Pip & Moon is a minority-owned, independent studio based in Atlanta. We design original hand-drawn prints and coordinated family loungewear, and we've spent years listening to the families who wear them. This guide is shaped by what those families tell us they want: holidays where everyone feels included.
The Holiday Your Whole Family Will Actually Agree On
Pleasing a toddler, a teenager, and a grandparent on the same trip is genuinely hard. Most holiday guides pretend it isn't. They hand you a list of ten sunny destinations and wish you luck. But a three-year-old who needs a nap by noon and a fifteen-year-old who won't surface before it have very different ideas about what a good day looks like.
Here's what we know: 92% of parents plan to travel with their children this year, according to Hilton's 2026 Trends Report, the highest travel intention level since before the pandemic. Families aren't just looking for a change of scenery. They're hungry for connection.
Below you'll find family holiday ideas structured by family type, mood, and budget. Some take you across the world; others keep you in your own backyard. The moments you carry home matter more than the miles you cover.
Multigenerational Holidays (Grandcations): Making It Work for Every Age
The grandcation isn't a novelty anymore. It's a movement. In 2025, 47% of travellers chose multigenerational trips, a 17% increase from the year before. The numbers keep climbing: 58% of Millennial and Gen Z parents now want extended family along for the ride, while 71% of grandparents have recently taken a three-generation trip.
The trick to making it work? Stop trying to keep everyone together every minute. Split the group into age-appropriate activity streams. Toddlers get splash time at the shallow pool. Teenagers go kayaking or hiking. Grandparents enjoy a wine tasting or a long walk through a village market. Then everyone reconvenes for a shared dinner, which is where the real magic happens.
There's also a compelling subset worth knowing about: skip-generation travel. Twenty-nine percent of families are now sending kids on holiday with grandparents only, no parents in sight. It gives grandparents and grandchildren a bond that's entirely their own, and it gives parents a rare, quiet week.
For destinations, think about places that accommodate wide age ranges without forcing compromises. Self-catering villas in Sardinia or along Lake Garda. National park lodges near Yellowstone, where the landscape does the entertaining. Large holiday cottages in the UK countryside with enough bedrooms that nobody shares a wall with a teething infant.
Group trips of six or more people surged 67% year-on-year recently. This is no longer a niche choice. It's how families are choosing to spend their time and their money, together.
Let the Kids Lead: The Kidfluence Approach to Holiday Planning
Hilton's 2026 Trends Report gave it a name: kidfluence. Eighty-one percent of families now consult their children about vacation destinations, and 73% actively involve kids in planning the itinerary. This isn't about handing a six-year-old the car keys. It's about giving children a genuine stake in the trip.
The payoff is real. When children co-create the holiday, buy-in is higher, meltdowns are fewer, and the memories are richer for everyone. A practical framework: hold a family holiday meeting before you book anything. Give each child one non-negotiable activity to choose. Maybe it's snorkelling. Maybe it's a cooking class. Maybe it's a theme park. Build the rest of the schedule around those anchors.
The data backs up what families already feel: 84% of travellers in 2026 are seeking shared play experiences, and 86% say they value experiences over material gifts. The holiday itself is the gift.
Experience-first ideas children tend to gravitate toward include wildlife safaris, cultural workshops, cooking classes in a new cuisine, and, yes, the occasional roller coaster. Meanwhile, 58% of parents are planning enforced no-screen moments during the trip. When kids have helped design the day, putting the tablet away feels less like punishment and more like a trade they willingly made.
Quietcations and Slow Travel: The Screen-Free Family Reset
Not every family holiday needs a packed itinerary. The quietcation is the opposite: off-grid cabin stays, slow mornings with nowhere to be, hiking trails that end at a swimming hole, board games by the fire after dark. It's an analog holiday built around reconnection, and it's one of the fastest-growing family travel trends of 2026.
Fifty-eight percent of parents are planning no-screen-time moments this year, part of a broader "hushpitality" movement in the travel industry. In practice, that looks like a rented farmhouse in the Cotswolds, a lakeside cabin in Vermont, or a mountain retreat in the Italian Dolomites where the Wi-Fi is weak and nobody minds.
A sample slow-travel day: a morning hike with the whole family, a communal lunch cooked together from local ingredients, an afternoon of free play or reading, and an evening spent stargazing or telling stories around a fire pit. No tickets. No queues. No rushing.
