When planning holidays with toddlers, we always take their specific needs into account – nap times? Favourite foods? Favourite animal? We believe that no destination is out of reach for a family holiday with toddlers, provided the itinerary has been carefully tailored to them, that it suits their routine, and gives everyone a chance to have fun together. Whether that includes lazy beach days, mountain treks with surprise picnics, or places that loom large in your little ones’ imagination (just a few we’ve had before: Madeline’s Paris; Paddington’s London; The Fjords in Frozen), we’ve got it covered.  We’re also careful to recommend accommodation that suits your family – whether you need space for a cot, a zero-entry swimming pool, or a smashing kids’ club.

Scroll down for our top six pre-school trips. Alternatively, browse all of our luxury family holidays.

Your family holiday questions, answered

When can I go on holiday with my kids?

We know planning a family holiday revolves around a lot of schedules. To help you navigate through this process we have created a guide of where to go during each of the major school breaks throughout the year. So, whether you’re travelling with toddlers, young kidsteenagers or as a whole family you’ll be able to find the perfect place at a time that suits everyone.
February half-term holidays
Easter holidays
May half-term holidays
Family summer holidays
October half-term holidays
Christmas and new year holidays

Why book a family holiday for toddlers with Black Tomato?

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

#1 Head to Lapland and meet Father Christmas under the Northern Lights

On this unforgettable trip to the original winter wonderland, we’re whisking you off to the depths of Finish Lapland and back out the other side to Finland’s electric capital, Helsinki. From reindeer sleigh rides and stepping foot in Santa Claus’ village to arctic hotels and the Northern Lights; this winter escape has a little something for every member of the family. Carefully curated by our Travel Experts with little ones of their own, we’ll take you to meet Father Christmas in his very own workshop before lending a hand to feed Rudolph and his friends, followed by a magical evening spent hunting down the Aurora Borealis. With a number of family-friendly hotels and exclusive experiences available, this trip promises to enchant, delight and exhilarate.


See all Finland experiences

#2 Explore mangrove forests and introduce the kids to the aromatic flavours of Thailand

For this excursion to Bangkok and beyond, our Travel Experts have got in touch with their inner child – and outer adult – to handpick exclusive experiences that’ll suit all of the family. Wander aromatic food markets in Bangkok, bond with elephants in Chiang Mai, explore jungle waterfalls and sunsets in Phuket, and kayak around the mangrove forests on Phranang Peninsular. With Thailand being such a friendly, safe place to visit with small children, this makes travelling through the country easy and stress-free while staying in welcoming hotels with a range of staff-supervised activities such as learning to cook Pad Thai.


See all Thailand experiences

#3 Visit an elephant sanctuary in Sri Lanka and put the kids to bed in a cocoon

This exotic trip to Sri Lanka is the perfect choice for a young family looking to explore the world further – experiencing safaris and rainforests in this jungle-fringed country. We know Sri Lanka like the back of our hands, so we’re bringing you all the experiences that we know will make this family trip special. Tuck into local cuisine in Galle (don’t worry, you can choose the spice levels), before moving along the coast to Yala National Park, resting your head in one of our firm favorites, Wild Coast Tented Lodge; where the adults stay in a canvas ‘cocoon’ and the kids next door in their very own tented ‘urchin’. From here, the adventure only gets bigger and better as you spot leopards and visit elephant workshops, before winding up in Cape Weligama for swimming and diving.


See all Sri Lanka experiences

#4 Road trip? Yes, road trip. A perfectly balanced route across the heart of America for a little adventurer

Road trips are popular among families with young kids as they can easily nap in between all the excitement. With short stop-offs and driving routes, we can’t think of a better destination for a family road trip than New England. On this thrilling getaway, you’ll spend your days weaving between the museums of Boston, white-powder beaches of Nantucket Island and mountains of Maine, with fun-fuelled experiences along the way. Say goodbye to the dreaded ‘are we there yet’ moans and say hello to the excited ‘where’s next’ remarks, as the kids eagerly wait to board the Shooting Star in Chatham on the search for humpback whales. And we haven’t even begun to tell you about the luxurious stays at the friendly Four Seasons and White Elephant.


See all USA experiences

#5 Take your family to learn all about pasta – the Sicilian way

Sun, sea, and temples; this summer-loving itinerary in Siciliy consists of a real mix of entertainment and activities for all the family. Perched on a stunning hillside, Mandranova hotel will be your base for three nights. The kids love diving into the pool here; a renovated stone irrigation tank, sitting amongst the olive groves which give on to breath-taking views of the verdant landscape beyond. Between dips, you and your children can take part in daily cooking classes, whipping up pasta alla Norma and Caponata using fresh home-grown ingredients. After some time in the countryside, you’ll head off to explore the other edges of this triangular island on one of our all-time favourite Italian retreats.


See all Italy experiences

#6 Hit the beach in Antigua and help marine experts with the great Hawksbill Turtle Program

From ocean adventures and turtle watching to science experiments by the beach. The wonderful thing about a family holiday to Antigua is that we can make it as relaxed or as action-packed as you and your kids want. Our favourite day here is on the private island of Jumby Bay, one of the most child-friendly resorts in the Caribbean. You and your little ones will make your way down to Pasture Bay Beach to get involved in The Hawksbill Turtle Program, learning all about these little guys from the marine experts. When night falls the kids will play a vital role in ‘turtle watch’, keeping count of the egg hatchings and watching them pop out of the sand and energetically crawl to the ocean.


See all Antigua experiences

Want to know more about us first?

Machu Pichu, Peru


Trusting someone to take care of your travel plans isn’t a light decision. This is why you can feel rest assured with us.

We Are Human


There are no automated programmes here. What we do is all about the human connection.

Palm tree, Caribbean


From the name to the journey that got us here today. This is our story and the individuals that make up who we are today.


School’s out. Field Trip has started.

We’ve created a colossal curriculum of educational experiences around the world – covering everything from science and sustainability to language and history.

Find out more

Can't find it? Don't worry. Just because it's not here, doesn't mean we can't do it.
Call us on +44 207 426 9888 or +1 646 558 3644 or tell us what you're looking for here.
We'll make it happen.

Go to top