FALL FAMILY VACATIONS

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The best fall family vacations

As the kids settle back to school, foliage turns red and the leaves start to drop, a fall family vacation is a great time to get away. The summer sun has lent a hand to warming the oceans in preparation for the coming months and the warm weather has decided to stick around for a couple more months. You’ll catch the glowing fall hues of Japan’s leaves and the dust kicked up on the plains by Botswana’s Big Five. What better way to kickstart Halloween or Thanksgiving than with a fall break?

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

#1 Explore Jaisalmer: India’s Golden City

During this fall vacation through Rajasthan, we’re taking your family from city culture to rural wilderness. After checking out the architecture and stunning sites in Mumbai, you and the family will head out on an unforgettable safari through the Sam Sand Dunes in Jaisalmer, while resting your head at the luxurious Serai. At Jawai Leopard Camp in Jawai, enjoy candlelit dinners in the evening and game drives in the day, spotting leopards hang out in the trees and flamingo’s flock by the lakes. With long distances to cover in this mighty area, there’s plenty of time to stop off and admire the breath-taking views and fall in love with all of Rajasthan’s hidden wonders.

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#2 Learn martial arts from one of Japan’s most legendary sensei

Whilst appreciation for learning about new cultures tends to come with age, there are so many ways to learn about Japanese traditions through our top experiences. And what better time to experience them than when the fall leaves paint the skyline orange and red? We’re talking front-row seats at a sumo stable, traditional tea ceremonies and ramen making masterclasses; this is a family adventure for the curious to say the least. After you’ve mastered the art of sushi rolling alongside your expert chef, you’ll head to a karate dojo in Tokyo to talk all things Ninja. Here you’ll slip on an authentic Ninja costume, before learning the ropes of martial arts from Japan’s most legendary sensei. You’ll be taught traditional Ninja techniques and if you’re lucky, you’ll get to handle the blowguns and throwing stars. An unforgettable day in Japan’s quirky capital. 

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#3 Spend a morning spotting wild leopards on a game drive in Botswana

Botswana is a must for first-time safari-goers and is a delight to visit at any time of the year. In fall, temperatures rise and the nights do too, with predators chasing prey out on the plains on a battle for survival, whipping up dust clouds in their path, adding to the rugged African atmosphere. Whether your kids are 7 or 17, the buzz of waking up in the wild and being able to spot wildlife dancing around from the tent’s floor-to-ceiling window is second to none. After a leisurely bush breakfast, take the family out on a mokoro safari where you’ll sit in a traditional Botswanan canoe and be punted around the Delta, meandering past all its little islands. If your little one isn’t a fan of water, opt for a walking safari or game drive – each crammed with as much wildlife as the other. 

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See all Botswana experiences

#4 Island hop around the crystal clear waters of Hawaii

An iconic beach destination, as well as a thriving eco oasis, there’s a plethora of lush green jungles and volcanic landscapes waiting to be explored in Hawaii – an ideal fall family vacation spot. The good thing about island hopping in fall is that the rain mainly falls at night, and the best thing about island hopping in Hawaii is that it can be as active or laid-back as you wish. So with that in mind, we’ll be able to plan your outdoor activities in the light of day and can adapt your chosen activities to suit the needs of everyone in the group – so if you want to read a book by the pool you can, and if you want to go mountain biking at sunrise you can. For an unforgettable end to your family vacation, take to the sky in a private helicopter to get the most jaw-dropping views of the islands.

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#5 Road trip through the heart of the Rockies

Not many countries do fall foliage quite as well as Canada, and this is your chance for the whole family to witness our northerly neighbor at its very best. On a road trip with children in tow. After all, Alberta and British Columbia are packed full of some of the greatest adventures and most incredible wildlife Canada has to offer. Journey from Banff, down through Jasper and onto Whistler, Vancouver and Tofino over the course of 12 days and as the stunning scenery rolls past the windows, you’ll hear no utterance of the words ‘are we there yet’.

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#6 Discover an autumnal family odyssey in Greece

Ancient ruins are the backdrop to venturesome days and peaceful evenings on this jam-packed family getaway in Greece. Our Travel Experts, with their families in tow, have perfected this Greek odyssey that’ll immerse you in welcoming cities, white stone ruins and secluded isles. From adventurous outings uncovering the myths and mysteries of ancient Greece to days spent unwinding on sunny sandy beaches, this trip – which will take you from Athens to Mykonos to Crete – has something for everyone.

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#6 Fall closer to home in Wyoming

Step back in time and experience true American history in Wyoming. Home to Yellowstone and the rugged mountains of Grand Teton National Park, the impressive canyons and stark forests set the scene for a thrilling six-night getaway. From towering moose and grizzly bears to geysers rocketing rushes of steam into the sky, discover these wild lands on a luxury family vacation through the heart of America as you raft down raging rivers, ride horses through the valleys and kayak along empty lakes.

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#7 An introduction to South America in Argentina

Argentina, with its vast open expanses, agreeable climate, incredible adventure offerings and super friendly locals makes it the perfect place for a family vacation to suit all ages. We’ve done our research and scoped out the perfect family-friendly experiences and places to visit in Argentina to keep everyone entertained. This seven-night vacation is the right mix of adventure, culture and relaxation and is the perfect introduction to exploring South America.

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#8 Family adventures in Colombia

November makes a fantastic time to visit Colombia with the family. Whether you’re looking for a fright with spooky tales in Bogota or crafting the perfect bar of chocolate in Cartagena, this eight-night family discovery ticks all of the boxes. So grab the kids for a whirlwind getaway where you’ll marvel at the colors of Cartagena, horse ride through the depths of lush jungle and snorkel the afternoons away in the sparkling waters of the Rosario Islands – all before an epic finale in the cosmopolitan city of Bogota.

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#9 The call of the wild in Kenya

As an equatorial destination, there isn’t really a bad time to visit Kenya. But our favorite season to go is, without a doubt, fall. Frequently lauded as the ideal first time safari destination, Kenya a great choice for your family safari, no matter your children’s ages. To get you started, we’ve handpicked our favorite luxury camps and lodges and paired them with family-friendly experiences that will bring the plains of the Maasai Mara and Laikipia to life. See your family’s eyes light up as they tick off the Big Five on a game drive, but you’ll also delight in the smaller details on alternative safaris that will see you travel by foot, horseback or mountain bike.

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See all Kenya experiences


Your fall break questions, answered

When is fall break?

Fall vacation typically occurs in October, during the week of Columbus Day. Remember, some schools have different semester dates so always check before booking.

How long is fall break?

Unlike winter, spring, and summer, fall break only lasts for a week – this means you’ll have nine days to spend together on a family vacation. Where possible we like to try and book our flights on the Friday evening, to make the most of the shorter fall break. Of course, if you’re lucky enough to have kids too young or old for school, you can make the most of September, October and November and go when you like!

Why book a fall break 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 fall 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 family fall 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
Winter break vacations


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