Todd's Central Park Conservatory Garden Proposal

Not many people, New Yorkers included, know about this section of the park. Although the iconic landmarks like Bethesda Fountain, Bow Bridge, the model boat sailing pond, and the mall take the lime light, the Conservatory Garden is just as special. While it’s just a little bit further out of the way, it does keep the crowds away and it makes your proposal moment so much more special.

I have photographed all over Central Park countless times, but the Conservatory Garden only a few dozen times. I love discovering this part of Central Park every time I come up to 105 street.

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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Tanner's New York Public Library NYPL Secret Proposal Photographer

What’s makes the New York Public Library (NYPL) in Bryant Park so cool, iconic, and picturesque is the soft light within the building and it’s beautiful archways. Even though Tanner chose a beautiful sunny day for his secret proposal, the library and Bryant Park offered a picture perfect NYC experience.

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

Scott's Proposal: Framed by History and Love Beneath the Staple Street Skybridge

A Picture-Perfect Proposal on Staple Street in Tribeca: A Hidden NYC Gem

In a city full of iconic landmarks and vibrant backdrops, finding a quiet, intimate space to propose can feel like discovering a secret. That’s exactly what Scott did when he chose Staple Street in Tribeca as the setting for his picture-perfect proposal. Framed beneath the historic skybridge, his heartfelt moment became a stunning blend of romance, architecture, and timeless New York charm.

Why Staple Street is a One-of-a-Kind Proposal Location

Tucked away in Manhattan’s Tribeca neighborhood, Staple Street is one of NYC’s most cinematic and least crowded corners. What makes this spot so unique is its beautiful, narrow alley framed by cobblestones, brick buildings, and the iconic cast-iron skybridge that connects two former hospital buildings overhead.

The skybridge itself—built in the early 1900s—is a relic of New York’s architectural past and a symbol of the city’s rich history. It adds a vintage, storybook feel to the street that instantly elevates any photograph or moment shared beneath it.

The Charm of a Hidden NYC Location

What truly sets Staple Street apart is its “hidden in plain sight” feel. While millions walk through Tribeca every year, few stumble upon this tucked-away gem unless they know exactly where to look. That sense of privacy in a city as bustling as New York makes it a dream location for couples looking for something personal, off-the-beaten-path, and visually stunning.

From a photographer’s perspective, Staple Street offers incredible depth, texture, and historical ambiance. It’s a place where love stories meet timeless design—perfect for proposals, elopements, or even just an unforgettable couples shoot.

Final Thoughts: A Proposal to Remember

If you're dreaming of a New York City proposal that's as unique as your love story, consider stepping off the tourist path and into one of the city’s best-kept secrets. With its iconic skybridge, rich history, and secluded charm, Staple Street in Tribeca is the perfect place to begin your forever.

Whether you're planning a surprise engagement or looking for the perfect spot for a romantic photoshoot, Staple Street is a hidden treasure worth exploring. Let’s create a moment as unique as your love—right in the heart of Manhattan.

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

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Jose's Proposal Atop The Edge at Hudson Yards

WHY YOU SHOULD PROPOSE AT Hudson Yard’s THE EDGE?

- Unobstructed views- Floor to sky glass walls, verses a waist high concrete wall at Empire State Building and crowds all over the place at Top of The rock. 

- Full view of the city - Unobstructed views of the Empire State Building, Rockefeller, and World Trade Center in the background. If you’re on the icon, how can you photograph it?

- Larger observation deck - It’s just not as crowded at The Edge, as it’s a large observation deck with plenty of space.

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

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Alvin's Snowy Prospect Park NYC Proposal

How cool is this, you’re proposing in Brooklyn’s Prospect Park and it finally snows in NYC. Secretly photographing Alvin’s proposal at the boathouse was a real treat, and having his puppy there was just icing on the cake.

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

Nick's Plaza Hotel Christmas Proposal

CHRISTMAS PROPOSAL AT THE PLAZA IN NYC

I don’t think anything is more iconic than New York City’s historic Plaza Hotel during the Christmas season. The staff at the Plaza do an amazing job of decorating the lobby, which is open to the public. For Nick’s proposal, we worked with the hotel to close off an area just to the side of the Christmas trees.

What’s nice about a Plaza Hotel proposal is you can tell your partner you have a “reservation” at one of their restaurants or bars. This give

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