Brian's West Village Proposal

Proposing not in Central Park, amazing!

When Brian reached out to me to photograph his proposal in the West Village I was kind of surprised. I’ve photographed hundreds of proposals through the city, but never a proposal in the West Village. Engagement sessions in the West Village, yes. Not proposals. Brian assured me he had found the perfect spot to propose, and it would look great in photos too.

He sent me photos of the spot, a map screenshot with “x” marks the spot, and video of him walking from the restaurant, where they’d have brunch prior, to the spot where he’d propose. He 110% found thee spot.

The Proposal Plan: Brian and Courtney would get brunch at The Little Owl in the West Village. Then they would walk one block away towards the Grove Street Garden. There Brian would propose.

Classic West Village Engagement Photos

I’ve photographed a ton of engagement sessions through the West Village over the years, but never a proposal. Most of my proposal requests are for Central Park, The Edge, private rooftops, the Brooklyn waterfront, or a park. Brian’s proposal in the West Village was a first, and it is certainly not the last. It is now one of my favorite places to photograph a proposal in New York City.

Central Park has its great spots, but the West Village just offers a totally different look for both your proposal and your post-proposal mini-session photos.

Jonathan Heisler Photography is comprised of New York City photographers specializing in photographing private NYC proposals, as well as engagement sessions and weddings.

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Drew's New York City Rooftop Proposal

Rain or Shine, the proposal will go on.

Drew planned the perfect proposal high above midtown Manhattan with a direct and unobstructed view of the Empire State Building. However, mother nature had other plans, as morning showers passed through leaving New York City with fog, which partially blocked the Empire State Building. As Drew proposed, the clouds cleared and slowly the skyline revealed itself.

The Proposal Plan: Drew surprised Sophia at the Midtown Loft and Terrace, where she was supposed to be “meeting friends for brunch”.

Photographing a New York City rooftop proposal is a unique experience

Proposing in New York City is about you, your story, and the now. In my proposal photos I always capture the location, as it’s a part of your proposal story. What makes a rooftop proposal so unique is its ability to capture the NYC skyline with its iconic buildings and unobstructed views. The Midtown Loft and Terrace offers an amazing view of the Empire State Building right behind you.

Jonathan Heisler Photography is comprised of New York City photographers specializing in photographing private NYC proposals, as well as engagement sessions and weddings.

LEARN MORE ABOUT HIRING A PROPOSAL PHOTOGRAPHER IN NYC

Neil's Rockefeller Christmas Tree Surprise Proposal

I tell client’s “It’s straight out of a movie, but it’s real life” when helping plan their Rockefeller Christmas tree proposal. While proposing at the Christmas tree around Christmas is chaotic, jam packed with tourists, and somewhat risky from a photography standpoint (people walking in front of you), it sure does make awesome and memorable photos. If you’re willing to have people in your photos in order to capture this unique New York City spot, then let’s go for it!

Christmas in New york, and an engagement!

On today’s session, Neil proposed to Ashley on their long weekend trip to New York City. This was Neil’s first time to NYC, and he found both the crowds and the world famous Rockefeller Christmas Tree to be very impressive.

We started our holiday proposal session at Rockefeller Center and then moved to the shops at Bryant Park for a post-proposal posed mini-session.

It worked out very well photographing Neil and Ashley’s proposal near the Rockefeller Christmas tree just a few blocks North of Bryant Park. After the proposal and several posed photos we moved downtown to Bryant Park. When photographing I took full advantage of all the twinkly lights and making sure to capture the Empire State Building in a few of their photos. Great photos have context.

Jonathan Heisler Photography is comprised of New York City photographers specializing in photographing private NYC proposals, as well as engagement sessions and weddings

LEARN MORE ABOUT HIRING A PROPOSAL PHOTOGRAPHER

Spencer's NYC Proposal at The Edge

The Proposal Plan: Spencer proposed to Hayden on their trip to New York City to kick off the holiday season! We chose The Edge at Hudson Yards for its unobstructed views of the NYC skyline. The skyline would add context to their moment. Every time I photograph at The Edge, I love it more and more.

Hayden and Spencer arrived at the top of The Edge right on time! Upon seeing them, Spencer and I made eye contact. They walked over and Spencer asked me, “A stranger?”, if I could take a photo of them with his iPhone.

