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Tag: New York City

March 15, 2026

Why the Manhattan Skyline Means More to Me than the View

Snapping a series of iconic skyline pictures around Manhattan became more than a photography exercise. It reminded me about my own identity.

When I was a boy growing up in New York City, I remember taking the Circle Line cruise around Manhattan with my mother. I was delighted by the incredible views of the iconic skyline, but it was a blip in my larger experience living in the Big Apple. 

Like many New Yorkers, doing touristy activities was usually something left for… tourists.

A Tourist Comes Home

Today I find that ironic and even a bit sad. Even though I live in Connecticut today, I still commute into the city. So, I’ve tried to pay a little more attention to this beautiful metropolis that I permanently identify with and am always connected to. 

I’ve recently had a couple opportunities to spend time on the water around Manhattan at dusk. And I was excited to see what photos I could capture from the Hudson and East Rivers as the sun set and the skyline lit up.

The Power of iPhone and Adobe Lightroom

I used my iPhone 15 Pro Max to capture these shots. Even in the dark, its software-driven computational photography was able to capture decent images and brighten up the sky and darker regions. It’s actually quite impressive.

Then, I pushed the limits of these images even further using the power of Adobe Lightroom. While the focus of all these shots is all about the Manhattan skyline and bridges, the river and sky occupy half the frame. So, I made the creative choice to make these portions pop a little more than reality offered me.

My Origin Story

So yes, I’m straddling the line a bit between photographer and digital painter. But I don’t think it’s a problem to enhance the glow of the city I love and often define myself by.

It simply represents how I feel about this complex place. And this little photography exercise warmly reminded me that I am forever part of it.

My father used to say New York City is the greatest city in the world. While I know that’s a bit arrogant and certainly invites discussion, you can’t debate the pride that most New Yorkers feel about their hometown.

It is my origin story, and I continue to circle it.

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October 5, 2025

Decoding my Father’s Story through his Vintage Photographs

My dad took this photo of Manhattan on a New York Harbor cruise back in the summer of 1988. I recently snapped a similar shot, which created something of a time loop for me. And that’s prompted me to look more closely at parts of my late father’s life. Here’s why.

I’m trying to understand more about my late father through his photography. He passed in 2022, and he passed on a mostly disorganized collection of photos that he snapped across his life. 

My dad fashioned himself a photography enthusiast.

My Father, The Photographer
While I was growing up, I remember he’d proudly carry around his SLR camera with zoom lens throughout New York City like he was some sort of urban Ansel Adams. Before that, he went through his James Bond subminiature Minox phase. While his tiny Minox camera was indeed cool for its time, the resolution of the resulting photos was mediocre at best.

I believe my father’s self-assigned photography projects were frequently more about expressing his own style and experience than the creativity in his photos’ form. (I was aware how much he enjoyed simply playing ‘photographer.’) But as I’ve been reviewing and archiving his old photos and negatives over these past few years, I’ve come to an additional conclusion.

He was also interested in the art of photography… I’ve uncovered some cool photos.

But my dad was limited by the technology of his time and didn’t have any distribution mechanism to reinforce his efforts. (No social media or blogs yet.) The furthest he went was to blow up a few of his favorite photos to frame for our apartment.

He seemed satisfied with this ceiling for his hobby. 

Photo Echoes Between Generations
I’ve been digitizing these photos as part of my ongoing family archiving project, and I’ve recently come across an unexpected phenomenon. I’ve found echoes of my own photo work showing up in some of my father’s photography.

It shouldn’t really be a surprise. New York City has certain iconic photo opportunities that a million others have also snapped. So, the fact that my father and I captured the same shot decades apart is hardly a revelation.

But it’s still made an impact on me.

Same Shot – Decades Apart
I had the opportunity recently to take a few photos on the water around Manhattan near the Statue of Liberty. After I returned home and reviewed them, I felt a déjà vu like I’d seen these before. Yes, of course… my father’s photos. He’d been on the New York Bay too (multiple times, in fact).

Take a look:

Here’s the southern tip of Manhattan in 1988 and in 2025. (My father’s photo benefited from all the picturesque boats in the harbor. Of course, lots of other differences, including the Twin Towers.)

