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Travelling With Teenagers: How To Plan Trips Teens Actually Enjoy

The turning point for most trips with teenagers comes when you stop planning for them and start planning with them. Here’s how we learned to do that, from the tween years to older teens.

Travelling with teenagers is one of the most interesting stages of family travel, and one of the trickiest. Everything is changing in the teenage years, from confidence and independence to moods and interests, sometimes all in the same afternoon. Something that sounded exciting during planning can feel like the worst idea in the world once you’re actually there.

Teenagers also develop a strong sense of independence. That can feel like a challenge when you’re organising a family holiday, but it’s something good planning should work with rather than fight against. This guide is part of our travel companions series, and it’s built on our own holidays with teenagers, from Venice at half-term to a road trip down the California coast.

We’ve travelled with ours through every phase, from the early tween years, when curiosity still comes with a bit of hesitation, to older teens with strong opinions and very clear ideas about what they do and don’t want to do. The biggest lesson we learned is that trips with teenagers work best when the planning is shared rather than controlled.

Quick answer: Plan with your teenagers, not for them. Give them real choices, build in some time apart, plan around their energy rather than a fixed timetable, and make sure they can stay connected.

Why travelling with teenagers feels different

Travelling with teenagers sits at an unusual point in family life. On the practical side, travel often gets easier than it was with younger children. Teenagers can walk further, cope with longer days and handle bigger trips, like a multi-day road trip.

Emotionally, the dynamic changes. Teenagers become far more aware of whether something feels worthwhile to them, and much more sensitive to how much say they have in what’s happening. Travelling with our own teenagers, we found a few things mattered more than we’d expected.

Some of our most enjoyable evenings came after an afternoon when everyone had a little time to do their own thing.

Where trips with teenagers often go wrong

In our experience, tension on trips with teenagers rarely comes from the teenagers themselves. More often it comes from the way the trip was planned.

Many family holidays are still designed the way they were when the children were younger. Parents make the decisions, the itinerary is fixed early and everyone follows the plan. That structure worked well when children needed more guidance, but with teenagers it can start to feel restrictive.

The other common problem is over-planning. It’s easy to build an itinerary that looks fantastic on paper but leaves very little room for changing energy, spontaneous discoveries or simply slowing down for a few hours. When every day is tightly scheduled, even a great destination can start to feel exhausting.

The shift that makes teen travel work

The biggest change that improved our trips with teenagers was moving from control to collaboration. That doesn’t mean giving up on structure. It means using it differently.

Some of our best travel memories came from decisions the teenagers made themselves. On our villa holiday on the Riviera Maya in Mexico, we handed over responsibility for choosing dinner one evening. Instead of the restaurant we’d planned, one of our daughters found a small local place on TikTok that we’d otherwise have walked straight past. It turned out to be one of the best meals of the whole trip. When teenagers feel some ownership of an experience, they’re far more likely to throw themselves into it.

Planning for different teenage stages

Teenagers aren’t one single group. Planning works far better when you think about where your child is now, rather than applying one approach to every teen.

Ages 9 to 12

Planning travel for tweens (ages 9 to 12)

Tweens are at an interesting point. They’re curious and keen to explore, but they still benefit from routine and structure, even if they pretend they don’t. Trips at this stage usually work best with three things.

Tweens love novelty, but too many open-ended choices can feel overwhelming. Two options usually work better than ten.

Ages 13 to 15

Trips with younger teens (ages 13 to 15)

This is often when the dynamic changes most. Younger teens want experiences that feel real rather than designed for children, and they’re much more aware of how an activity fits their own interests. Planning tends to work best when three things are true.

When younger teens feel heard during planning, they’re far more engaged once the trip begins.

Ages 16 to 18

Holidays with older teens (ages 16 to 18)

By the later teenage years, travel starts to feel more like a group trip than a traditional family holiday. Older teens can manage longer days, more independence and more responsibility. We found it helped to talk openly about three things.

When older teenagers are part of those conversations, the trip feels shared. In many ways this stage gave us some of our best family holidays, with everyone bringing ideas to the table.

Holidays with teenagers: Which trips work best at each age

Holidays with teenagers don’t have to mean theme parks and beach clubs. Looking back over our own trips, a few types of holiday worked again and again, and some suit certain ages better than others.

Whatever you choose, the stage your teenager is at matters more than the destination. A tween and a 17-year-old can enjoy the same place, as long as the plan gives each of them something they chose.

How travelling with teenagers changes the rest of your trip planning

Once you know you’re travelling with teenagers, the rest of your planning follows a different logic. This is where our Platinum Travel Planning Roadmap helps. Rather than jumping straight to destinations, it lets the who reshape every decision that follows. When teenagers are part of the group, four things change.

This is the point where a lot of trips succeed or struggle. When the planning grows up alongside your children, the trip fits. When it doesn’t, friction creeps in. That’s why we keep coming back to the same four planning signals.

