Jonathan Heisler

A Romantic Surprise Proposal in Fort Tryon Park | NYC Proposal Photographer

Fort Tryon Park (location here) is one of New York City’s most scenic, intimate, and serene proposal locations. On a cool Friday morning in August, I captured Derek’s surprise proposal at a spot in the park that held significance to their relationship.

The proposal unfolded up near the flag pole in a spot that did not have the most flattering natural light, but with experience and the right adjustments, I made it work. Lighting challenges are common in NYC proposal photography, but knowing how to adapt is what allows genuine emotions and authentic moments to happen!

A mini-engagement session to follow

Post proposal, we then made our way to the Billings Arcade, one of Fort Tryon Park’s hidden gems. This stone archway below the main gardens offers a dramatic, old-world aesthetic that contrasts beautifully with the softer, natural surroundings above. It’s a location that adds variety and depth to engagement photos, allowing couples to walk away with a diverse gallery of images from one park.

Capturing surprise proposals in Fort Tryon Park is always a joy. From intimate proposal spots to sweeping Hudson River views and architectural gems like the Billings Arcade, this uptown Manhattan park is a dream for couples who want their engagement story documented in a meaningful and beautiful way.

If you’re planning a NYC surprise proposal, working with an experienced proposal photographer ensures that no matter the lighting, crowds, or timing, your moment is captured with care and creativity.

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

A Romantic Summer Surprise Proposal in NYC’s West Village

As a NYC surprise proposal photographer, I witness countless unforgettable moments, and each one has its own magic. On August 20th, I had the honor of capturing a truly beautiful summer proposal in the West Village, one of New York City’s most charming and intimate neighborhoods. With its tree-lined streets, historic brownstones, and quiet corners, the West Village offers the perfect backdrop for couples looking to celebrate their love in a timeless, romantic setting.

Why the West Village is Perfect for a Proposal
The West Village has a unique charm that combines classic NYC architecture with cozy, hidden corners. For this summer proposal, the couple chose a quiet street near Perry Street, where the sunlight filtered through the trees, casting a soft, golden glow over the scene. The area is ideal for surprise proposals because it provides both privacy and iconic NYC aesthetics without the crowds found in more popular spots like Central Park or Brooklyn Bridge Park.

In the warm summer evening, the West Village came alive with gentle city energy, but the streets remained calm enough for an intimate, heartfelt moment. Historic facades, ivy-covered walls, and cobblestone streets added layers of character to the proposal, making it cinematic and timeless in every photo.

Capturing the Moment
Arriving early, I scouted the best angles and lighting to capture the build-up, the surprise, and the joyful reactions. As the proposal unfolded, I discreetly documented every emotion—the excitement, the laughter, and the tears of happiness. After the big “yes,” we took a short stroll through nearby streets, capturing the couple against the golden hour light for a mini engagement session.

Planning Your West Village Proposal

  • Choose early evening for warm, golden light and calm streets.

  • Consider hiring a local NYC proposal photographer who knows the neighborhood’s hidden gems.

  • Plan a post-proposal celebration—perhaps at a cozy café or rooftop bar nearby.

Whether for save-the-dates, wedding websites, or framed memories at home, a summer West Village proposal delivers timeless, romantic images that will be cherished forever.

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

Daytime Surprise Proposal on Governors Island with Stunning Views

As a NYC surprise proposal photographer, I’ve documented countless unforgettable moments across the city—but a proposal on Governors Island always feels uniquely special. Just a short ferry ride from Lower Manhattan, Governors Island offers couples a mix of tranquility and sweeping skyline views, creating the perfect setting for a surprise proposal.

Why Governors Island Was Chosen for the Proposal

Governors Island has quickly become one of the most photogenic and romantic places to propose in New York City. On this summer afternoon, the location provided everything a couple could want:

  • Unobstructed Views: The Manhattan skyline, Statue of Liberty, and New York Harbor all serve as dramatic backdrops.

  • Spacious and Calm: Unlike Central Park or Brooklyn Bridge Park, Governors Island offers wide-open spaces with fewer crowds—ideal for a private and intimate proposal moment.

  • Daytime Light: Even during the day, the bright summer sun reflected beautifully off the water and surrounding greenery, giving every photo a crisp, vibrant quality.

