Luxury Father-Son Trips

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Father & Son Trip Ideas

We’ve spent years refining our list of the very best holidays for families – a list inspired by our own unforgettable experiences across the world. But what about those one-on-one adventures? Father-son holidays bring an extra level of bonding: they’re a chance to acknowledge and embrace what your teenager or grown-up kid really loves.

Our father-son trip ideas will give your teenager the chance to see you in a whole new light (while scaling a glacier in Iceland or learning to fight like a ninja in Japan). Or, if you’re travelling with a more grown-up child or your father, you could spend your time clinking glasses in Hemingway’s hangouts and the jazz clubs in Cuba, or exploring the lesser-seen Mayan ruins in Guatemala. From perfectly seared steak sandwiches in Western Europe to snorkeling in the icy glacial waters between two continents in the North Atlantic, we have uncovered every corner of every city and country to land on the very best experiences.

So, if you’re looking for father-son trip ideas full of “yeah, we really did that” moments – and memories that last long after you touch down back home – we have the go-to list for (both of) you.

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The Best Destinations for a Father & Son Trip

Private tours in Belize
Private tours in Belize
Private tours in Belize

Guatemala & Belize

Searching for an adventurous take on Central America? This father-son trip idea through Guatemala and Belize is the action-packed answer. It goes big on activities – like kayaking across a volcano-lined lake and hiking the Cerro de Oro trail in the highlands of Guatemala, and travelling by canoe into the caves of Xibalba in Belize. After time exploring Mayan ceremonial sites, it's on to the beaches, where you’ll snorkel through the famous reefs of Silk & Laughing Bird Cayes before a private barbecue lunch on the sugar-soft sand. Afterwards, stretch out on the beach with local beers – it’s the perfect setting for quality time with your teen or grown-up kid.
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Havana, Cuba
Havana, Cuba
Havana, Cuba

Cuba

A father-son trip to Cuba isn’t just a bucket list journey through a fascinating nation, but a holiday of unforgettable bonding experiences that you’d struggle to find anywhere else in the world. Where else can you ride upfront in a turquoise vintage Cadillac, touring Hemingway’s haunts before checking out private art collections and jazz clubs? That’s just one way you’ll experience Havana, the country’s heady capital. From there, you’ll travel to Viñales, the hub of Cuba’s cigar industry, and visit a sprawling plantation where you’ll learn to roll a cigar. You’ll take a historical tour of Trinidad with an expert guide, cool off in waterfalls in National Park Topes de Collantes, and snorkel off the coast with a pro driver. If there’s something else you’re craving, we can make that happen, too.
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Ninja-training-in-Japan
Ninja-training-in-Japan
Ninja-training-in-Japan

Japan

Searching for a father-son holiday idea that’s crammed with fun quality time? This jam-packed journey through Japan is exactly that. Not only will you get to experience the most thrilling of Japanese traditions first hand (that’ll be ninja training with one of Japan’s most legendary sensei at his karate dojo in Tokyo), you’ll get to relax during the slower-paced ones too (like a ramen-making masterclass in Kyoto). There’s a chance to sink into an onsen, a warm outdoor bath, before being buried up to your neck in warm volcanic sand (a Kyushu tradition), and plenty of time to tour the thousands of video game arcades that line the streets. Or perhaps you’d prefer to go-kart your way around the streets of Tokyo dressed as the Super Mario brothers? Just say the word.
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USA Road trip Marin Headlands California - will truettner
USA Road trip Marin Headlands California - will truettner
USA Road trip Marin Headlands California - will truettner

USA

California's Pacific Coast Highway provides the canvas for an elevated father-son expedition. Beginning in San Francisco, the journey weaves through Napa Valley's premier estates before ascending to Yosemite, where expert guides lead private climbs beneath El Capitan. Navigate coastal promontories in a curated collection of vintage automobiles, accessing secluded coves known only to locals. Each carefully selected property – from alpine lodges to oceanfront sanctuaries – balances refined luxury with authentic sense of place. For those seeking an additional layer of adventure, we can arrange Harley Davidson experiences along the Pacific's most dramatic stretches.
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Lisbon, Portugal
Lisbon, Portugal
Lisbon, Portugal

Portugal

Sometimes the best holidays are the most delicious ones. Case in point, this father-son holiday idea through Portugal. The trip packs a lot in, including the hilly streets of Lisbon, where you’ll master the art of making pastel de nata (highly addictive custard tarts – you have been warned) before a night out on the vibrant back alleys of Barrio Alto, where locals congregate on the cobbles for ice-cold cervejas. The next morning? A prego – a snack-size steak sandwich – is just what you’ll both need. Later, head to the Alentejo, a peaceful region which stretches into the south of the country. You’ll dig into local produce at laid-back lunches and ride on horseback through the sprawling estate of São Lourenço, all before checking out the wine cellar to choose that evening’s bottle – best shared on a beanbag beneath the stars.
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Iceland

There’s snorkeling, and then there’s high-octane snorkeling – when you’re kitted out in a wetsuit and mask to swim in the Silfra Fissure, a slice of icy, glacial water that separates two tectonic plates. It's the kind of activity you can expect in Iceland, where your days in the otherworldly landscapes are filled with action that has the potential to make anywhere else in Europe look a tiny bit tame. You’ll strap on crampons and take on a leg-trembling vertical climb up a glacier, slip behind thundering waterfalls, and spot minke and humpback whales from a boat in the ocean. To round it all off, we’ll arrange one of the most unique experiences in the world for you – a private tour inside the chamber of a dormant volcano. After hiking through a lava field, you’ll descend into the magma chamber that’s filled with steaming hot lava. How’s that for a father-son holiday memory?
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