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Visit our US site.
You are browsing the US site. Visit our UK site.
You are browsing the US site. Visit our Rest of World site.
You are browsing the UK site.
Visit our US site.
You are browsing the US site. Visit our UK site.
You are browsing the US site. Visit our Rest of World site.
Family Vacations
Our team is full of family travelers, meaning we know what it takes to make sure everyone enjoys the experience just as much as each other.
Couples Vacations
Our couple itineraries are paced perfectly for you to enjoy the very best a country has to offer whilst making sure you enjoy the quality time together you’re after.
Group Vacations
No matter what the size or the occasion, we’re well versed in taking larger groups of people away for those special adventures.
Honeymoons
We’ve been crafting dream itineraries for newly married couples for years. Learn more about the ins and outs of our honeymoon service here.
Solo Travel
Our travel experts have experienced the thrills and challenges of solo travel, all with the aim of producing some of our most immersive and exciting itineraries.
Unusual vacations
The world may be conquered, but enough secrets remain to keep us up all night, dreaming of ways to whisk you off to the most unique corners of the globe. Where first?
Remote Destinations
We’ve chosen these experiences, destinations and adventures to bring you closer to the great outdoors. This is your ticket to our wonderful world.
Adventure vacations
Hike across mountain ridgelines, scramble across glaciers and kayak down rivers – these trips are designed to immerse you in vast wildernesses and ancient cultures.
Beach Vacations
Porcelain shores, perfect seas and swaying palms; the allure of a beach break is hard to ignore. Which is why we handpick the best beachfront boltholes to offer you…
Food Vacations
Food and travel have long gone hand in hand, and we have put together some mouth-watering trips that capture the palate, of countries across the world. Bon appétit.
Safari vacations
With a team of experts that have worked as conservationists and wildlife photographers, we have the expertise to make your safari dreams come true.
Slow Travel
As the world becomes busier, slow travel has never felt so fitting. Whether it’s meeting fishermen in Maine or learning the Dukha-way in Mongolia, take time to connect.
Eclipse Vacations
Eclipse travel celebrates our place in the wider cosmos. Let us take you to wherever in the world the eclipse is at its most arresting, and we’ll do it in style.
Proposal Service
Found the one and want to propose in style? The moment will be a memory forever and we’re here to help you make sure it’s the most perfect moment for you and your loved one.
Train Travel
“It’s not the destination, it’s the journey.” We’ve all heard this, haven’t we? And with these captivating luxury train journeys, we’ll show you the joy to be found travelling across the world by rail.
The Pursuit of Feeling
From impassioned and emotive journeys, to podcasts and our Feelings Engine, you’ll find something to move you and something to soothe you. We want to fire your heart and provide food for your soul.
Set Jetting
Swapping salubrious saloons and questionable lodgings for sumptuous hotels and eye-opening experiences, each of our show-stopping journeys will take you behind scenes of some of TV’s most awe-inspiring locations.
See You in the Moment
Field Trip
Education begins in the classroom, but it’s IRL that younger generations put their lessons to the test. Field Trip is a curriculum of educational encounters around the world.
Take Me On A Story
A series of family experiences celebrating the transformative power of the books we loved when we were young, and the stories our children have come to adore.
Get Lost
Designed as a once-in-a-lifetime challenge, train with elite survival experts before traversing a polar, jungle, coastal, mountain or desert region in your mission back to civilisation.
Bring it Back
Bring It Back will embed you in an entirely different way of thinking, and of learning about a culture directly from its experts on the ground. You may be surprised by what you discover.
The Great American View
This series of breathtaking journeys culminate in some of America’s most legendary sights. They are the places you’ve always sought out, and now it’s your time to find them.
James Bond
We are proud to have been selected as the official travel partner to curate James Bond inspired trips.
Agatha Christie
We’ve been hand-picked by Agatha Christie Limited to help bring Agatha’s world-famous Grand Tour to life through a series of episodic trips across Africa, Australasia and North America, and a unique prelude in London.
