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Finding a Headshot Photographer in New York City

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As a NYC headshot photographer, I have clients of all different backgrounds with all different goals. Sometimes our headshot photos are used for LinkedIn profile photographs, other times for company website sites and branding, and print/digital magazines. Whether you call it a headshot session or a portrait session, we transform businesses values in to compelling visuals. When finding a Headshot Photographer in the New York City tri-state area understand the following:

  • What are your goals for these photos and how will you use these images not only now, but in the future (LinkedIn, Social Media, Presentations)

  • Does the photographer’s style match your brand, who you are

  • How many images do you receive and are you given image rights (we deliver all images with full rights - These are 100% your photos)

A Guide to Roosevelt Island Proposal Photography

If you're planning to propose in New York City, you may immediately think of the iconic spots like Central Park, the Empire State Building, or the Brooklyn Bridge Park. While these locations are beautiful and well-known, they can also be crowded and lack the intimacy that such an important moment deserves. For those seeking a more secluded yet stunning setting, and an experience along the way, Roosevelt Island offers the perfect solution—a hidden gem that combines breathtaking views, a cool experience (the overhead tram getting there provides amazing views) and a relaxed atmosphere. Read below about why you should consider planning a secret proposal on Roosevelt Island, NYC below!

The journey of getting on Roosevelt Island

The Roosevelt Island Tramway: For an unforgettable proposal, take your partner on a ride. The Roosevelt Island Tramway, which offers spectacular aerial views of the city is unique and unlike anything else in the city.

why you should consider planning a secret proposal on Roosevelt Island, NYC

1. Unbeatable Views of Manhattan - Roosevelt Island sits just off the East River, nestled between the boroughs of Manhattan and Queens. From this vantage point, you’ll get panoramic views of the iconic Manhattan skyline; Empire State Building, World Trade Center, the UN.

2. Seclusion in the Heart of the City - While Manhattan and Brooklyn can often feel overwhelmingly busy, Roosevelt Island provides a quiet escape from the hustle and bustle. This relatively small island offers a peaceful and intimate environment, perfect for a private proposal.

3. Romantic Spots for Your Proposal - Roosevelt Island is full of picturesque locations that provide a romantic setting for your proposal. Consider these standout spots:

  • Four Freedoms Park: Located at the southern tip of the island, this park is a serene oasis with beautifully manicured gardens, paths, and monuments. The park’s open spaces and dramatic views of the Manhattan skyline make it an ideal spot for a proposal.

  • The Promenade: This long path stretches along the edge of Roosevelt Island, offering amazing views of the river and the surrounding skyline. It’s a quieter spot for a proposal, with benches and peaceful green spaces where you can stop and enjoy the view before popping the big question

See our roosevelt island proposals

Sam's Domino Park Williamsburg Brooklyn Sunset Proposal

I was so excited to share my favorite photos from Sam and Ruby’s surprise proposal in Williamsburg, Brooklyn! I love when new client’s reach out super excited because we photographed their friend’s surprise NYC marriage proposal. As New York City’s leading secret marriage proposal photographer, we are taken to the city’s top destinations, sometimes public and other times private. Domino Park along the East River waterfront is just one of those special places; minimal tourists, amazing view, and a ton of awesome places nearby to explore.

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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Thomas' Brooklyn Bridge Park Proposal

As a New York City proposal photographer, I can confidently say, “I LOVE MY JOB and I so dearly love this city”. Being able to be the first person to say “Congrats” and to be able to document the moment, and the moments that follow, is amazing. The Brooklyn waterfront from Brooklyn Bridge Park to Williamsburg is a great place to capture your big moment with context. Our favorite spot in Brooklyn Bridge Park is right near the carousel , as the World Trade Center and Brooklyn Bridge lineup perfectly behind you. Anik chose the perfect place with the perfect weather and lighting for his surprise proposal.

Planning Tips for a Proposal Here

  • Best Time of Day: Sunset is ideal because the light softens and the skyline begins to glow. Nighttime proposals also work well with the city lights.

  • Crowd Levels: Weekdays are quieter. Weekends can be busy, especially near Jane’s Carousel, so timing matters.

  • Photography Considerations: Choose a spot with a clean view line to the skyline, and allow for space around you so the photographer can capture wide, medium, and close shots.

  • Accessibility: The park is easy to reach by subway and offers multiple pathways along the waterfront for flexibility in choosing a proposal spot.

Why Brooklyn Bridge Park Works Well for Proposals

  • Strong skyline elements (Brooklyn Bridge, World Trade Center) provide instantly recognizable backdrops.

  • The waterfront gives reflections, open vistas, and natural spacing that help with composition.

  • The spot near the carousel is visually interesting yet accessible, balancing backdrop and privacy.

  • Timing near golden hour or sunset helps soften light, reduce harsh shadows, and enhance color contrast between sky and 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.

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Jonathan & Becca’s NYC Trash The Dress Session

There’s something wildly freeing about a “Trash The Dress” session—when wedding day formal wear meets unexpected places, textures, and movement. On their first anniversary, Jonathan and Becca embraced just that kind of adventure. We wandered through some of New York’s most iconic spots—Central Park, The Met, Ralph’s Coffee on the Upper East Side, a yellow taxi, and even the subway—to turn ordinary sidewalks into storytelling backdrops.

The weather couldn’t have been more perfect. Cool air, crisp light, the hum of the city, and their joy made every frame feel alive. Becca’s dress, paired with autumn city texture, be it a street mural or subway tile, created contrast and energy. And Jonathan + Becca? Super game for whatever came next—which made the session both fun and genuine.

Why a Trash The Dress Session Feels So Powerful

  • Contrast & Emotion — Wedding dresses are usually pristine and formal; when you pair that with gritty city scenes (subway, street, concrete), you get drama, story, and sometimes even a little bit of rebellion.

  • No Pressure, Just Play — These sessions allow couples to let go: to move more freely, get messy or spontaneous, and enjoy the moment beyond the ceremony.

  • Visual Variety — Changing locations (coffee shops, parks, taxis, interiors, architecture) means you’ll end up with a diverse set of images: moody, candid, fun, reflective.

  • Memories That Break Expectations — A trash the dress shoot isn’t just about destroying fabric; it’s about capturing boldness, authenticity, and moments people didn’t plan for but will never forget.

Tips If You’re Considering One

  • Pick spots that feel meaningful or visually strong to you—an old café, your favorite street, someplace with texture and color.

  • Be flexible in your outfit: a dress that you don’t mind getting a little dirty or wrinkled. Maybe bring a backup if you want a mix.

  • Go during times of day when light is flattering but crowds are workable (early morning, late afternoon).

  • Have fun with it! The best photos often come from movement, laughter, and unexpected moments.

  • Work with a photographer who’s comfortable shooting in mixed light, unusual spaces, and with spontaneity.

Jonathan Heisler Photography is composed of NYC photographers specializing in private proposals, engagement sessions, wedding photography, and adventurous shoots like these.

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