So—you’ve found your person. The one you want to make pancakes with forever, take Target runs with, and grow old watching true crime documentaries beside. You’re ready to propose. But where do you even start?
Here’s the good news: you don’t need a drone light show or a flash mob or a perfectly choreographed TikTok. You just need something that feels like you two. Here’s how to plan a proposal that’s thoughtful, low-stress, and 100% true to your relationship.
One of my favorite proposals I’ve photographed happened at Sleeping Bear Dunes—he waited until sunset, when the sky turned cotton candy pink, and got down on one knee with the gorgeous Sleeping Bear Dunes in the background. It wasn’t a huge production. No audience. No fancy setup. Just them, a hand crafted ring box, and the purest moment of yes. Honestly? That’s what makes it unforgettable.
1. Start With the Why
Before you pick a location or worry about how to hide the ring, take a moment to think about why you want to propose. What makes your partner so special? What moments made you realize they were your forever person?
That “why” should be at the heart of your proposal. Whether it’s cozy and quiet or big and adventurous, grounding it in meaning will make it memorable.
Read up on how to know if it’s time to propose
2. Know Your Partner’s Style
Some people dream of a public proposal in front of friends and family. Others would absolutely combust if you proposed in a restaurant. Know who you’re proposing to.
- Are they introverted or extroverted?
- Do they love being the center of attention or would they prefer a quiet moment?
- Do they want photos of it or something more private?
If you’re not sure—ask their best friend, sibling, or take a sneaky peek at their Pinterest board.
3. Pick the Right Location
The location doesn’t have to be extravagant—it just has to matter.
Here are a few thoughtful ideas:
- A hiking trail you love (maybe at sunrise if you’re both morning people… or sunset if you’re not.)
- The place you first met, had your first date, or said “I love you.”
- Your living room, with takeout from your favorite spot and candles everywhere.
Planning a trip to Michigan? Sleeping Bear Dunes is a dreamy backdrop. Just saying.
Here are some of my favorite Sleeping Bear Dunes locations
4. Add a Personal Touch
This is where it gets fun. Add little details that are so you:
- Read a letter aloud or speak from the heart
- Include your pets (tiny “Will you marry me?” bandana, anyone?)
- Create a playlist for the moment or a photo slideshow
- Hide the ring in a book, board game, or inside a shell—whatever fits your story
5. Consider Hiring a Photographer (Hi, It’s Me)
If you want to remember the moment forever (and share it with your future selves or families), consider hiring a photographer to capture it discreetly.
Proposal photos can be as laid-back or epic as you want—some of my favorite sessions have been in hidden sand dunes, on foggy mornings, or right in someone’s backyard. I’ll be your sneaky third wheel, hiding behind a bush or pretending to be a tourist.
Bonus? I don’t just show up with a camera—I can help take all the stress off your shoulders by helping you plan the whole thing. From scouting the perfect spot to timing the light just right to hiding the ring in a secret shell—I’ve got you.
If you’re ready to start planning a proposal that’s meaningful, stress-free, and totally you two, you can reach out right here and we’ll dream it up together.
6. Have a Back-Up Plan
Especially if you’re proposing outdoors, weather can be unpredictable. Have a cozy Plan B (like a nearby coffee shop or Airbnb setup) in your back pocket just in case.
7. Don’t Overthink the Words
You don’t need a whole speech (unless that’s your jam). Just speak from the heart. A simple, “You’re my favorite person, and I want to do life with you. Will you marry me?” hits harder than anything you’ll find on Google.
8. Celebrate After!
Pop some champagne, go out for your favorite meal, or FaceTime your people. Soak in the moment before diving into wedding planning.
Proposal Planning FAQ
What should I say when proposing?
You don’t need a rehearsed speech! Speak from the heart. Even a simple, “You’re my favorite person, and I want to spend forever with you,” will mean the world.
How can I make my proposal special?
Personal touches make all the difference—like proposing at a meaningful location, using an inside joke, or incorporating your favorite song. It’s the little things that make it yours.
Should I propose in front of family and friends?
That depends on your partner’s personality! If they love big moments and celebrations, involving loved ones could be perfect. If they’re more private, a quiet, just-the-two-of-you proposal might feel more meaningful.
When is the best time to propose?
There’s no wrong time—only the right moment for you two. Sunrise on a hike, sunset on the beach, a cozy winter night by the fireplace… whenever it feels right in your gut, it is right.
Final Thoughts:
The best proposals aren’t perfect. They’re personal. Don’t stress about doing it “right.” If it’s full of love and true to you two, it’s already perfect.
(And hey—if you’re already dreaming about engagement photos after the big YES, you might love checking out my favorite engagement session locations at Sleeping Bear Dunes.)
And if you want someone to help plan and capture the moment so you can actually be present for it—reach out here. I’d be honored to help!
©Cheleana Rowan, with Cheleanamarie Photography, 2015-2025. Unauthorized use and or duplication of this material without express and written consent from Cheleana Rowan is strictly prohibited. Excerpts and links may be used, provided that full clear credit is given to Cheleana Rowan with Cheleanamarie Photography with appropriate and specific direction to the original content.
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