Eater Journeys
We’re often asked who we’d invite to our ideal dinner party. Ernest Shackleton? Amelia Earheart? The entire editorial team of Eater? Easily. So we invited our friends at Eater over to dinner and quizzed them about their favourite foodie trips and then created them for you to experience too.
Surf Air
We’re proud to launch a brand-new series of exclusive US trips with ground-breaking private air company Surf Air. Bringing our combined knowledge of ground and sky together, we’re helping you to see the world in style.
Take the Open Road with Auberge
With the iconic hotel brand Auberge Resorts, we’ve created a new series of tailormade, luxurious road trip itineraries. Emblems of America’s most iconic landscapes, regions, and people.
Remarkable Drives of Discovery with Auberge
Following on from the much lauded ‘Take the Open Road’ series, here’s five brand-new bespoke, multi-destination trips created with our friends at Auberge Resorts Collection. Delve deeper than ever before.
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Explore our inspiring experiences based on when you want to travel and how you want to feel.
Winter, whether November, December, January or February, can be one of the most exciting times of the year to travel. The colder months often bring children and 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 warm up on the winter sun-drenched beaches of Costa Rica, we’ve curated the perfect trips for you.
Scroll down for our top winter family vacations. Alternatively, browse all of our luxury family vacations.
If you’re not quite set on a winter escape for the family, browse our family travel calendar to discover when else to get away throughout the year.
The most memorable Christmas vacations for families combine magical, once-in-a-lifetime experiences with thoughtful planning tailored to your family’s preferences. Popular choices include Finnish Lapland – where your children can meet Santa in his Arctic home, ride huskies through snow-dusted forests, and chase the Northern Lights – or Costa Rica, where families explore rainforests with private naturalist guides before unwinding on pristine Pacific beaches. For a traditional European Christmas, the Alpine villages of Switzerland offer horse-drawn sleigh rides, fondue by the fire, and world-class skiing. Our experts design every detail around how your family wants to feel, whether that’s adventure, togetherness, or pure relaxation.
The best luxury winter vacations for families extend beyond the festive season, offering unforgettable experiences from December through February. For snowy adventures, consider Japan – where families can ski uncrowded powder slopes, soak in private onsen baths, and discover snow monkey sanctuaries. Those seeking winter sun might escape to the Maldives for overwater villa stays with calm, child-friendly lagoons, or explore New Zealand’s summer landscapes with private guides. Whether your family craves alpine thrills or warm-weather escapes, we’ll craft an itinerary around your ideal winter experience.
New Year family vacations work best when they balance celebration with recovery time – the last thing you want is exhausted children (or parents) on January 1st. For a festive yet relaxed experience, consider the Maldives or Mauritius, where resorts host family-friendly countdown events followed by lazy beach days. Adventure-seeking families love South Africa, combining safari game drives with vineyard lunches and coastal escapes around Cape Town. For something closer to home, a luxury ranch stay in Montana or Wyoming offers horseback riding, stargazing, and cozy fireside evenings far from the crowds. We’ll plan the celebration and the downtime so your family starts the year recharged.
For luxury Christmas travel, we recommend inquiring 9–12 months ahead, especially for high-demand destinations like Lapland, the Maldives, or popular safari lodges. Prime dates (December 20–January 5) book up quickly at the best family-friendly properties. That said, we maintain strong relationships with our partners and can sometimes secure late availability for flexible families. The earlier you start the conversation, the more options we’ll have to craft your perfect trip.
Every Black Tomato trip is fully bespoke. Your dedicated expert handles all the details: flights, transfers, accommodation, private guides, and curated experiences tailored to your family’s interests and pace. For Christmas trips, that might include private Santa meetings, family cooking classes, skip-the-line access to attractions, or a personal photographer to capture the memories. We’re available throughout your journey and handle any adjustments on the ground, so you can focus entirely on being present with your family.
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