I took several photos with Spencer’s iPhone, and I offered a few instructions on how to pose. Then, Spencer turned to Hayden and started to tell her about all of the reasons he loved her. Spencer dropped to one knee and popped the question. Hayden was so shocked, full of emotion, and simply ecstatic!

Proposing at The Edge, NYC Takes Some Planning

You’ll have to buy tickets to visit The Edge at Hudson Yards, and so will your photographer. Many people ask when is the best time to propose at The Edge, and the best answer is mornings or afternoons, just not mid-day. The lighting is so good at The Edge, as the light reflects off the building onto the viewing deck.

To propose at The Edge and have your moment photographed by a professional proposal photographer, book your tickets, and have your NYC proposal photographer book his/her tickets before you. That way, they are up top before you. I have several recommendations on where up top you should propose and where, but I’ll tell you about that later! Using my experience as a professional NYC Proposal Photographer really pays off when it comes to photographing proposals at The Edge, or anywhere in New York City.

Jonathan Heisler Photography is comprised of Professional New York City photographers specializing in photographing private NYC proposals, as well as engagement sessions and weddings.

LEARN MORE ABOUT HIRING A PROPOSAL PHOTOGRAPHER IN NYC

Planning and Photographing Alexanders Central Park Proposal

How to plan your secret proposal: A little help from your friends.

Alex enlisted his friend John and his wife to organize and deliver “the supplies” to the exact spot he’d propose in Central Park; hot chocolate, marshmallows, whipped cream, champagne, a dozen roses.

How Alex Proposed: Alex and Casey would walk through Central Park from their Upper West Side apartment to the Upper East Side to meet friends for lunch. This had Casey looking nice!

Alex and Casey’s friends helped bring the hot cocoa supplies in a neatly organized picnic basket. The basket marked the spot where Alex would propose. Later, they regrouped with the newly engaged couple for a quick in person “congrats!” and a group photo.

Finding a private place to photograph a secret proposal in Central Park takes some thinking. Having a professional proposal photographer help you is a huge load off of your shoulders.

Photographing proposals in Central Park is such a contrast from the more typical New York City hustle and bustle proposals with New York City as the background. Today’s hidden spot is in the northern part of Central Park near the reservoir. I love photographing proposals here because the light filters through the trees creating warm even light. This spot provides some privacy between you and tourists in the park, and offers several different vantage points for post-proposal posed photos.

Jonathan Heisler Photography is comprised of New York City photographers specializing in photographing private NYC proposals, as well as engagement sessions and weddings.

LEARN MORE ABOUT HIRING A PROPOSAL PHOTOGRAPHER IN NYC

Justin's Private SoHo Rooftop Proposal

When it comes to proposing in New York City, the setting can transform a beautiful moment into an unforgettable one. Justin chose the penthouse deck of the Soho Grand Hotel in SoHo—a location that combines exclusivity, skyline views, and the charm of one of NYC's most iconic neighborhoods.

Why the Soho Grand Hotel Rooftop is Ideal for Proposals

• Exclusive & Intimate Setting: The penthouse deck offers a private space away from the city's hustle, ensuring an intimate experience.

• Stunning City Views: Overlooking SoHo's cobblestone streets and the Manhattan skyline, the backdrop is both romantic and cinematic.

• Versatile Ambiance: Whether it's a sunset proposal or an evening under the stars, the rooftop adapts to various moods and themes.

• Proximity to SoHo's Charm: After the proposal, couples can enjoy a stroll through SoHo's art galleries, boutique shops, and renowned eateries.

Capturing the Moment

Arriving early allowed me to familiarize myself with the rooftop's layout and lighting conditions. As Justin led his partner to the deck, the city lights illuminated the scene, creating a magical atmosphere. The proposal was heartfelt, with the skyline serving as a breathtaking backdrop.Post-proposal, we took advantage of the golden hour to capture candid moments and portraits, ensuring every emotion was beautifully documented.

If you're envisioning a proposal that combines luxury, intimacy, and the allure of New York City, the Soho Grand Hotel's rooftop offers an unparalleled setting. Let's work together to craft a moment that you and your partner will cherish forever.

Jonathan Heisler Photography is comprised of New York City photographers specializing in photographing private NYC proposals, as well as engagement sessions and weddings.

learn more about hiring a proposal photographer