How to Plan a Wedding Proposal That Feels Like You

Whether it's quiet and intimate or full of your favorite people, here's how to pop the question with heart.

Planning a proposal

is one of those once-in-a-lifetime moments that you’ll both look back on forever. It doesn’t have to be elaborate or over-the-top (unless that’s your thing)—what matters most is that it feels meaningful, intentional, and true to your relationship.

Whether you're dreaming of a private, romantic moment or want to include your family in the surprise, we're here for all of it. Here are a few ways to plan a proposal that hits all the right notes, with just enough magic to make your partner’s heart skip a beat.

The Private & Romantic Proposal Route

If you're someone who values quiet moments, this one's for you. Imagine just the two of you, maybe at your favorite park, walking the beach at sunset, or during a weekend getaway—something simple, sweet, and true to your story. You could write a letter, bring a playlist of songs that mean something to your relationship, or plan a sunset picnic with their favorite snacks.

We’ve seen proposals in cozy backyards strung with fairy lights, hikes that ended in mountaintop "yes!" moments, and even post-dinner walks where the surprise was tucked inside a favorite book.

The beauty of a private proposal? It's just the two of you, fully in the moment. No pressure. No distractions. Just real emotion and happy tears.

The Family Surprise Proposal (Yes, It’s a Thing—and We Love It)

If your partner is super close with their family—or you know they’d want to share the moment with their favorite people—this idea is chef’s kiss perfect.

Here's how it works: You tell your partner you’ve booked a family photo session. Maybe it’s to celebrate a birthday, an anniversary, or just to update those group photos. Everyone shows up dressed and ready, and your partner thinks it’s just a fun family day.

Then, right in the middle of the session—BOOM. You drop to one knee and propose in front of everyone. Cue the gasps, happy tears, and hugs all around. It’s such a sweet way to honor the people who’ve been part of your story from the beginning—and the surprise is unforgettable.

Tips to Make It Unforgettable (Without the Stress)

• Keep it true to you. You don’t need fireworks or fancy setups if that’s not your vibe. A proposal at home with coffee and music can be just as moving.

• Think about what your partner would love. Are they more low-key? Or do they light up in front of a crowd? This moment is for both of you—make sure it feels like them, too.

• Hire a photographer (hi, us 👋). Whether it’s just the two of you or a family-style surprise, having someone there to quietly capture the moment means you’ll have the memory saved forever.

• Have a plan, but stay open. Sometimes the wind shifts, someone runs late, or nerves kick in. It’s okay! Go with the flow and focus on the heart of the moment.

No matter how you choose to propose—just the two of you or with a crowd full of cheerleaders—what matters most is the love that brought you here. If you're dreaming up your own surprise, we’d be honored to help capture it.

Want help planning and photographing your proposal?

Let’s make some magic. Reach out and let’s dream it up together.