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Where to Get Away This Winter—and What to Bring

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.

CABO SAN LUCAS, MEXICO

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

  1. Laura Lombardi earrings goop, $118
    Laura Lombardi earrings goop, $118
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  2. Eres bikini top Matchesfashion, $123
    Eres bikini top Matchesfashion, $123
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  3. Eres bikini briefs Matchesfashion, $123
    Eres bikini briefs Matchesfashion, $123
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  4. Toteme sarong Matchesfashion, $380
    Toteme sarong Matchesfashion, $380
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  5. Grown Alchemist SPF 30 goop, $39
    Grown Alchemist SPF 30 goop, $39
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  6. Bottega Veneta slides Net-A-Porter, $1,020
    Bottega Veneta slides Net-a-Porter, $1,020
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  7. Westman Atelier bronzer goop, $75
    Westman Atelier bronzer goop, $75
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  8. Ray-Ban Sunglasses Farfetch, $195
    Ray-Ban Sunglasses Farfetch, $195
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  9. goop x Johanna Ortiz Moondance top goop, $395
    goop x Johanna Ortiz top goop, $395
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  10. goop x Johanna Ortiz Ancestral celebrations midi skirt goop, $595
    goop x Johanna Ortiz skirt goop, $595
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  11. Loewe pouch Loewe, $305
    Loewe pouch Loewe, $305
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  12. July duffle goop, $195
    July weekender goop, $195
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  13. Furtuna Skin set goop, $398
    Furtuna Skin skin-care set goop, $398
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  14. Lack of Color boater goop, $129
    Lack of Color boater goop, $129
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  15. Deiji Studios set goop, $237
    Deiji Studios set goop, $237
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  16. Beck Fine Jewelry ring goop, $1,950
    Beck Fine Jewelry ring goop, $1,950
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  17. Cult Gia bag Moda Operandi, $200
    Cult Gaia bag Moda Operandi, $200
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BIG SKY, MONTANA

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

  1. goop Beauty Goopgenes all-in-one nourishing skincare kit goop, $85
    goop Beauty Goopgenes skincare kit goop, $85
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  2. Izipizi goggles goop, $110
    Izipizi goggles goop, $110
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  3. Bogner ski Salopettes goop, $990
    Bogner Ski Salopettes Bogner, $990
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  4. Hestra gloves Hestra, $124
    Hestra gloves Hestra, $124
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  5. Cure Hydration ginger tumeric 14ct pouch goop, $25
    Cure Hydration ginger tumeric goop, $25
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  6. Therabody Theragun goop, $199
    Therabody Theragun goop, $199
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  7. Ilykg by Sia unitard goop, $285
    ILYKG by SIA unitard goop, $285
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  8. Moncler Coat Net-A-Porter, $2,500
    Moncler Coat Net-a-Porter, $2,500
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  9. Moncler Grenoble pants Mytheresa, $570
    Moncler Grenoble pants Mytheresa, $570
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  10. Aviteur Carry-on goop, $8,340
    Aviteur Carry-on goop, $8,340
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  11. Ilia Lip mask goop, $26
    ILIA Lip mask goop, $26
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  12. G. Label Graham Marled Turtleneck goop, $595
    G. Label Graham Marled Turtleneck goop, $595
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  13. G. Label Dean drawstring sweatpants goop, $225
    G. Label Dean drawstring sweatpants goop, $225
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  14. Loewe clutch Matchesfashion, $3,600
    Loewe clutch Matchesfashion, $3,600
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  15. Ganni boots goop, $285
    Ganni boots goop, $285
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  16. Falke socks Falke, $40
    Falke socks Falke, $40
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MIAMI BEACH, FLORIDA

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

  1. Rosa De La Cruz cuffs goop, $4,075
    Rosa de la Cruz earrings goop, $4,075
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  2. goop x Johanna Ortiz Forget me Knot top goop, $650
    goop x Johanna Ortiz top goop, $650
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  3. matteau pants Net-a-Porter, $520
    Matteau pants Net-a-Porter, $520
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  4. BeautyCounter gloss goop, $29
    Beautycounter lip gloss goop, $29
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  5. Cult Gaia sandals Net-A-Porter, $400
    Cult Gaia sandals Net-a-Porter, $400
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  6. Holistic Silk eye mask goop, $90
    Holistic eye mask goop, $90
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  7. Laura Lombardi earrings goop, $178
    Laura Lombardi earrings goop, $178
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  8. Cocoon LA shirt goop, $198
    Cocoon LA shirt goop, $198
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  9. Cocoon LA pants goop, $188
    Cocoon LA pants goop, $188
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  10. Rimwoa suitcase Rimowa, $820
    Rimwoa suitcase Rimowa, $820
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  11. Celine Eyewear sunglasses Net-A-Porter, $390
    Celine Eyewear sunglasses Net-a-Porter, $390
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  12. G. Label Elliott Assorted-link Bracelet goop, $1,500
    G. Label Elliott Assorted-Link Bracelet goop, $1,500
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  13. Westman Atelier Eye kit goop, $175
    Westman Atelier Eye kit goop, $175
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  14. goop x Johanna Ortiz Sun-Sational swimwear one-piece goop, $395
    goop x Johanna Ortiz one-piece goop, $395
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  15. Cult Gaia bag goop, $428
    Cult Gaia bag goop, $428
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  16. Augustus Bader serum goop, $375
    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.