Jake's Private NYC Yacht Proposal

Proposing with an unobstructed view of the New York City skyline behind you is a view you won’t ever forget. It’s iconic. But how does one make that moment even grander, more private, more intimate, and more unforgettable? How about proposing on your very own chartered yacht as you sail around Manhattan. That’s just what Jake did for his NYC secret proposal.

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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Austin's Picture Perfect Central Park Fall Foliage Proposal

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Austin chose Ladies Pavilion “Cove” on the West Side of Central Park for his proposal because of these factors:

  • The location offers views of Manhattan’s skyscrapers.

  • It has relative privacy compared to more popular areas.

  • Fall foliage is strong in that area—leaves turn color, adding visual depth.

  • Afternoon light offers softer shadows and good direction for photos.

The Proposal Story

We scheduled during a workday afternoon in autumn to avoid heavy foot traffic. The trees were showing rich fall colors, creating a vibrant backdrop. As light softened in the afternoon, we used shaded spots under trees and near pavilion architecture to reduce harsh contrasts.

At the moment of the proposal, Austin knelt at a spot that included skyline in the background and foliage framing from above. Multiple angles were used: wide shots showing the full setting, medium shots to include foliage and structure, and close-ups for emotional detail. The location’s combination of fall color, architectural framing, and soft light contributed to strong images without needing elaborate setup.

Why Ladies Pavilion Cove Works Well in Fall

  • Fall foliage adds color contrast and texture to photos.

  • This spot balances nature and Cityscape; skyline is visible, but trees soften urban edges.

  • Afternoon light during fall tends to be less harsh; shadows more manageable.

  • The location is easier to access and less crowded during weekdays.

  • Structural elements (pavilion, stone, paths) provide framing options.

Tips for Planning a Fall Proposal at Ladies Pavilion Cove

  • Choose a weekday afternoon in autumn when foliage is near peak.

  • Scout your route ahead, see where trees frame skyline and where light might be harsh.

  • Use clothing with colors that complement fall foliage (earth tones, warm colors).

  • Plan for shots at different distances (wide, medium, close) to vary the feel.

  • Work with a photographer experienced in managing changing light and shade.

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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Upper East Side Fall Foliage Engagement Session

As an Upper East Side Engagement Session Photographer I am able to photograph so many different looks and feels all within a few city blocks. On todays fall foliage engagement session, Jayson and Stephanie started their session along Park Avenue and ended it in Central Park.

The Best Place for Engagement Session Photos

NYC engagement photos are a dream for couples across the world. These photos set the standard for so many. Whether you take them in Central Park, in DUMBO Brooklyn with the Brooklyn Bridge, or atop a spectacular skyscraper, you’re sure to make memories called photographs. That’s because these special locations are iconic worldwide. And when captured by the right photographer, there’s no place more epic than New York City.

With so many different looks and feels in such a short trip, it can be difficult to choose a spot for your NYC engagement photo session. You may even want to do pictures at multiple locations.

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Mountain Biking In Virginia's Blue Ridge Mountains | Roanoke, VA

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Virginia’s Blue Ridge Mountains have it all when it comes to biking. The trails welcome riders of all levels and interests; paved greenways for beginners, expert-level mountain trails, black diamond single tracks, back country trails with hike a bike, kid-friendly trails, accessible trails for hand cycling, and gravel. For tonight’s shoot we chose Mill Mountain, a 1,300ft mountain situated directly over downtown Roanoke, VA.

Roanoke, Virginia has become known for their award-winning mountain biking trails, becoming one of just four states to have three IMBA-designated Ride Centers. Roanoke Ride Center has received a Silver Level Status, the only destination on the East Coast to achieve this ranking, and Richmond and Harrisonburg have both been recognized as Bronze Level mountain biking destinations.

Jane's Carousel DUMBO Proposal at Sunset

Omar chose a very special place for his surprise proposal. He worked with Celestine DUMBO to use their back patio on the one night of the week they are closed for his secret Brooklyn Bridge proposal. This private space allowed Omar to decorate and be out of site. The cover of the restaurant also gave him a reason to get dressed up nicely, a place to go, and a reason to be there at a set time without raising suspicion.

Why This Location Works Well

  • The combination of Jane’s Carousel, Brooklyn Bridge Park, and the Brooklyn Bridge in view offers iconic NYC landmarks in the background, which makes photos instantly recognizable.

  • Using a private patio (Celestine DUMBO) that’s closed to the public gave Omar control over privacy and décor, reducing surprises and crowd interference.

  • Sunset light adds warmth and softer shadows, improving skin tones and giving a dramatic glow to skyline elements.

  • The juxtaposition of architectural elements (bridge, buildings), the carousel, water views, and twinkling city lights brings visual variety to the photos.

Tips for Planning a Proposal Here

  • Pick a restaurant or venue with private or semi-private space if possible; it offers better control.

  • Time the proposal around sunset for warm light and softer contrast.

  • Scout angles in advance—carousel, bridge, skyline—and plan where both wide shots and close-ups will work best.

  • Decorate minimally but meaningfully so the environment enhances the moment without overwhelming it.

  • Coordinate with your photographer ahead of time so they know when and where to position for both natural and city lights.

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

BOOK NOW!