The contrast with sightseeing-heavy itineraries is the point. Quietcations are about depth over breadth, one beautiful place explored thoroughly instead of five rushed ones. And 50% of parents are using travel to capture one-on-one bonding time with individual children. A quietcation creates the unhurried space for exactly that kind of attention.
The Stay-In Holiday: Luxury at Home for the Whole Family
Over half of UK families planned a staycation in 2025, according to the Sykes Cottages Staycation Index. Yet almost no holiday content speaks to the at-home experience with any real imagination. The stay-in holiday deserves better. It's a deliberate, curated choice, not a consolation prize.
Five ideas to make it feel genuinely special:
- Backyard camping with a fire pit, s'mores, and sleeping bags under the stars
- Themed movie marathon nights with matching family pyjamas and homemade popcorn
- An at-home spa day with face masks, robes, and cucumber water
- A family cooking class using a cuisine nobody has tried before
- A garden sports day with events, scorecards, and prizes
Fifty-nine percent of parents with children under 18 wear holiday pyjamas during the festive season. That's not a quirky footnote; it's a ritual with real emotional weight. Coordinated sleepwear marks the occasion. It says: this day is different, and we're in it together.
This is where we'll mention what we do. Pip & Moon's coordinated family loungewear, the same original hand-drawn print in different silhouettes for each family member, makes the stay-in holiday feel intentional. From the slow morning in matching sets to the evening film in coordinated pyjamas, the clothes become part of the memory. And with 95% of Americans gathering with family during the holiday season, the stay-in holiday is, for many families, the holiday.
How to Dress the Family Holiday: Coordinated, Not Corny
The matching family outfit has grown up. The trend has shifted away from identical head-to-toe looks toward something more considered: same print or palette, different silhouettes for each person. Coordinated, not corny. Demand for matching family outfits is projected to grow 6 to 8% annually through 2026, and searches for resort vacation outfits spiked 46% in a recent 90-day window.
Why does coordination matter beyond aesthetics? It marks the occasion. It creates visual cohesion in holiday photos without making anyone feel like they're wearing a costume. And years later, when you look at those pictures, the shared print becomes a shorthand for the memory itself.
Practical styling advice: anchor the look with a shared print. Let each family member wear a silhouette that suits their body and their comfort. A dress for one parent, shorts and a camp shirt for another, a romper for the littlest one. Watercolour florals and tropical prints are leading the family resort wear trend for 2026, which pairs well with the kind of hand-drawn, place-inspired prints we create at Pip & Moon.
There's a photography dimension worth noting, too. Eighty-one percent of families are now planning trips with great photo moments in mind. Coordinated outfits make those shots feel polished without any posing or fuss. You just show up, and the print does the work.
Holiday Ideas by Family Type: Tailored Picks for Every Setup
Families with toddlers and young children: Beach resorts with shallow water, all-inclusive hotels that simplify logistics, and UK holiday parks. Prioritise proximity, routine, and nap-friendly schedules. Short flights or drive-to destinations save everyone's sanity.
Families with teenagers: Adventure holidays with real appeal. Surfing in Ibiza, hiking in Yellowstone, city breaks in Barcelona. Use the kidfluence approach and let teens help shape the itinerary. If they chose it, they'll show up for it.
Multigenerational groups: Self-catering villas, national park lodges, and large UK cottages. Space for everyone, shared meals as the daily anchor, and flexible activity streams so nobody feels dragged along.
Single-parent families and smaller groups: Road trips offer flexibility and affordability. Staycations keep the budget in check. Experience-led day trips, a pottery class, a forest trail, a local food festival, create big memories on a smaller spend.
A note on budget: the average US family vacation runs $4,000 to $4,500 per trip. A Mumsnet survey of 500 UK parents found higher-spending families budgeting around $5,200 (approximately £4,025) for their main holiday.
Make It Unforgettable: The Details That Become the Story
Eighty-six percent of families say they value experiences over material gifts. The holiday itself, however you shape it, is the most meaningful thing you can give the people you love.
Build in at least one ritual. A shared meal where everyone cooks one dish. A coordinated outfit moment on the first morning. A no-phones sunset. A postcard written by each child, even the ones too young to spell.
The best family holidays aren't the most expensive or the most far-flung. They're the ones where everyone felt seen, included, and unhurried. The holiday begins the moment you decide to show up for each other, wherever that happens to be.
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