10 Places To Go On Holiday With Stubborn Teenagers

Planning a holiday with a teenager who thinks everything is “boring” can feel impossible.

Unsplash/Yu Kato

If your usual trips are met with eye-rolls and complaints, it might be time to switch things up. The key is finding a destination that has a mix of adventure, independence, and activities they actually want to do. Whether they love the outdoors, tech, history, or just finding the perfect Instagram spot, here are 10 places that even the most stubborn teens might actually enjoy.

1. Tokyo, Japan – The ultimate mix of tech, culture, and cool

Getty Images

Tokyo is a dream destination for teens who love technology, gaming, fashion, or anything a little futuristic. It’s a city packed with neon lights, quirky cafés, massive shopping districts, and endless entertainment. Whether they’re obsessed with anime, gaming, or just cool gadgets, there’s something for every kind of teenager.

They can explore Akihabara’s gaming arcades, visit a themed café, or take photos in the trendy streets of Harajuku. Even if they’re not into tech, Tokyo’s mix of ancient temples and modern city life makes it impossible to be bored.

2. Iceland – For nature lovers and adventure seekers

Getty Images/iStockphoto

If your teen loves the outdoors (or at least doesn’t mind being dragged into it), Iceland is the perfect mix of adventure and jaw-dropping landscapes. With volcanoes, waterfalls, glaciers, and the Northern Lights, it feels like another world.

Activities like glacier hiking, snorkelling between tectonic plates, and soaking in hot springs make Iceland feel more like an adventure than just another family holiday. And for teens who love photography or social media, there’s no shortage of incredible backdrops.

3. New York City, USA – Big city buzz with something for everyone

Source: Unsplash
Unsplash

Some teens just want to be somewhere exciting, and there’s no city more alive than New York. Whether they’re into music, fashion, art, or food, NYC has something that will keep them engaged. Broadway shows, shopping in SoHo, and iconic sights like Times Square and Central Park offer endless entertainment.

For teens who love sports, catching a Yankees or Knicks game adds to the excitement. If they’re into pop culture, visiting filming locations from their favourite movies and TV shows can make the trip feel even more personal.

4. Barcelona, Spain – A mix of beaches, culture, and street life

Getty Images/iStockphoto

Barcelona is definitely the perfect balance of culture and fun, making it ideal for teens who like a bit of everything. The city’s incredible architecture, beaches, and street markets make it an exciting but relaxed destination.

Teens who love football can tour Camp Nou, home of FC Barcelona, while those interested in fashion and shopping will love the trendy boutiques in El Born. And if they just want to chill? There’s plenty of space to relax on the beach or soak up the city’s vibrant atmosphere.

5. Costa Rica – For the adrenaline junkies

Getty Images

Some teens love adventure, and Costa Rica delivers. With zip-lining through rainforests, white-water rafting, surfing, and volcano trekking, it’s a paradise for anyone who gets bored easily.

Even stubborn teens who “don’t want to do anything” will find it hard to resist the excitement of seeing monkeys in the wild or swimming in a hidden waterfall. Plus, the country’s eco-friendly mindset makes it a great place for teens who care about nature and wildlife conservation.

6. Amsterdam, Netherlands – Cool, compact, and full of history

Getty Images/iStockphoto

Amsterdam has the perfect mix of history, art, and a laid-back vibe that makes it a great destination for older teens. The city’s museums—like the Van Gogh Museum or Anne Frank House—offer culture without feeling like school, and the canals and bike-friendly streets make it easy to explore independently.

For teens who love music and street art, areas like De Pijp and NDSM Wharf are filled with creative energy. The city’s relaxed atmosphere means they can have a little independence while still being in a safe and manageable environment.

7. Cape Town, South Africa – A city with adventure built in

Aerial panoramic view of Cape Town cityscape at sunset, Western Cape Province, South Africa. Getty Images/iStockphoto

If your teen needs more than just sightseeing, Cape Town has enough to keep them interested. The combination of beaches, mountains, and wildlife makes it an exciting destination, whether they’re into hiking, surfing, or just exploring new places.

They can take a cable car up Table Mountain, visit Boulders Beach to see the penguins, or explore the markets and street art in Woodstock. Cape Town also offers a powerful history lesson at Robben Island, giving teens a chance to learn something meaningful without feeling like they’re in a classroom.

8. Seoul, South Korea – For the trendsetters and music lovers

Getty Images/iStockphoto

Seoul is a dream destination for teens who love music, fashion, and social media trends. K-pop fans will love visiting the entertainment districts where their favourite idols trained, while the city’s cafés, street food, and fashion districts make it a fun place to explore.

From high-tech gaming cafés to themed restaurants and Instagram-worthy shopping streets, there’s no shortage of entertainment. Even for those who aren’t into K-pop, Seoul’s mix of ancient palaces and futuristic city life is enough to impress any traveller.

9. Queenstown, New Zealand – The ultimate adventure hub

Getty Images/iStockphoto

If your teen rolls their eyes at the idea of a “boring” family holiday, Queenstown is the solution. This small town in New Zealand is packed with adventure, from bungee jumping and skydiving to jet boating and mountain biking.

Even if they’re not adrenaline junkies, Queenstown’s scenery alone is worth the trip. With stunning lakes, mountains, and cool little cafés to explore, it’s the kind of place where teens actually want to be outside and active.

10. Rome, Italy – Because even history can be cool

Getty Images/iStockphoto

Rome might sound like an obvious choice, but even teenagers who claim they hate history will find it hard not to be impressed by the Colosseum, the Vatican, or the sheer size of the ancient ruins. There’s something surreal about standing where gladiators once fought.

Beyond the history, Rome also delivers on food—because let’s be real, no teenager is going to complain about fresh pizza, pasta, and gelato on repeat. And with plenty of bustling squares and shops to explore, there’s always something happening.

Travelling with teenagers isn’t always easy, but the right destination can make a huge difference. Whether they’re into adventure, tech, fashion, or just hanging out somewhere cool, these places offer a mix of independence and excitement that might actually get them looking forward to the trip. And if all else fails? At least you’ll be in an amazing location when they decide to sulk.