Planning signalWhat to askA real-world exampleWhy it matters
IndependenceWhere can our teens influence decisions?Letting them choose the dinner spot or the day's activityOwnership makes them want to join in
EnergyWhen are their natural highs and lows?A late start after a long travel day or a late nightPrevents burnout and switching off
RelevanceDoes this feel meaningful to them?Swapping a generic museum for a street art tour or a themed caféTeens opt in when it fits who they are
FlexibilityWhere can plans bend if needed?A Plan B, like a cinema or a shopping centre, for an energy slumpReduces pressure and conflict

Our travelling with teenagers guides

These guides look at holidays with teenagers from every angle, from city breaks to long road trips. Start with whatever matches your teenagers’ stage and energy, and the kind of trip you want to plan now.

City breaks

Bottom half features waters of a blue canal, a gondola parked facing the camera and wooden posts sticking out of the water. There are buildings on the horizon and a campanile. Grey sky behind

Is Venice good for teenagers? Our half-term family plan

Our five-day family plan from a half-term trip, and an honest answer to whether Venice works for teenagers.

Inside the Colosseum - UNESCO World Heritage Site, Rome

Rome with teenagers: Gladiator school and a plan that worked

How we planned Rome around our teenagers, with the activities that won them over and a pace that kept everyone going.

View looking down on a white bridge flaked with white marble statues over a green river. Trees and buildings on the other side of the river

Rome city break: Four days on foot

How to see Rome in four days on foot, with a plan that keeps the walking manageable and the big sights in the right order.

Looking out from the top of a building towards a cityscape below on the other side of a a river. There are two ladies on a red metal swing in the air above the scene. They are both holding on to the sides of the chair and looking away from the camera

Amsterdam with teenagers

How we planned a successful trip to Amsterdam with teenagers, from where to stay to what kept them interested.

Black of a man's orange sweatshirt featuring the word Amsterdam. Man has brown hair and carrying a white tote bag. Crowd behind

Amsterdam: The basics of planning a trip

The essentials of planning a short first trip to Amsterdam, from getting around to choosing a base.

Looking up at a turquoise roof with two ornately carved stone windows, and an ornate blue spire with gold ball at the top.

Hamburg city break: Three days in Hamburg

A three-day schedule for Hamburg that balances the big sights with time to wander.

A large stone archway stands over a wide paved road. It has 6 large columns in front and a brass sculpture on top of chariot with 4 horses. Tourists handing about at the bottom.

A self-guided Berlin walking tour

An easy self-guided walk that introduces Berlin’s history and main sights, a good way to spend your first day in the city.

Inside an old stone building, looks like a museum with grand stairway leaving to the lower floor. There are around 50 white heads hanging from the ceiling in an art display

Glasgow city break: Art, music and Mackintosh

A two-day Glasgow itinerary built around art, live music and Charles Rennie Mackintosh, a good fit for teens with creative interests.

Concrete buildings with political murals across a road with an open gate on the left hand side

A long weekend in Belfast

A relaxed three-day itinerary for Belfast, with time for the city and ideas for heading out to the coast.

Chinese pagoda style entrance way with orange pillars on a green-grey building. Two carved lions either side of the doorway. Chinese decorations on the building

3 days in Los Angeles with teens

Studio tours, Star Wars and beach bikes. How we spent three days in LA with our teenagers on the California road trip.

Statue of Star Wars character, Yoda, in bronze sitting in front of office building behind with trees.

3 days in San Francisco with teens

Bikes, cable cars and Alcatraz. Our three days in San Francisco with teenagers, on the same California road trip.

Image of a baseball scoreboard behind a section of audience seating. Scoreboard features Padres baseball player

Things to do in Seattle with kids and teenagers

Our pick of Seattle for a family with mixed ages, from the start of our Pacific Northwest road trip.

Road trips

Two girls wearing back helmets and googles are front and centre in the frame. Girl on the left wears a blue sweatshirt and has long blond hair. Girl to the right wears a grey jacket and has long brown hair. Golden beach behind and blue sky above

California road trip with teenagers

Our 10-day Pacific Coast Highway itinerary with teenagers, with the stops we chose and how we paced the drive.

Map spread out on wooden table with post it notes and stickers indicating places to stop on what looks like a multi stop trip. A white flask with Vancouver sticker in top left hand side.

Pacific Northwest road trip from Seattle

Our circular family route from Seattle through Washington and British Columbia, with how long to allow and where to break the drive.

Tropical beach with turquoise surf on the left, golden sand in middle and green rainforest to the right. Photo taken by rider of a horse over the horses ears which you can see in the bottom of the photo. A second rider is ahead on the beach on a white horse

A circular family road trip around Costa Rica

How we planned a loop of Costa Rica as a family, from the cloud forest to the Caribbean coast, and how to pace it.

Back of young girl with long brown hair wearing grey baseball hat and white t-shirt. Girl is sitting on rocks overlooking a valley with white buildings below

A family road trip from Muscat, Oman

The places we’d include on a family road trip from Muscat, and how to pace the driving so everyone still enjoys the stops.

