WINTER FAMILY VACATIONS

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The best Christmas family vacations

Winter, especially around the Christmas period, can be one of the most exciting times of the year for young children and often brings families, young or old, together for a Christmas vacation. As atmospheric and adventurous a snowy winter family vacation can be, we also love having the option to enter the new year in the tropics soaking up some well-deserved sun. Whether your family wishes to meet Father Christmas and his trusty helpers in Finland or pull a cracker on the sun-drenched beaches of Costa Rica, we’ve curated the perfect trips for you.

Scroll down for our top four winter family vacations. Alternatively, browse all of our luxury family vacations.

Your winter vacation questions, answered

When is winter break?

Most schools will end for winter break in the week leading up to the vacations – with classes resuming in the new year. Remember, schools have different term dates so always check before booking your winter vacation.

How long is the winter break?

Typically, winter break lasts for around two weeks. you’ll have plenty of time for a family vacation – whether you’d like to go away for the vacations or the new year, or both. Remember, check with your school for exact dates before booking.

Why book a winter vacation with Black Tomato?

We don’t do cookie-cutter vacations, we prefer everything to be completely customisable. Our Travel Experts know your family vacation should be as unique as you are. And that’s because we’re families ourselves. So, think of our winter break itineraries as a starting point, the first line on the page of your next great adventure.

Where to go for a luxury family vacation during the rest of the year?

If you’ve already booked your winter family vacation, or would just like to have a look at our favorite family vacations throughout the year you can browse some ideas here:
Family vacations in February
Spring break family vacations
Family vacations in May
Family summer vacations
Fall family vacations

#1 Explore Finland’s winter wonderland via reindeer sleigh

Nothing says Christmas vacation like meeting Santa Claus in his very own workshop. The snow-covered ground in Finnish Lapland over winter opens up a world of outdoor opportunities for young children to embark on. From husky and reindeer sleigh rides to feeding Rudolph and his friends, a walk through winter wonderland is every kid’s dream. Sit back and let the elves create magic for the whole family at Santa Claus village, before retreating back to your hotel to watch the spectacular northern lights. At the Arctic Light Hotel, you can’t help but feel like you’re in the Arctic Circle with all the polar bear memorabilia scattered throughout, from giant cuddly toys to the room’s wallpaper – the little ones will love it.                     

TAKE ME THERE

See all Finland experiences

#2 Search for sleepy sloths in the jungle of Costa Rica

Winter family vacations don’t have to be cold. In fact, winter is a great time to soak up that vitamin D in the tropics of Costa Rica, and boast about it to your friends back home. A destination known for family-fun, your little ones can spot turtles, zipline across jungles, try their luck at surfing and even brave white-water rafting. Back at your boutique jungle lodge, Arenal Nayara hotel, sit back and listen to the jungle wildlife rustle around, admire the volcanic views and bubble away in the jacuzzi. This jungle hideaway has something for everyone, from an outdoor rain shower and swinging hammock to a wrap-around balcony. This is a Christmas family vacation with a tropical twist.  

TAKE ME THERE

See all Costa Rica experiences

#3 Make friends with meerkats in Kalahari

End your year in style and kick-start the new year with excitement as you come face-to-face with the Great Whites along the Cape, or the Big Five in Kalahari. The great thing about a safari in South Africa is it can be as laid back or adventurous as you wish, whether you’re looking to take a leap of the faith off Bloukrans Bridge (with a bungee cord of course), hike up Table Mountain or meet the local meerkat colony. As the years have gone on and your children have flown the nest, family rooms may be a thing of the past, so we’ve handpicked the best family-friendly resorts that bring you space when need it and family-time when you want it. Forest lodges, safari camps, and city suites; take your pick.  

TAKE ME THERE

See all South Africa experiences

#4 Lose yourself in New Zealand’s magical landscapes

A winter family vacation is a great time to visit New Zealand. The beautiful sunshine is perfect for hikes across the mountainous landscapes, kayaking through the serene sea and wine tasting in New Zealand’s world-class wine province. To top it off? You’ll be whisked up in a hot air balloon to enjoy a bird’s-eye view of the South Island’s incredible scenery – great for every member of the family. Not to mention the breathtaking family-friendly hotels we’re checking you into, including a stunning lakeside lodge in Lord of the Rings territory, laced with creeping plants up its walls. We can’t wait to help you tick off those bucket list moments.   

TAKE ME THERE

See all New Zealand experiences

#5 Experience Australia’s great outdoors

If you can brave the long flight, Australia will whisk you and your family away from winter at home. On this family-friendly itinerary – a love letter to Australia’s sunshine coast – you’ll combine the cosmopolitan city of Sydney with the paradise of Queensland. Spot wildlife in Daintree Forest. Snorkel the Great Barrier Reef. Explore the Whitsundays in glass-bottomed kayaks. Active families with kids who can’t sit still? This is the winter break for you.

TAKE ME THERE

See all Australia experiences

#6 Take your children to the slopes in Canada

The peaks and slopes of Canada come into their own in winter. And none more so than in Whistler. A mecca for winter sports, with its dramatic snowy landscapes makes Whistler the perfect playground for all manner of alpine activities. This trip can be adapted to suit your family from top to toe. From a private helicopter ride to a dose of adrenaline on a dog-sled; this is one winter adventure even the most uninterested of teens won’t want to miss out on.

TAKE ME THERE

See all Canada experiences

#7 Embark on a once-in-a-lifetime expedition to Antarctica

For a winter break with a healthy dose of ‘wow’ moments, Antarctica beckons you closer. This is a family vacation for the most adventurous, the most intrepid, the most warm-blooded (because, yes, it does get very cold). Over the course of 9-nights, your family will set sail on your own privately chartered expedition vessel, replete with submersibles and helicopters that will ensure you leave no iceberg unturned.

TAKE ME THERE

See all Antarctica experiences

#8 Chase the Aurora Borealis in Iceland

Come winter, Iceland remains our favorite setting to witness the elusive Northern Lights. Traveling between November and March offers you the best chance of catching a glimpse. We’ll make sure you have the best chance possible by setting you up with expert guides who know the best spots, timings and views (far away from the crowds, of course). Hunkered down in luxury lodges by night, this is a magical way to spend a winter vacation with the whole family; coming close to the natural world at its most enticing and obscure.

TAKE ME THERE

See all Iceland experiences

#9 Discover ancient civilizations in Mexico

Sunny skies, warm climes and festivals abound in Mexico throughout the winter season, making it one of our favorite destinations for family trips this time of year. We’re starting off amid the storied surrounds of Merida where you’ll learn about ancient sacrificial rites, swim with flamingos and bed-down in a jungled hacienda. From there, it’s out to the coast and a few days on the beach in the Riviera Maya. A place to do everything or nothing at all, we’ll craft your time to your needs on this ultimate family vacation to Mexico.

TAKE ME THERE

See all Mexico experiences


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