Tucan Trails

Pack the kids. Leave the chaos.
Tucan takes care of the rest

Luxury Family Holidays, Designed by Families Like Yours

Travel that brings everyone closer — from grandparents to toddlers.

Your family is everything. And when it comes to time away, they deserve to feel truly special. But no two families are the same — and creating a holiday that delights every generation can be anything but simple. Your preferences, your pace, your story — that’s what we care about.

We get it. Because we’re families too.

That’s why our luxury escapes are not just planned for families — but by families. We’ve been there, done that, and packed the snacks. Our team takes the stress out of planning, so all you need to do is enjoy the moments together. From newborns to grandparents, we create journeys that feel effortless, personal, and unforgettable.

We don’t just organize trips. We craft shared stories, magic moments, and memories that last a lifetime .Exquisite comfort for you. Pure adventure for them. Peace of mind for everyone. Simple.

What type of family holiday are you looking for?

We want to take you beyond the constraints of traditional family holiday packages and cookie-cutter itineraries. We want to show you and your whole family the world – on your terms. For you, for yours.

Adventure Honeymoons

These family trips aren’t for the faint of heart. This is a thing of pedals put to metal. It is the world as your playground, senses pushed to the extreme. Think a family safari in Uganda, skiing in Colorado, surfing in Hawaii, piranha fishing in Brazil.

Take Us There

Wildlife Honeymoons

These family experiences will take you closer and bring you deeper to some of the 8.7 million wildlife species that call our planet home, all led by some of the world’s most renowned experts and guides. A family safari in South Africa, a trip spotting tigers in India, a whale watching cruise in the Atlantic Ocean. You can do it all.

Take Us There

Cultural Honeymoons

Open your children’s eyes to the extraordinary diversity of the world around us, how every village, valley, city and country has its own unique culture and history. Let the locals guide you on a private tour of their day-to-day to take you far away from yours.

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Relaxing Family Holidays

Laidback living and gently immersive activities. They’re the perfect thing for families who want to slow things down a little – to do something while not doing something, if you follow. But family travel with Black Tomato goes far beyond all-inclusive resorts with private pools, kids clubs, spas for the adults, and water parks. It’s whatever you want it to be, and more.

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Bucket List Honeymoons

Now for the really big stuff. The things that will define you all for years to come. These experiences – monumental, once-in-a-lifetime – are about as epic as it gets. Put another way, these are the stories you’ll never tire of telling. Think saddling up at luxury dude ranches, taking a front-row seat for the Great Migration or hiking up to the Sun Gate at Machu Picchu.

Take Us There

Our Favourite Experiences

We’ve scoured both urban and remote corners of the world to bring you a family-sized sampling of tried-and-tested experiences, so your kids can really get stuck into and involved with the destination you’re travelling to. If you’re looking for the best family holiday spots in the US, in Europe or family trips around the world, check here first.

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THE RIDER

There are some things you can’t leave your home without. They’re your fundamentals, your essentials – the everyday things that make life that little bit easier, especially when you’re travelling as a family.

With The Rider, we’ll ensure they’re never forgotten.

What type of family holiday are you looking for?

We want to take you beyond the constraints of traditional family holiday packages and cookie-cutter itineraries. We want to show you and your whole family the world – on your terms. For you, for yours.

Multigenerational family holidays

Nothing compares to having the entire family together, even while it can be difficult to balance the needs of all – from the youngest to the eldest. Luckily, we’ve cracked the code for balancing the needs of all.

Trips for Older Families

They’re either on your sofa or in another city. Either way, the kids are not so small anymore. These luxury family holidays are all about bringing you back together with the adult children. Think reconnecting around the campfire or having breakfast on the Great Wall.

Travel with school children

Suddenly they’re running around telling you what’s what. These luxury family trips are all about striking a balance between the not-so-little ones and you (let’s face it, you’re going to need a break from your break). It’s not always easy, but that’s what we’re here for.

Travel with school children

Whether you’re new to family trips with small children or not, these adventures are designed to take the stress of transfers, timings, and organising experiences for your pre-school children away. We'll let you sit back and enjoy your trip too.

Why trust us with your family holiday?

We believe in the power of inspiration

As travellers, our expert travel specialists spend our lives getting deeper and closer to our wide, wild world, figuring out the places and experiences that work best for families of all different types and sizes. This isn’t about box-ticking or completionism. We want to show you and your family how to travel the world in a way that works for you, and for you alone.

We'll save you time, stress and energy

Our family travellers lead busy lives. And as modern life becomes ever more complex, it can be difficult to find the proper time to plan the family escape you deserve – overwhelmed by options and fretting about FOMO. Getting your family trip just-so can feel incredibly stressful. Happily, we’re here to figure out these details on your behalf, to do the heavy lifting and the precision engineering. This is your journey. We’re just here to steer the way.

We'll save you time, stress and energy

Our family travellers lead busy lives. And as modern life becomes ever more complex, it can be difficult to find the proper time to plan the family escape you deserve – overwhelmed by options and fretting about FOMO. Getting your family trip just-so can feel incredibly stressful. Happily, we’re here to figure out these details on your behalf, to do the heavy lifting and the precision engineering. This is your journey. We’re just here to steer the way.

We believe in the power of inspiration

As travellers, our expert travel specialists spend our lives getting deeper and closer to our wide, wild world, figuring out the places and experiences that work best for families of all different types and sizes. This isn’t about box-ticking or completionism. We want to show you and your family how to travel the world in a way that works for you, and for you alone.

We'll save you time, stress and energy

Our family travellers lead busy lives. And as modern life becomes ever more complex, it can be difficult to find the proper time to plan the family escape you deserve – overwhelmed by options and fretting about FOMO. Getting your family trip just-so can feel incredibly stressful. Happily, we’re here to figure out these details on your behalf, to do the heavy lifting and the precision engineering. This is your journey. We’re just here to steer the way.

We'll save you time, stress and energy

Our family travellers lead busy lives. And as modern life becomes ever more complex, it can be difficult to find the proper time to plan the family escape you deserve – overwhelmed by options and fretting about FOMO. Getting your family trip just-so can feel incredibly stressful. Happily, we’re here to figure out these details on your behalf, to do the heavy lifting and the precision engineering. This is your journey. We’re just here to steer the way.

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