23 Extravagant Celebrity Winter Vacations to Drool Over This Season

23 Extravagant Celebrity Winter Vacations to Drool Over This Season
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Photo: STYLECASTER/Getty Images

When you think of your ideal vacation spot, it’s easy for your mind to go to warm tropical beaches in the dead of summer. And though there’s nothing wrong with lounging on a beach with a piña colada-filled pineapple in hand (we dream about it pretty much everyday), we’re here to make the case for winter vacations.

MORE: 12 Celebrity Couples Who Had Majestic Winter and Fall Weddings

Long are the days when we need to wait until summer to pack our suitcases and jet off to some extravagant getaway. Fun is year-round, so we might as well take advantage of that winter holiday time to travel the world—or, you know, the most Instagram-appropriate spots. Don’t believe us? Maybe the Instagrams of stars like Kourtney Kardashian, Victoria Beckham, and Bella Hadid will convince you.

MORE: 15 of the Best Books of 2017 to Curl up with This Winter

Scroll through any A-lister’s Instagram feed in the winter and you’ll likely see albums of shots at some luxurious getaway. Whether it’s a sandy beach or a snowy wonderland, Hollywood knows how to vacation and a little cold isn’t going to stop them. To inspire your own winter vacation, we rounded up 23 drool-worthy celebrity getaway spots to fly to this holiday. See them ahead, and who knows? Maybe you’ll be buying plane tickets in the near future.

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Kourtney Kardashian — Aspen, Colorado

In January 2017, Kourtney Kardashian, her ex, Scott Disick, and their three kids, Mason, Penelope, and Reign, spent New Year's in Aspen where they hit the slopes, played in the snow, and spent tons of cozy nights in a fireplace-heated cabin. Even a vacation with her ex isn't stopping Kourtney from soaking in Aspen's gorgeous snow-blanketed views, as seen in this Instagram selfie.

Nicki Minaj — Turks and Caicos

To savor the last days of 2016, Nicki Minaj traveled to Turks and Caicos, where she served major looks in several jaw-dropping one-piece swimsuits. The rapper, who also celebrated her 34th at the tropical location, spent the trip, as expected, taking a slew of slay-worthy Instagram selfies in studded swimsuits and heels. (Who says you can't wear heels on the beach?)

Chrissy Teigen — St. Barts

For Chrissy Teigen and John Legend's daughter Luna's first family vacation, the A-list couple took her to St. Barts in the West Indies. On the trip, the celebrity family did tons of kid-friendly activities, like sight-seeing, swimming in shallow waters, and taking selfies against gorgeous seaside backdrops. 

Karlie Kloss — Sydney, Australia

In December 2016, Karlie Kloss flew across the world to Sydney, Australia to soak in the sun at the city's picturesque Tamarama Beach. There, Kloss posed for a selfie next to crashing waves, rode a double-decker bus, paddleboarded, and visited Bondi Beach, like the true tourist she is.

Taylor Hill — Grand Lake, Colorado

For 2016's winter holiday, Taylor Hill returned to her home state of Colorado and ventured a few hours out from her hometown in Arvada to Grand Lake, a picturesque lake-side town with Instagram-worthy views of snowy hills and frozen ponds. Clearly, Hill took the opportunity to post her own 'gram where she posed in front of snow-covered mountains while dressed in a snuggly scarf. Hill's vacay also shows that you can still have a fun-filled winter trip without breaking bank and venturing too far out from home.

Gabrielle Union — Miami, Florida

In December 2016, Gabrielle Union and her husband, Dwayne Wade, traveled to Miami, Florida to celebrity the holidays. There, the couple lounged on yachts (while sporting killer sun visors, we might add), explored the city's sights and explored the city's beachside sights.

Madonna — Switzerland

In winter 2016, Madonna and four of her children, Lourdes, Rocco, David, and Mercy, traveled to Switzerland for a snow family getaway. There, the family, along with Madonna's family friend, David Blaine, hit the slopes on the Swiss Alps, soaked in gorgeous snow-covered views, and took tons of goofy selfies, proving that going on vacation with your mom (especially if she's Madonna) doesn't have to be a bore.

Hilary Duff — Hawaii

In January 2017, Hilary Duff and her son, Luca Cruz, rang in the new year with a trip to Hawaii. Though Duff didn't reveal the exact city she went to, her Instagram gave us plenty to ogle over—including a mouth-watering colorful snow cone, plenty of bikini selfies, and an epic shot of her sitting next to a Hawaii mural. Duff's Hawaii trip was only a few days after she and Luca left a snowy wonderland, so talk about a climate shift.

Ashley Graham — San Juan, Puerto Rico

Before the end of the year, Ashley Graham and some girlfriends flew to San Juan, Puerto Rico, where, judging from her social media, things got pretty lit. Not only did Graham soak in the city's beautiful architecture, but she also shared an epic video of her twerking on a beach. Ashley, invite us on your next vacay, will ya?

Shay Mitchell — Maldives

It might still be a few days from December, but Shay Mitchell is starting her winter vacation early. Recently, the actress traveled to the Maldives islands in South Asia, where took tons of palm tree pictures, ate bananas, posed nude, and drank coconut juice straight from a coconut. (It's the only way to do it.)

