Tennis Journeys for Families,
Designed by Families Who Play Together

Because the best family memories aren’t made in front of a screen — they’re made on the court, under new skies, in places that stir the soul. Let us help you design a tennis vacation where everyone feels like a champion.

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Luxury Family Tennis Holidays & Tailor-Made Travel

Your family is everything. And when it’s time to get away together, it shouldn’t feel like a compromise — it should feel like a calling. That’s why we create luxury family tennis travel experiences designed to delight everyone — from rising tennis stars to grandparents cheering courtside.

Whether your dream is a seaside rally in Phuket, a sunrise match in Marrakech, or a cultural escape with private coaching in Chiang Mai, our family tennis trips are curated around your rhythms, your routines, and your relationships. This is travel that fits your family — not the other way around.

We understand, because we’re a family-led company.

Our founder is a father, husband, coach, and lifelong player. Every itinerary we build is tested through real experience — from family dinners in the medina to doubles matches on private courts. We know the power of a perfectly timed nap, a well-paced match, and moments that make everyone feel seen.

So, no — we don’t sell “trips.”
We craft memories in motion. Transformational journeys that go deeper than a hotel and a plane ticket.

Unforgettable tennis. Unmatched destinations.
Safety, joy, and reconnection — for your whole family.

Who's Going On Your Holiday?

Families come in all shapes and sizes. As such, we’ve organized our luxury family holidays by ages – but that doesn’t mean they’re only for the kids. These finely-tuned forays into the world are designed to strike a balance. They’ll keep your kids in focus, but they’ll excite and entertain you, too. Of course, each and every Black Tomato trip is adjusted to suit the people traveling on it; so no two experiences will ever look the same.
The Best Holidays for Toddlers
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.
The Best Holidays for Toddlers
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.
The Best Holidays for Toddlers
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.
The Best Holidays for Toddlers
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.

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.

Our Family Travel Calendar

Know when you’d like to travel but aren’t sure on where? Whether you’re looking to escape during the school holidays, spring break, fall, winter or beyond, we’ve curated this list of our favourite family-friendly holidays that are perfect throughout the year. We’ve chosen experiences to make your family trip as exciting and stress-free as possible; from chocolate making in Cusco to reindeer sleighing in Finnish Lapland. All you need to do is pick your favourite. Our dedicated travel specialists will do the rest.

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Explore our trips

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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.

Our luxury family holidays are tailor-made

Most travel companies sell family holiday packages and fixed experiences. They’re off-the-shelf, and what you see is all that you get. But we’re different. These pages are filled with ideas and inspirations, but their purpose is to do just that – inspire. When you come with us, we’ll build your trip from the ground up – taking all your passions and personalities into account, from dinosaur-obsessed nine-year-olds to adults who’d like a little bit of downtime, just for themselves. The perfect destination, flights, transfers, accommodation, tour guides, all-inclusive, all for you.

We're family travel experts

Simply put, we’re experts at family travel because we’re families ourselves. Over the years, we’ve brought together a team of travel specialists that are impassioned globe-trotters and destination-obsessives. They’re all brimming with family travel tips and family holiday ideas. These are the people who’ll plan your trip, from the smallest details to the most sublime and remarkable of crescendos. And because so many of us know what it means to travel as a family, you can rest assured that we’ll never take this lightly.

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