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Anniversary Escapes: The New Ways to Celebrate Love

How couples are reimagining anniversaries: bucket-list adventures, multi-gen gatherings, and romantic escapes designed to treasure.

Claire Young on 30 Sept 2025

An anniversary isn’t just another date on the calendar — it’s a milestone in your love story. Whether it’s your 1st or your 50th, every year together is worth celebrating. For some couples, that means a quiet escape for two. For others, it’s gathering the whole family. And sometimes it’s about weaving romance into adventure. Here are the new trends in how couples are choosing to celebrate their anniversaries in style.

✨ Jetting Off Just the Two of You

For years, anniversaries probably passed in a blur. Maybe you got a meal out if you were lucky — though chances are you were too exhausted to enjoy it. You might even have scribbled down a dream bucket list one evening over a glass of wine… before reality got in the way.

Remember those days?

Sophie would only eat beige food, Oliver was terrified of anything that moved (including his own shadow), and little Maisie made travelling feel like an Olympic sport with her never-ending fevers and midnight wake-ups. Sound familiar?

As parents, we’ve all been there. The best intentions, the dreams parked, the notebook of “one days” shoved in a drawer. Because when your kids are little, the responsibilities are endless — and your time together is rare.

But here’s the thing: now it’s your turn. 💫

Anniversaries are the perfect excuse to dust off that forgotten bucket list and finally do the things you used to whisper about when the house was full of chaos. Think: watching the sun rise from a hot air balloon, dining under the stars with no babysitters to rush back for, or simply taking the time to explore somewhere new — together, just the two of you.

The kids are grown, the chaos has eased… and this is your moment to reconnect and celebrate your story, in whatever way feels most you.


👨‍👩‍👧‍👦 Bringing the Family Along

For some couples, an anniversary isn’t just about the two of you — it’s about the whole clan.

And let’s be honest, big family holidays have their moments. Someone’s bound to forget their sunhat, someone else suddenly “doesn’t do planes,” and there’s always that one relative convinced they know a cheaper way to book it all online. 🙄

But here’s the thing: when it works, it’s magic. You’re not just celebrating your marriage, you’re celebrating the family you built because of it.

Watching the grandkids play on the beach, raising a glass with your grown-up children, and having everyone together in one place — those are the memories you’ll treasure forever.

And this is where I step in. I deal with the logistics, manage the expectations, smooth out the “friendly debates” about bedrooms or restaurant choices — so you don’t have to referee. You just turn up, sip your drink, and enjoy the reason you’re all there: to celebrate a milestone in style.

🌍 Mixing Romance with Adventure

Not every couple wants roses and candlelit dinners (though they’re lovely too). For many, anniversaries are about stepping it up — taking adventure and romance to the next level.

Life looks different now. Some of you did it the “traditional” way — tied the knot first, then came the house and kids. Others flipped the script — bought the house, had the children, and only later walked down the aisle. And then there are those of you right at the start of married life, celebrating those precious first few years together — when every milestone feels huge and exciting.

Wherever you are in your story, anniversaries aren’t just about looking back. They’re about reminding each other there’s still so much to see, to feel, to share. Imagine standing hand-in-hand, staring up at wonders you’ve only ever seen in books — the majesty of Machu Picchu, the timeless pyramids of Giza, the roar of the Amazon, or sailing through the Panama Canal.

It’s romance, but it’s also a rush.

It’s adventure, but shared.

It’s that delicious mix of love, eat, pray energy — only this time it’s the two of you, writing your own story in the most unforgettable way.

🥂 The Final Word

Anniversaries deserve more than a bunch of flowers from the garage and a quick dinner at the local. You’ve done the hard yards, built a life together, and your love story deserves more than “same again next year?”

Whether it’s sneaking off just the two of you, rounding up the whole family circus, or turning the dial up with a mix of adventure and romance — I’ll take care of the planning, the juggling, and the drama. All you need to do is show up, raise a glass, and celebrate properly.

Because anniversaries aren’t just dates on a calendar — they’re proof you’ve still got plenty of chapters left to write together. 💫

Claire.xx

📅 Ready to start planning? Let’s make your anniversary unforgettable.  

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