Sara Sampaio — Lima, Peru

Victoria's Secret model Sara Sampaio rang in 2017 with a trip to Lima, Peru, where she and fellow model, Daniela Lopez Osorio, soaked in the gorgeous sights, as seen in this Instagram pic of the duo happily posing on a road separating the beach from the city.

Chloë Grace Moretz — Telluride, Colorado

Chloë Grace Moretz and her brother, Brandon, braved the cold in Telluride, Colorado for a trip in January 2017 where they rode horses in the snow. Though the subzero temperatures probably weren't the most fun, Moretz did end up with this badass selfie of the duo looking extra cool mounting two steeds.

Hailee Steinfeld — Nassau, Bahamas

To celebrate the last few days of 2016, Hailee Steinfeld and her rumored boyfriend at the time, Cameron Smoller, traveled to Nassau, Bahamas, where they escaped the cold weather for warm sandy beaches, huge palm trees, and beautiful sunsets.

Josephine Skriver — Manarola, Italy

Victoria's Secret model Josephine Skriver traveled to Manarola, a town in Cinque Terre, Italy, for a winter getaway in winter 2017. Though the location wasn't as warm as it is in the summer months, judging from Skriver's cozy attire, its sights were just as breath-taking.

Halle Berry — Malibu, California

Halle Berry didn't venture far from her Los Angeles home when she spent a staycation in Malibu, California in late 2016. The actress celebrated Christmas with a movie-moment run on the beach with her hair flowing in the wind against a gorgeous California ocean backdrop.

Jourdann Dunn — Barbados

Jourdann Dunn traveled to Barbados in the Carribean to warm up in winter 2016. The vacation, which took place around the holidays, included drinking coconut juice straight from the source while soaking in the island's gorgeous green-blue seas.

Bella Hadid — Aspen, Colorado

For New Year's 2017, Bella Hadid, her sister, Gigi, and her mom, Yolanda, traveled to Aspen to spend a snow-filled vacation skiing, playing with adorable sled dog puppies, and cozying up next to giant bonfires. It's a winter vacation straight out of "Game of Thrones," minus, you know, subzero tempratures and giant ice monsters.

Chanel Iman — Syndey, Australia

Like her fellow supermodel, Karlie Kloss, Chanel Iman also traveled across the world to Sydney, Australia to spend the winter holidays in 2016. Though she didn't take as many pics as Kloss, Iman did share one stunning shot of her walking down a beach with crashing waves and giant rocks behind her. Her caption, "Holiday Summer," speaks volumes to how you can spend your summer vacay in the winter.

Kaia Gerber — Miami, Florida

Kaia Gerber and her family, mom Cindy Crawford, dad Rande Gerber, and brother, Presley Gerber, spent the last month of 2016 vacationing in Mimai, Florida, where they soaked up the sun, frolicked in swimsuits, and posed for beach selfies. Kaia even celebrated 1 million Instagram followers at the coastside city, so you know that trip was good.

Kate Hudson — Aspen, Colorado

Kate Hudson, her mom, Goldie Hawn, her friend, Dakota Johnson, and Johnson's mom, Melanie Griffith, spent winter 2015 in Aspen for a Hollywood family gathering. There, the foursome cozied up in a cabin and even tried drunk skiing. (Spoiler alert: It ended up with them laying on their backs in the snow, though we're sure they had a good time.) Aspen seemed to be such a popular spot that Hudson returned the next year, though she was able to stand on her skiis that time.

Bella Thorne — Bahamas

Bella Thorne rang in the New Year with a trip to the Bahamas with a few girlfriends, where the actress did a ton of fun-filled activities, like pet a shark and sight see with a polaroid camera, with her sister, Dani, and several "Famous in Love" co-stars.

Victoria Beckham — Maldives

For New Year's 2017, Victoria Beckham, her husband, David, and their four kids, Harper, Brooklyn, Cruz, and Romeo, traveled to the Maldives in South Asia where they rang in the 2017 with a selfie by a Christmas tree on the beach. On the vacation, Harper left her mark by expresing her love for her A-list parents in sand writing.

Reese Witherspoon

Though Reese Witherspoon didn't reveal where she spent her winter 2016 vacation, she did provide tons of photos to drool over. During the trip, the actress and her kids spent time drawing hearts in the sand, riding inflatable flamingos, and watching stunning orange-and-purple sunsets

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  • Kourtney Kardashian — Aspen, Colorado
  • Nicki Minaj — Turks and Caicos
  • Chrissy Teigen — St. Barts
  • Karlie Kloss — Sydney, Australia
  • Taylor Hill — Grand Lake, Colorado
  • Gabrielle Union — Miami, Florida
  • Madonna — Switzerland
  • Hilary Duff — Hawaii
  • Ashley Graham — San Juan, Puerto Rico
  • Shay Mitchell — Maldives
  • Sara Sampaio — Lima, Peru
  • Chloë Grace Moretz — Telluride, Colorado
  • Hailee Steinfeld — Nassau, Bahamas
  • Josephine Skriver — Manarola, Italy
  • Halle Berry — Malibu, California
  • Jourdann Dunn — Barbados
  • Bella Hadid — Aspen, Colorado
  • Chanel Iman — Syndey, Australia
  • Kaia Gerber — Miami, Florida
  • Kate Hudson — Aspen, Colorado
  • Bella Thorne — Bahamas
  • Victoria Beckham — Maldives
  • Reese Witherspoon