How To Vacation Like An It Girl

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With the summer season upon us, it’s time to start prepping for warm-weather adventures. Who better to inspire your packing strategy than the A-listers and It girls who practically live on planes? No matter what your destination, set yourself up for a glamorous getaway with these celebrity-inspired jet-set essentials.

The Inspiration: Taylor Swift in Hawaii

Whether hanging out with friends or lounging solo on the sand, Taylor's vacation vibe is ladylike and retro-inspired.

Photos: @taylorswift

Get Taylor's Ladylike Look

What to pack: crop top-and-short sets, retro-inspired swimwear, cat-eye sunnies and classic red lipstick.

Kyoto Red Lipstick

$55

Tatcha

Zanda Shorts

$635

Stella McCartney

Morley Floral-Print Cropped Top

$431

Mother of Pearl

Checked Halterneck Swimsuit

$655

Dolce & Gabbana

42mm Cat Eye Sunglasses

$34

Tildon

The Inspiration: Olivia Palermo in St Barths

Notorious for her 24/7 glamorous style, Olivia takes to the beach in colorful, floaty ensembles. Think flirty, off-the-shoulder silhouettes and statement accessories.

Photos: @oliviapalermo

Get Olivia's Glam-Luxe Look

What to pack: a plunging maillot, gauzy skirt, statement necklace, off-the-shoulder dress and embellished sandals.

Hula Fringe Necklace

$255

Holst+Lee

Twist-Front One-Piece Swimsuit

$209

Karla Colletto

Goya Tiered Skirt

$1,250

Isabel Marant

Camila Printed Dress

$470

Diane von Furstenberg

Blaze Suede Sandals

$805

Tabitha Simmons

The Inspiration: Rihanna in Barbados

A sartorial risk-taker, Rihanna's island style consists of mesh (or sheer) separates, standout swimwear and layers upon layers of jewelry.

Photos: @badgalriri

Get Rihanna's Edgy Look

What to pack: funky sunnies, a neon one-piece, delicate body jewelry, mesh-detail tops and denim shorts.

Hermosa Printed Sunglasses

$50

Le Specs

Crystal Body Chain

$295

Chan Luu

Xavier One Piece

$208

Mikoh

Current Denim Farrah Shorts

$220

Genetic

Off Shoulder Mesh Top

$355

KTZ

The Inspiration: Alexa Chung in The Maldives

Alexa infuses her signature je ne sais quoi into her vacation look with simple-but-chic bikinis, off-duty head scarves and lightweight beach cover-ups.

Photos: @chungalexa

Get Alexa's Casual-Cool Look

What to pack: a crisp cover-up, silk scarf, bandeau bikini, flat sandals and crocheted shoulder bag.

Lilia Cotton Shoulder Bag

$420

Sophie Anderson

Charles Embroidered Top

$403

Vanessa Bruno Athé

Folk-Print Silk Scarf

$284

Dolce & Gabbana

Les Essentiels Bandeau Bikini

$390

Eres

Santorini Sandals

$196

Kyma

The Inspiration: Kate Hudson in The English Countryside

Kate exemplifies a cozy-meets-chic aesthetic with vintage-inspired raglan tees, denim skinnies and fringe booties.

Photos: @katehudson

Get Kate's Country-Chic Look

What to pack: a cozy flannel, band tee, fringe booties, wool hat and distressed denim.

Le Skinny de Jeanne Distressed Jeans

$200

Frame Denim

Led Zeppelin World Tour 1980 Raglan Tee

$38

Urban Outfitters

Hunter Plaid Shirt

$138

Rails

The Trix Hat

$104

Fallen Broken Street

Suede Fringe Booties

$595

Elyse Walker Los Angeles

The Inspiration: Kate Bosworth in Palm Springs

The unofficial queen of the desert, Kate's laid-back style feels totally at home in Palm Springs thanks to colorful, bohemian-inspired pieces.

Photos: @katebosworth

Get Kate's Bohemian Look

What to pack: breezy tops, white cutoffs, a straw hat, colorful bracelets (for layering) and gladiator sandals.

Sofia High Lace-Up Leather Sandals

$395

Ancient Greek Sandals

Cape Town Bracelet Set

$62

BaubleBar

Boater Hat

$295

Lola Hats

Cole Crochet-Paneled Top

$425

Isabel Marant Etoile

Hailey Denim Shorts

$165

AG Adriano Goldschmied