quite like All That Remain’s multi-colored, crochet mini dress. Elevate the prized piece with a pair of mellow yellow suede sandals from K.Jacques and Paola Sighinolfi’s festive, oversized gold earrings. Meanwhile, Marni’s embellished raffia tote feels right on theme.

K Jacques

Osorno suede slingback sandals

Paola Sighinolfi

Sonora small gold-plated earrings, 18K

The Matching Crochet Set With an Au Natural Ballet Flat

A patterned knit set, like the one below from ESCVDO, is a one-and-done look that requires minimal effort but maximum reward. Wover ballet flats from Staud and Loewe’s raffia-adorned Puzzle tote are added details that help bring the ensemble to life.

ESCVDO

Safi scalloped crocheted cotton top

ESCVDO

Safi scalloped crocheted cotton midiskirt

Staud

Nell crochet ballerina flats

Loewe

x Paula’s Ibiza Puzzle Fold raffia tote

The Billowy Crochet Top With a Sarong-Style Skirt

For lunch by the sea or a casual dinner out, Johanna Ortiz’s printed sarong is a chic choice. Keep it cool and style the shell-adorned staple with Zara’s crochet top and a pair of criss-cross, suede sandals from Ancient Greek Sandals. Stay swim ready by wearing Hunza G’s signature swimsuit underneath.

Johanna Ortiz

Kené printed cotton-voile pareo

Hunza G

Celine one-piece swimsuit

Ancient Greek Sandals

Ikesia suede slingback sandals

The Poolside Pant With a Little Black Bikini

A poolside pant, like this fringed, terry-cloth pair from Zimmermann, is a perfect alternative to a pareo. Sport Matteau’s little black bikini on top and to finish off the look, slip into a pair of mesh espadrille-inspired flats from Toteme.

Matteau

floral-print triangle bikini

Toteme

mesh leather espadrille mules

The Sweet Striped Dress With a Two-Toned Strappy Sandal

On any given vaca, the more dresses the merrier. A.L.C’s striped, asymmetric style is lightweight yet luxurious—and unlikely to take up much room in your carry on. After sunset, accessorize with Reformation’s two-toned heeled sandals, Simkhai’s oyster clutch, and a pair of shell-like earrings from Éliou.

A.L.C.

Carolyn stripe one-shoulder maxi dress

Simkhai

Bridget pearly oyster clutch bag

Éliou

Congo pearl-embellished shell earrings

The Printed Scarf Top With a Crochet Miniskirt

Whether you choose to style yours as a cover-up or as evening-wear, Sir’s printed scarf top is equal parts fun and fabulous. We especially love pairing it with a mini crochet skirt from Frankies Bikinis and a K.Jacques’ emerald green sandals to match. Janessa Leone’s straw Western hat fits right in.

The Must-Have Minidress With a Timeless Thong Sandal

Crochet and vacation go hand-in-hand, which makes this Zimmermann minidress a no-brainer. Go for an understated yet elegant look by styling it with Havaianas’s minimalist thong sandals and Saint Laurent’s covetable raffia shoulder bag. An oversized shell pendant necklace from Anni Lu is a festive finishing touch.

Zimmermann

Ottie cotton-blend guipure lace mini dress

Saint Laurent

Oxalis leather-trimmed raffia shoulder bag

The Linen Cropped Top With a White Poplin Midiskirt

Lean into your sweeter self this vacation season and style Sea’s linen cropped top with a white poplin midiskirt from Dôen. Accessory-wise, Loeffler Randall’s raffia fisherman sandals pack a punch; and same goes for Dragon Diffusion’s roomy woven tote.

Sea

Edwina cropped crochet-trimmed top

Dôen

Sebastiane cotton-poplin midiskirt

Loeffler Randall

Sawyer raffia fisherman sandals

Dragon Diffusion

Big Nantucket woven leather basket bag

The Multi-Purpose Button-Up With a Sleek Bermuda Short

Worn as a cover-up by the beach or buttoned-up for an excursion out exploring the town, a crisp shirt is a multiuse style staple to be packed in any suitcase. From Dôen, this blue-and-white striped poplin, is paired best atop Zimmermann’s striped bikini or tucked into a pair of sleek Bermuda shorts from Toteme. Gabriela Hearst’s simple slide sandals tie the look together swimmingly (no pun intended).

Dôen

Hava striped cotton-voile shirt

Toteme

pleated organic cotton-twill shorts

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