WhoWhatWear

Location: Garza Blanca Preserve Resort and Spa, Puerto Vallarta, Mexico

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MiH Jeans The Oversize Shirt ($194)

Location: St. Barts

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Tory Burch Eden One-Piece Suit ($250)

Image courtesy of Fame Flynet

Location: Miami

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Mara Hoffman Sarong ($198)

Image courtesy of Bauer Griffin

Location: Hawaii

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Victoria's Secret Crochet Fringe Cover-Up Sweater ($88)

Image courtesy of Fame Flynet

Location: St. Barts

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Vince Linen Beach Pants ($175)

Image courtesy of Fame Flynet

Location: St. Barts

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Eugenia Kim Craig Embellished Toyo and Cotton-Blend Trilby ($265)

Image courtesy of Fame Flynet

Location: Switzerland

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Woolrich Women's Bristol Duffle Plaid Wool Coat ($299)

Image courtesy of INF

Location: Miami

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Zinke Gidget Bandeau Bikini ($75) in Lobster Red

Image courtesy of Splash News

Location: Hawaii

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Warby Parker Neville Revolver Black Matte Sunglasses ($95)

Image courtesy of Splash News

Location: Hawaii

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Madewell Chimala Denim Boyshorts ($380)

Image courtesy of Splash News

Location: Hawaii

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Insight Journey Of The Red Rose Raglan ($37)

Image courtesy of Pacific Coast News

Location: French Alps

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DKNY Quilted Puffer Coat ($125)

Image courtesy of Bauer Griffin

Location: St. Barts

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Staring at Stars Cross-Tie Floppy Felt Hat ($38)

Image courtesy of Pacific Coast News

Location: Aspen, CO

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Sorel Women's Tofino Canvas Boot ($140)

Image courtesy of AKM GSI