Sun, villas and activity weeks

A week in Ibiza with teenagers

How we planned a family week in Ibiza with teenagers, from the old town to the island’s hippy side.

El Castillo, Chichén Itzá, Mexico bucket list experience

Planning a winter sun trip to the Riviera Maya

Our villa holiday on Mexico’s Riviera Maya, and how to plan a winter sun trip there, from choosing a base to day trips.

hillside covered with white washed stone buildings each with a grey conical roof. Green shrubbery and pink flowers in the foreground. Trees and blue sky at the top of the hill

Puglia itinerary: A one-week villa trip

A one-week villa itinerary for Puglia, with day trips to the trulli of Alberobello, Lecce and the white town of Ostuni.

Girl sand boarding down steep orange dunes, with man bent down to supervise her

A first-timer's guide to Dubai

What to know before a first visit to Dubai, and how to balance the old city with the new.

Day trips and stopovers

A large causeway of connected hexagonal stones leads from the front of the frame towards the centre middle. Behind is a green rocky cliff rising to a point in the centre. Grey sky behind.

Visit the Giant's Causeway without the crowds

How to get to the Giant’s Causeway and when to go to avoid the busiest times.

Looking down the length of a white Space Shuttle from a high platform. United States + flag printed on side of shuttle. View of fields and cloudy sky behind. You cannot see the nose of the shuttle in the photo

Houston on a short stay or stopover

What to see in Houston if you have a day or two between flights, and how to make a long-haul stopover part of the trip.

Old fashioned blue curved sign with a white mountain and the word Paramount sits on top of a red brick building. Pale blue sky behind.

Dallas on a 7-hour layover

Whether it’s worth leaving the airport on a seven-hour layover in Dallas, and how to plan the time if you do.

Common teen travel challenges

How to handle a teenager who doesn't want to go on holiday

When a teenager doesn’t want to go on holiday, it’s usually a planning mismatch rather than a rejection of travel itself. At this age, resistance tends to come from one of three places. They feel they have no say, they can’t see the point, or they’re worried about losing their independence. A trip planned entirely around adult priorities, or around younger children, can feel imposed rather than shared.

The answer is to rethink the trip rather than force enthusiasm.

When teenagers understand why a trip is happening and can shape parts of it, they usually come round. The goal isn’t wild excitement. It’s real buy-in.

How do you plan holidays when travelling with both teens and toddlers?

Travelling with teenagers and toddlers together is completely doable. It works when the trip is built around shared anchors rather than identical days.

Teenagers need some independence and responsibility, while toddlers need routine and familiarity. Trips struggle when everyone is expected to do everything together. They work when time together is planned on purpose and time apart is planned without apology. Our travelling with kids guide has more on planning around little ones.

What are the best types of holidays for active teenagers?

Active teenagers tend to engage most with trips built around experiences rather than attractions. The best holidays combine movement with some independence and plenty of variety.

Active teens usually respond better when movement has a purpose, like exploring, navigating or discovering, than to an itinerary of passive sightseeing. Plan fewer, bigger experiences with time to recover between them. Keeping things moving matters, but so does downtime.

Preparing teenagers for independent travel

Sooner or later, most teenagers want to travel without you. The best preparation happens on family trips, long before they go. Give them a little more responsibility each time.

When our children took their first trip abroad on their own, to Split, they had to manage their own budget and plans. It was a big step for them, and we were very proud. Our travelling with young adults guide picks up the story from there.

Travelling with teenagers FAQs

Where is good to go on holiday with teenagers?

Places that mix activity with some freedom tend to work best. Cities with plenty to do on foot, road trips with short driving days, activity weeks and villa holidays with a pool all suit teenagers well. The destination matters less than whether your teenagers helped choose it and have something to look forward to.

How do you plan a holiday your teenager will actually enjoy?

Plan with them, not for them. Offer two or three options instead of a fixed plan, let them choose some of the activities or a restaurant, build in free time, and plan around their energy rather than an early-start timetable.

How do you prepare a teenager to travel independently?

Build their confidence on family trips first. Let them navigate, manage a daily budget, make bookings and check in for flights while you're still there. Before they go alone, agree how you'll stay in touch and make sure they know where to find official travel advice and their insurance details.

How much freedom should teenagers have on holiday?

It depends on their age, the destination and how much they've travelled before. Many families start with short, agreed spells of time apart in a safe area, with a meeting point and a phone that works, and extend them as trust builds. Agree the rules before you go, not on the day.

Final thoughts on travelling with teenagers

Travelling with teenagers isn't about lowering your expectations or managing behaviour. It's about recognising that the planning has to change as they do, and some of our best family holidays came from exactly that stage.

Give them a say, leave room for time apart and plan around their energy, and you'll often find they lead you somewhere you'd never have found yourself. When you know who's coming, move on to Stage 2 of the Roadmap to choose your holiday style.

Happy planning, and let them pick dinner at least once.