Beach Bound? Wear These Vacation Matching Sets on Your Next Holiday in the Sun

Photo: Cala de la Cruz.

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Your holiday ensembles can look a bit different than your day-to-day uniform, especially in the summertime, when playful dressing is at an all-time high. Vacation style allows you to embrace more whimsical, cheerful, destination-worthy pieces, and the joyful collections dreamed up by designers for the season do just that.

While billowy dresses, shell jewelry, and raffia accessories all scream “Out of Office,” there’s another category that instantly makes you feel like you’ve been transported to paradise, even when you’re at home: vacation matching sets.

Transform your outfit into an instant resort look with a two-piece set that feels right on theme, whether it’s Cala de la Cruz’s floral-printed skirt set or ESCVDO’s fan-favorite crochet duo. Take Zara, Agua by Agua Bendita, and Faithfull the Brand’s cabana-ready pant sets, for example. They’re polished enough to wear while exploring a new city or thrown on over a swimsuit for a day at the pool. For more dressed-up sets that feel equally as festive, try Banana Republic’s chic black halter-top set, Posse’s sleek tank and column skirt, or Johanna Ortiz’s shell-adorned iteration. For the more minimally minded, sweet, simple sets from Sea, Alemais, and Matteau are low-effort, high reword. Finally, a short set is the definition of easy, breezy. Choose Solid Striped’s boxer shorts and oversized button-up, Calle Del Mar’s crochet set, or even Magda Butrym’s matching hot pants and tank top.

Here, shop our edit of 35 vacation matching sets that will undoubtedly transport you to paradise. Simply throw one on, and bon voyage!

Zimmermann

Halliday cropped fringed top

$350

NET-A-PORTER

Zimmermann

Halliday fringed pants

$375

ZIMMERMANN

Anemos

Phillips button-down shirt

$265

ANEMOS

Anemos

high-waist short shorts

$240

ANEMOS

Johanna Ortiz

tree soul cropped top

$525

BERGDORF GOODMAN

Johanna Ortiz

Aura Amazonica ankle skirt

$695

GOOP

Cala de la Cruz

Ivy top

$295

MODA OPERANDI

Cala de la Cruz

Fabiana linen midi skirt

$375

MODA OPERANDI

Calle Del Mar

Dinner Party knit shirt

$650

NET-A-PORTER

Calle Del Mar

Dinner Party knit shorts

$495

NET-A-PORTER

Cala de la Cruz

Zoe top

$295

CALA DE LA CRUZ

Cala de la Cruz

Nicola multicolor stripe linen maxiskirt

$375

NEIMAN MARCUS

$315

CALA DE LA CRUZ

J.Crew

x Maryam Nassir Zadeh metallic bralette

$60

J.CREW

J.Crew

x Maryam Nassir Zadeh metallic mini skirt

$128

J.CREW

Sleeper

Samba ruffled shirt

$350

SLEEPER

Sleeper

Samba ruffled pants

$270

SLEEPER

Faithfull the Brand

Bea top

$210

NET-A-PORTER

Faithfull the Brand

Bea maxi skirt

$240

NET-A-PORTER

Emporio Sirenuse

Mina shirt

$490

EMPORIO SIRENUSE

Emporio Sirenuse

Natalie trousers

$523

EMPORIO SIRENUSE

Source Unknown

Rasato top

$80

SOURCE UNKNOWN

Source Unknown

Rasato wrap skirt

$90

SOURCE UNKNOWN

Zara

beaded halter top

$46

ZARA

Zara

printed wide-leg pants

$50

ZARA

Solid Striped

the Jancy button-down shirt

$268

SOLID AND STRIPED

Solid Striped

Loretto shorts

$188

SOLID STRIPED

Alémais

Pegasus oversized embroidered shirt

$545

MODA OPERANDI

$545

NET-A-PORTER

Alémais

Pegasus embroidered wide-leg pants

$495

MODA OPERANDI

Onia

knit cropped polo shirt

$185

MODA OPERANDI

Onia

knit drawstring pants

$275

MODA OPERANDI

Dolce Gabbana

Maiolica printed corset top

$1,295

NET-A-PORTER

Dolce Gabbana

Maiolica printed shorts

$895

NET-A-PORTER

Agua by Agua Bendita

Calma Prado wrap shirt

$520

NET-A-PORTER

Agua by Agua Bendita

Piñon Prado pleated linen wide-leg pants

$890

NET-A-PORTER

Faithfull the Brand

Sao Paulo top

$250

FAITHFULL THE BRAND

Faithfull the Brand

Sao Paulo pants

$310

FAITHFULL THE BRAND

Magda Butrym

lace crochet top

$1,270

HIRSHLEIFERS

Magda Butrym

crocheted shorts

$1,270

NET-A-PORTER

LoveShackFancy

Biltmore cropped camisole

$265

NET-A-PORTER

LoveShackFancy

Cassaro shirred maxi skirt

$495

NET-A-PORTER

Versace

printed shirt

$1,595

NET-A-PORTER

Versace

printed shorts

$925

NET-A-PORTER

Rhode

Toni top

$245

REVOLVE

$245

RHODE

Rhode

Campbell floral linen pants

$325

REVOLVE

$325

SAKS FIFTH AVENUE

$325

RHODE

Sir

Caprera scarf

$190

SIR THE LABEL

Sir

Caprera palazzo pants

$440

MODA OPERANDI

Alex Mill

Jo shirt in Positano stripe

$155

NORDSTROM

Alex Mill

Poolside shorts

$125

ALEX MILL

Posse

Theo crop top

$119

POSSE

Posse

Theo skirt

$229

POSSE

Sir

Iris one-shoulder linen top

$260

MYTHERESA

Sir

Iris asymmetric linen midi skirt

$295

MYTHERESA

Mango

waistcoat

$60

MANGO

Mango

straight striped pants

$80

MANGO

Posse

Aurelia strapless gingham cotton top

$229

MODA OPERANDI

Posse

Aurelia gingham cotton maxi skirt

$229

MODA OPERANDI

Banana Republic

crinkle halter top

$110

BANANA REPUBLIC

Banana Republic

crinkle maxi skirt

$150

BANANA REPUBLIC

Cara Cara

Arlo top

$395

SHOPBOP

$395

CARA CARA

Cara Cara

Tristan pants

$495

SHOPBOP

$495

CARA CARA

Sea

Edith vest

$365

SHOPBOP

Sea

Edith midi skirt

$495

MODA OPERANDI

Matteau

printed shirt

$420

NET-A-PORTER

Matteau

printed straight-leg pants

$480

NET-A-PORTER

All That Remains

Eleanor crocheted cotton top

$210

MODA OPERANDI

All That Remains

Auri crocheted shorts

$300

MODA OPERANDI

Nieva crocheted cotton top

$620

MODA OPERANDI

Safi crocheted cotton flare pants

$890

MODA OPERANDI

Asceno

Montauk oversized shirt

$475

MODA OPERANDI

Asceno

Aurelia silk twill palazzo pants

$310

MYTHERESA

$380

MODA OPERANDI