And here’s the Stature of Liberty, again in 1988 vs 2025.
(I really like that giant American flag in my dad’s shot.)

These are hardly unique photos, But their similarities are striking for me, because they come from two generations of Lesters. And I find that meaningful. 

My Father’s Legacy
I’m still trying to understand my father. I had a complicated relationship with him. 

No, he didn’t really bond with me through his photography and share his hobby as a father would with his son.

But he did buy me a nice Ricoh camera when I was in my early teens. So, it wasn’t as if he entirely missed the connection. (And it’s not lost on me that my own passion for photography still found its roots during this time in my life.)

Decades later, the fact that we gravitated to some of the same photo moments has made me feel a little closer to him. I understand I’ve got a little magical thinking going on. Still, I think there was more to my father that met the eye (or at least I want to think).

And that’s made me consider his legacy a little differently.

What Will I Learn from the Next Photo?
My father’s photos are breadcrumbs that lead to a truth I’ll never completely understand. But they help me soften the rough edges to the story of our lives together.

And that’s part of what drives me to continue archiving his photos.

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April 27, 2025

Here’s a Great Place to Snap a Photo of Manhattan’s Iconic Skyline at Sunset

A stunning view of the New York City skyline at sunset, with vibrant orange and blue hues in the sky, casting a warm glow over the city. The image captures the silhouette of skyscrapers and rooftops in the foreground.
You can frame a cool photo of New York City right from your seat on Amtrak. If your train is traveling at sunset, just look out your window. It’s a spectacular view. Here’s how to optimize that photographic opportunity.

It’s hard to miss this famous skyline as your Amtrak train nears or leaves the Big Apple. And sunset is a particularly special time. So, it warrants trying to take a photo or two…

The weather conditions have to be right. Plus, there’s only a six-minute stretch when the train is close enough and oriented correctly with its windows directly facing the east side of Manhattan. 

The Best Views of New York City
Then, take out your smartphone. Press it as close to the window as possible to avoid reflections from the inside of the train. (The fact that your phone’s lens effectively lies flat with the phone’s body will protect it from accidental bumps into the glass due to your train’s jerky movements.)

And then start snapping away.

A vibrant sunset over the New York City skyline, with a golden sun setting on the horizon, surrounded by buildings and the silhouette of bridges.

As much as I always want to zoom closer with my iPhone 15 Pro Max’s 2x or 5x lens to better frame the skyscrapers, the wider shots are better. I think you need that foreground in the shot to help tell the visual story. Plus, the train’s motion is less of a problem for your phone’s camera if you’re not zoomed in.

A stunning sunset view over New York City, with the skyline silhouetted against a vibrant orange sky and the setting sun casting warm light on the landscape.

Just Another Bonus for Taking the Train
Yes, it’s an amazing vista to take in, but you should temper your expectations for your photos. Remember, you’re shooting through glass, and the train is moving.

Still, it’s worth a shot.

A view of the New York City skyline at sunset framed by the iron structure of a bridge, with water in the foreground reflecting the warm colors of the sky.

I go for it whenever I’m on Amtrak’s Northeast Regional or Acela heading back to Connecticut from Washington, D.C. (These photos are from my recent trip.)
In the old days, it would be when I was heading out of New York City back to Boston. (So, I’ve been at this for a while.)

And yes, I do prefer taking the train vs. a plane between these destinations. It’s much more convenient and relaxing. (The door-to-door time comparison is similar after you bake in the extra hours spent at the airport.) But I digress…

Enjoy the Show
Sunset isn’t the only time to try to capture these photos of New York City. (Shooting directly at the sun can really confuse a camera and isn’t especially great for its sensors. But a few brief clicks shouldn’t play too much havoc with the electronics.)

A vibrant sunset view over the New York City skyline, with the sun casting an orange glow and city buildings silhouetted against the colorful sky, accompanied by a tree-lined highway below.

These magic sunset minutes always call out to me as the deep orange light bathes the landscape. 

It’s both unearthly and entirely natural.

And you’ve got one of the best vantage points of this city a photographer could hope for.

A scenic view of the New York City skyline at sunset, featuring a bridge crossing a river with skyscrapers in the background and vibrant orange hues in the sky.

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