Tips for planning a surprise proposal

There’s something so dreamy about proposals, that magical moment when two lives officially join paths. I will never forget how Jack proposed to me on our family holiday. It was the most perfect surprise proposal – I can honestly say I had no idea. I was about 17 or so weeks pregnant, and I ugly cried.

As a mum of three and Family Lifestyle Publisher, I’ve witnessed enough love stories to know it doesn’t take a grand gesture to make the moment feel extraordinary. In fact, the most meaningful proposals are often the ones rooted in simplicity, intention, and love.

If you’re planning a surprise proposal, here are some gentle, thoughtful ways to make it memorable while keeping the focus on what truly matters: the two of you.

Pick a scenic location

The place matters, as it’s what sets the mood and helps make the experience memorable. This doesn’t mean you have to hop on a flight or find a castle (unless that’s your thing). You just need a spot that fits your relationship.

That could be your favourite local hiking trail, a quiet beach, or the back garden where you always sit with a drink and talk. If you are planning a trip, though, Europe has plenty of great options – mountains, coastlines, iconic landmarks, you name it. 

Just ensure it’s somewhere your partner will feel comfortable. Popping the questions in the middle of a busy tourist spot might sound good in theory, but if they hate crowds, it’s probably not the best call.

Charlotte Tip: Add a little seasonal touch — fairy lights in winter, fresh florals in spring — to make an ordinary space feel extraordinary.

Tips for planning a surprise proposal at a cliff-top location.

Make it personal

You don’t need a script or a flash mob. The most important thing is that you think about what matters to your partner. That’s what makes the proposal land.

So, think about what they like. Would they prefer something private, or would they be happy with a few close friends around? Do they love big gestures or hate being the centre of attention? Use that to guide your plan.

And yes, picking the right engagement ring is important, too. Try to match their style. If you’re unsure, ask someone who knows them well (and can keep a secret). A ring that suits them says a lot more than something flashy that doesn’t feel like “them.”

Charlotte Tip: If you’re nervous about the ring, ask a close friend of theirs to casually gather hints. It keeps the surprise alive while making sure it’s “the one.”

Tips for planning a surprise proposal, stunning engagement ring.

Capture the moment

You’ll both want to remember the occasion, so find a way to record it without ruining the surprise. You could ask a photographer to hide nearby, or keep things low-key and do it yourself.

A phone works fine, but something like a high-quality vintage camera adds a nice touch—and gives the moment a bit more character. You could even take a quick photo together once the nerves settle. 

Charlotte Tip: Pack a little keepsake box for the ring, so even the photos feel thoughtful and styled.

Two glasses of wine to celebrate the perfect engagement.

Keep it simple and authentic

What matters most is that the proposal seems genuine. A bit of thought, planning, and heart will go a long way. Don’t worry about getting it “just right.” If it’s honest and full of feeling, it’ll be more than enough.

Charlotte Tip: Write a few words from the heart before the big day. Even if nerves hit, you’ll have something genuine to say.

Before You Go

Proposals aren’t about perfection. They’re about love, intention, and a promise for the future. By keeping things thoughtful and authentic, you’ll create a memory that feels personal, not pressured. Remember, this moment is yours, not anyone else’s.

Keep it simple, keep it meaningful, and it will be unforgettable. Good luck planning your surprise proposal. Next up, planning the perfect wedding.

With love, gratitude & soft girl CEO vibes.

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