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Aspen, CO

Arguably the most famous and chicest ski town in America, Aspen is where you’ll start your day on the slopes, spend your afternoon dropping into designer stores and enjoying aprés-ski at one of the famous lodges. This itinerary calls for style and practicality—think ultra-cozy puffers from ADD® for the day, and classic cold weather staples like cable-knit sweaters and knee-high boots for evening.

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ADD
Scarf-Detail Quilted Padded Shell Coat
$960

Handsome Stockholm
Cream Essentials Leather Gloves
$280

Eleven Six
Cailin Cable-Knit Sweater
$658

Jimmy Choo
Alizze 85 Suede Knee-High Boot
$1,695

Eleven Six
Eden Ribbed Alpaca-Blend Midi Dress
$468

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Andrea Iyamah
Mati Draped Off-the-Shoulder Satin Bodysuit
$210

Andrea Iyamah
Loti Draped Corset-Detail Satin Pants
$290

The Maldives

Sometimes, there’s nothing better than a beach vacation with an agenda of sand, swims and cocktails. By day, live in easy, breezy looks from Labeca. For evening, lean into No Pise La Grama’s fun, fringed styles for the perfect vacation-ready look.

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Eleven Six
Maeve Striped Cable-Knit Alpaca-Blend Sweater
$398

Jimmy Choo
Nari Grained-Leather Ankle Boot
$1,395

Byron Bay, Australia

It’s known as a surfer town, but this Eastern Australian beach cove offers so much more—a thriving food scene, incredible spas and some of the country’s most beautiful beaches. Embrace the bohemian charm with colorful dresses from Francesca Miranda, printed swimwear from Juan de Dios and statement jewelry from RITA Fine Jewelry.

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Francesca Miranda
Pere Fringed Metallic Silk-Knit Midi Dress
$4,200

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