Making Memories: The Art of Travelling with Teenagers
Five lessons on travelling with teens, from a family's last hurrah through Sri Lanka.
By Kirsty Edwards, Global Head of Brand Experience at Scott Dunn.
17 September 2026
"Life moves pretty fast. If you don't stop and look around every once in a while, you'll miss it." – Ferris Bueller
Never were truer words spoken.
One moment you're adjusting tiny school uniform and polishing first-day shoes; the next, you're looking up at young adults who tower over you, A-levels and GCSEs behind them, university applications looming ahead. The window for traditional family holidays – the kind where everyone's genuinely excited to spend two weeks together – was quietly closing.
We weren't ready to let it go without one last hurrah.
With end of exams celebrated and summer stretching ahead, we seized what might be our final chance for a proper family adventure: a two-week odyssey to Sri Lanka and the Maldives. A week immersing ourselves in a completely new culture, followed by a week of barefoot luxury to decompress together.
It was transformative – and surprisingly enlightening. Here's what I learned about travelling with teenagers that might help you plan your own memorable escape.
Five Essential Insights for Family Travel with Teens
-
Pace Yourself (They're More Exhausted Than They Look)
Remember: your teenagers have likely just survived exam season, end-of-academic year social obligations, and the general intensity of adolescence. You're all running on fumes, even if they won't admit it.
The solution? Build breathing room into your itinerary. Early morning adventures are fine – excellent, even – but balance them with genuine downtime. Our pattern of sunrise excursions followed by leisurely afternoons and relaxed evening activities struck the perfect chord. Everyone got to experience the highlights without feeling like they were on a forced march. -
Early Starts? No Problem (When There's a Reason)
Here's the revelation: teenagers will absolutely get up at 5am on holiday without complaint – if what awaits them is worth it.
Pre-dawn climbs up Pidurangala Rock and scaling Sigiriya before the crowds? Not a single grumble. The difference between home and holiday is purpose. Give them an adventure, not just an alarm, and they'll surprise you. -
Everyone Needs Space to Breathe
Two weeks of 24/7 family togetherness is intense – and not remotely what anyone's used to. The secret is building in opportunities for independent time.
This worked beautifully in the Maldives, where our boys had the freedom to explore the island, retreat to the villa, or join us for activities as they pleased. The paradox? Having space to be apart made our time together more precious. -
The Right Guide Changes Everything
This cannot be overstated: a guide who genuinely engages with teenagers – not just tolerates them – transforms the entire experience.
Our Sri Lankan guides intuitively understood the teenage psyche. Our main guide Indika, a father of two himself, he knew the essentials: keeping snacks readily available, balancing adult conversation with teen-relevant insights, and reading the room. Then there was SK, who led us on a section of the Pekoe Trail, immediately connecting with our boys on their wavelength. Their verdict? "Absolute G.O.A.T. of Sri Lanka." High praise indeed. -
Make Peace with the Phones
Yes, they'll have their phones. No, it's not the end of the world.
What surprised us was how our boys used them: not for endless scrolling, but as creative tools. Watching them photograph the journey through their lens – seeing what caught their eye, what they chose to share – offered a fascinating window into their perspective. Their Instagram stories became a parallel narrative of our trip, and honestly, rather a beautiful one.
Our Five Unmissable Sri Lankan Experiences
Choosing just five highlights feels impossible, but these were the moments that truly soared:
-
Sunrise at Pidurangala Rock
Sigiriya's ‘little brother’ delivers the adventure without the crowds. Starting the climb in darkness adds delicious anticipation, and the summit rewards you with the finest view of Sigiriya itself, bathed in golden light. Challenging enough to feel accomplished, achievable enough for varying fitness levels – perfection. -
E-biking the Tea Trails
Pure joy on two wheels. E-bikes meant we could tackle Hill Country's elevation without the suffering, whizzing through emerald plantations with grins on our faces. Our thoughtful guide arranged snack stops (because teenagers + exercise = hungry teenagers), and we paused in villages for cricket banter with local children. The England vs Sri Lanka debate was spirited, to say the least. -
Surfing at Cape Weligama
Gentle waves, patient instructors, and the thrill of standing up on a board for the first time – this ticked every box regardless of age or ability. The boys were hooked, as were the parents and watching them progress over a few hours was a genuine pleasure. -
Sri Lankan Cooking Class
I'll be honest: our sons' engagement with cooking at home ranges from "reluctant" to "non-existent." So watching them enthusiastically learn to prepare authentic Sri Lankan curry, guided by a talented chef, felt rather miraculous. We all cooked a dish, then feasted together on our creations. The real victory? They've since attempted to recreate it at home. Successfully, I might add. -
Cricket at Galle Fort
Our collective highlight. The absolute pinnacle.
As a cricket-loving family, playing a spontaneous match against locals within the historic walls of Galle Fort was magical. This was proper "street" cricket – questionable wickets, fast paced (in more ways then one), but full commitment. A collective passion for a great sport, that really brought everyone together. A memory that will stick with us for a long time.
The Gift of Time
What we thought might be a "last chance" family holiday turned out to be something more profound: a recalibration. A reminder that even as our boys grow into independence, there's still room for shared adventure, for discovering the world together, for simply being together without the usual distractions of daily life.
Ferris Bueller was right. Life does move fast.
But sometimes, if you plan it thoughtfully, you can press pause – and truly look around together.