When Joe first inquired and told me he was planning to propose to Megan, I already knew this surprise proposal was going to be special. Joe was clearly head over heels for her and together, we planned this monumental moment with the perfect combination of iconic Boston spots: The View Boston for the big moment and then a touch of European-inspired architecture at the Christian Science Plaza. What made it even better? Megan had no idea! They were just “going on a date,” and I got to play along in the most fun way!
The Setup: How We Pulled Off the Surprise
It all started with a sneaky plan we crafted during a quick call before their date. The idea was simple: Joe would ask Megan to pose for a picture and then I would approach Megan and Joe at The View Boston, pretending to be a stranger, offering to take a photo of them with their phone. Once I handed the phone back, I’d fade into the background, but I’d be ready for the big moment!
When I spotted Megan and Joe at the 360-degree observation deck, surrounded by the breathtaking (though cloudy) view of Boston, I made my move. “Oh hey! Do you want me to take a picture of you two on your phone?” I asked casually, making sure not to give away the secret. Little did Megan know, the next photo I’d capture would be one of the most important and special moments of her life.
The Moment: A Proposal Above the Clouds in the Heart of Boston, MA
Joe gave me the nod. As they stood there, admiring the views of the city from the top of The Prudential, he pulled out the ring. And just like that, I snapped into action, capturing every single candid moment as the surprise and joy lit up Megan’s face! It felt like they were floating in the clouds — literally and figuratively — since the weather that day made the sky and the city blend together in the most ethereal way!
After Megan said yes (spoiler: she did!), I approached them and revealed that I wasn’t a random stranger after all, but their photographer, there to document their entire proposal. We spent the rest of the time exploring the observation deck while I gave them prompts to document this special moment. With panoramic views in every direction, The View Boston gave us the perfect backdrop for their love story.
A European Twist: Christian Science Plaza for Timeless Architecture
After soaking up all the moments at The View, we made our way down to the Christian Science Plaza. Joe and I had chosen this location for a special reason — they hadn’t traveled to Europe yet, but Joe knew Megan loved European architecture. The grand, timeless structures at the Plaza created a romantic, old-world feel that felt like a little slice of Europe in the middle of Boston!
The architecture stood tall against the cloudy sky, adding a sophisticated touch to their proposal story!
We captured more photos, including some at ground level with The Prudential building in the background, the very place where Megan and Joe had just gotten engaged at the top! It was such a meaningful way to tie the entire session together, from their love for future travels to the city they call home.
The Sweetest Celebration: Coldstone and Ice Cream Joy
But the magic didn’t stop there. One of the things I love most about my job is getting to really connect with my clients, not just during the shoot but beyond it. After the photos, we all headed to Coldstone to grab some ice cream and celebrate together. I’m a firm believer that sharing in their joy is just as much a celebration for me as it is for them. There’s something so special about sitting down, chatting, and celebrating the moment before life gets busy again.
Before the world rushes back in, I love taking that time to grab ice cream with my couples, to celebrate in a small, intimate way. It allows me to soak in their happiness and feel like a part of their story. Honestly, it makes my heart so full to see them so happy, and it’s a moment I cherish as much as they do.
Why These Locations Are Perfect for Your Boston Proposal
If you’re planning a surprise proposal in Boston, The View Boston is still a relatively new and underrated spot, making it an ideal place to pop the question. On a clear day, you can see the entire city skyline spread out before you, but even on a cloudy day, the effect is magical, as if you’re standing right in the clouds. Combine that with a location just a few steps away like the Christian Science Plaza for a more intimate, architectural setting, and you’ve got two perfect backdrops for a proposal that feels both personal and timeless.
How to Plan a Surprise Proposal!
Planning a surprise proposal is all about capturing the perfect moment while keeping it a secret! Here are some key tips to ensure everything goes smoothly:
- Pick a Meaningful Spot: Choose a place with sentimental value, breathtaking views, or somewhere you have been wanting to go together!
- Perfect Timing: Opt for quieter times like sunrise or sunset for great lighting and fewer crowds.
- Hire a Photographer Discreetly: Coordinate with a Boston photographer (hey that’s me!) to capture the moment secretly, like offering to “take a photo” on your phone or hiding in the bushes!
- Create a Distraction: Keep the day casual to avoid suspicion.
- Plan the Angle Beforehand: Work with your photographer to ensure they’re positioned to capture the perfect shot.
- Add Personal Touches: Include elements that reflect your relationship, such as a favorite activity or post-proposal treat. Spoiler, you can never go wrong with ice-cream!
- Have a Backup Plan: Prepare for weather or crowd issues with an alternative location or timing.
With thoughtful planning, you’ll create a magical proposal your partner will never forget!
Let’s Make Your Surprise Proposal Unforgettable
I absolutely love being a part of these intimate, unforgettable moments. If you’re thinking about proposing and want to capture the surprise and joy of your big moment, I’d love to help you plan it! Whether you’re eyeing Boston’s top spots or dreaming of something unique, let’s create the perfect plan together. And, of course, I’m always down to celebrate with some ice cream afterward!
Boston Proposal Photographer | Paula Milena
For the romantics who cherish genuine, unscripted moments and are deeply in love. Located in Boston, Massachusetts, I’m passionate about capturing your unique story just as you envision it. You deserve a photographer who’s as enthusiastic about your day as you are. Think we’d make a great team? Reach out through my contact form to reserve your date!
Enjoyed this Blog? Continue Reading:
