Whether you’re an East Coaster escaping the cold or an LA native dreaming of a white Christmas for once, these winter destinations are classics for a reason (several, actually). The flight times are manageable; the activities, endless. And there’s always something new and delightful to discover, no matter how many times you’ve been.

Roaming white-sand beaches, sipping mezcal Palomas, putting away as many lime-doused fish tacos as your elastic-waist matching set will allow—the beauty of winter in Cabo is that it doesn’t feel like winter at all. With temperatures hovering in the high seventies, spending the entire day outside—surf session in the a.m., open-air markets in the p.m., and a sunset cruise to El Arco to close out the day—just makes sense.
Scroll through the Los Cabos Guide for more itinerary inspo.
WHAT TO BRING
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Laura Lombardi earrings goop, $118
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Eres bikini top Matchesfashion, $123
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Eres bikini briefs Matchesfashion, $123
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Toteme sarong Matchesfashion, $380
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Grown Alchemist SPF 30 goop, $39
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Bottega Veneta slides Net-a-Porter, $1,020
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Westman Atelier bronzer goop, $75
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Ray-Ban Sunglasses Farfetch, $195
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goop x Johanna Ortiz top goop, $395
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goop x Johanna Ortiz skirt goop, $595
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Loewe pouch Loewe, $305
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July weekender goop, $195
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Furtuna Skin skin-care set goop, $398
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Lack of Color boater goop, $129
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Deiji Studios set goop, $237
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Beck Fine Jewelry ring goop, $1,950
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Cult Gaia bag Moda Operandi, $200
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While it’s undoubtedly the kind of place you can enjoy 365 days a year, its annual snowfall—over 300 inches!—makes Big Sky particularly enticing for big skiers right now. But don’t go thinking it’s all black-diamond this and bluebird-days that: These powdery peaks boast plenty of non-alpine activities, from snowshoeing and scenic snowmobile tours to some of the most state-of-the-art spa treatments we’ve experienced.
WHAT TO BRING
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goop Beauty Goopgenes skincare kit goop, $85
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Izipizi goggles goop, $110
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Bogner Ski Salopettes Bogner, $990
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Hestra gloves Hestra, $124
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Cure Hydration ginger tumeric goop, $25
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Therabody Theragun goop, $199
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ILYKG by SIA unitard goop, $285
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Moncler Coat Net-a-Porter, $2,500
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Moncler Grenoble pants Mytheresa, $570
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Aviteur Carry-on goop, $8,340
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ILIA Lip mask goop, $26
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G. Label Graham Marled Turtleneck goop, $595
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G. Label Dean drawstring sweatpants goop, $225
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Loewe clutch Matchesfashion, $3,600
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Ganni boots goop, $285
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Falke socks Falke, $40
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Art Basel ended over a week ago, meaning you will have just missed the throngs of contemporary-art fans who descend upon this sunny slice of South Florida every year. So go ahead: Check in to your room at Faena (spring for the ocean-view suite, if you can), wander around the Wynwood Walls (do it for the ’gram), and then head over to Little Havana for the best Cuban food of your life.
Find more to do in our Miami City Guide.
WHAT TO BRING
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Rosa de la Cruz earrings goop, $4,075
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goop x Johanna Ortiz top goop, $650
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Matteau pants Net-a-Porter, $520
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Beautycounter lip gloss goop, $29
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Cult Gaia sandals Net-a-Porter, $400
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Holistic eye mask goop, $90
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Laura Lombardi earrings goop, $178
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Cocoon LA shirt goop, $198
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Cocoon LA pants goop, $188
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Rimwoa suitcase Rimowa, $820
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Celine Eyewear sunglasses Net-a-Porter, $390
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G. Label Elliott Assorted-Link Bracelet goop, $1,500
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Westman Atelier Eye kit goop, $175
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goop x Johanna Ortiz one-piece goop, $395
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Cult Gaia bag goop, $428
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Augustus Bader serum goop, $375
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We hope you enjoy the products recommended here. Our goal is to suggest only things we love and think you might, as well. We also like transparency, so, full disclosure: We may collect a share of sales or other compensation if you purchase through the external links on this page.