Capturing the Moment

The proposal took place atop Outlook Hill, where the skyline stretched across the horizon. From the build-up to the knee-drop moment, I captured every candid expression and emotion. After the big “yes,” we explored nearby paths, open fields, and waterfront spots for a mini engagement session, making the most of Governors Island’s variety of scenery.

Why Propose on Governors Island During the Day?

Many couples think about sunset or evening proposals, but daytime on Governors Island offers its own magic. The bright, natural light highlights every detail, while the views of the harbor and skyline are crystal clear. Plus, daytime proposals allow couples to celebrate afterward with activities on the island or a short ferry ride back to Manhattan for lunch, drinks, or more photos.

Planning Your Own Governors Island Proposal

If you’re considering popping the question on Governors Island, here are a few quick tips:

  • Take the morning or early afternoon ferry to avoid crowds.

  • Choose Outlook Hill or the waterfront esplanade for the best views.

  • Plan a post-proposal activity, like biking around the island or a picnic on the lawn.

Whether it’s midday under a bright sky or sunset overlooking the harbor, Governors Island is one of NYC’s most versatile and romantic proposal locations. And with a professional NYC proposal photographer capturing the moment discreetly, you’ll have timeless memories to cherish forever.

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

David's Pier 26 Summertime Proposal

A Romantic Summertime Surprise Proposal on Pier 26 in Lower Manhattan

As a NYC surprise proposal photographer, I witnessed countless unforgettable moments—each one really is unique. Set along Manhattan’s scenic West Side, Pier 26’s location offers the perfect blend of waterfront views, city skyline, no tourists, and a good story of why and when.

Why David Chose Pier 26 for His Proposal

Pier 26, part of Hudson River Park in Lower Manhattan’s Tribeca neighborhood, is a hidden gem for couples seeking a peaceful yet iconic New York City backdrop. With its sweeping views of the Hudson River, the One World Trade Center towering nearby, and the Statue of Liberty visible in the distance, it’s no wonder David selected this location for such an important moment.

In the summer, Pier 26 comes alive with lush greenery, cool river breezes, and a warm, golden glow as the sun sets over the water. It’s a perfect blend of urban energy and natural tranquility—ideal for a surprise proposal in NYC. Pier 26 at Hudson River Park also has the City Vineyard right there, easily giving you a reasonable excuse to go for “brunch”, “lunch”, “dinner”, or “drinks” at a set time.

Why Pier 26 is Ideal for a Summer NYC Proposal

  • Scenic Waterfront Views: Pier 26 offers panoramic views of Lower Manhattan, Jersey City, and the Hudson River, all bathed in golden hour light during summer evenings.

  • Less Crowded Than Other NYC Spots: Compared to more well-known spots like Brooklyn Bridge Park or Central Park, Pier 26 offers more privacy—ideal for surprise proposals.

  • Unique Features: The eco-friendly Tide Deck, rooftop deck, and native gardens add character and versatility to any proposal photo session.

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

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Professional NYC Headshots for Finance Executives & Summer Interns

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Recently, I had the opportunity to photograph headshots for a leading New York City finance group, focusing on three very different but equally important—objectives.

First, I captured professional portraits of the senior executive team with a real NYC skyline as a backdrop—perfect for highlighting their connection to the city.

Second, I used a clean glass wall in office as a background, which would make photoshopping out the background for a professionally retouched background easier. These images are ideal for use in press releases, company bios, and formal corporate materials. Also, these photos can easily match headshots / portraits from prior sessions while creating uniformity.

Third, we turned the lens toward the firm’s summer interns—many of whom were getting their very first professional headshot. For these future finance leaders, this wasn’t just about taking a picture—it was about creating a strong first impression. I made sure everyone felt comfortable, confident, and prepared, offering light posing direction and tips to bring out their best expressions.

These headshots will serve them well beyond the internship program—appearing on LinkedIn profiles, email signatures, and even resumes, helping them stand out in a competitive job market.

Whether I’m photographing seasoned executives or those just beginning their careers, my goal is always the same: deliver high-quality, approachable, and polished headshots that tell a story of professionalism and confidence.

If your NYC company is looking to update your team’s headshots—or welcome new interns with professional portraits—let’s make it happen. From on-location shoots with iconic backdrops to customized studio-style images, I’ll ensure every member of your team looks their best.