Jess Sinatra Photography

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Jess Sinatra Photography

Lifestyle and Wedding photographer �
Dogs | Carbs | Hockey
�LGBTQ friendly
Lover of Colors
Booki

16/01/2025

There is a sadness over the house right now. Everyone can feel it, though no one acknowledges it.
Stifend sniffles around corners from other rooms, and I wonder if you can feel it too—if it's adding to your stress. Or maybe you just feel icky right now, on edge, wondering if I’m going to try and give you more medicine.

You have always been the little kitty that could. From needing emergency surgery for your eye just two weeks after adopting you, to tearing your cruciate ligament and soldiering on like nothing happened, to rolling off couches and parkouring off walls, you’ve always had a spirit like no other.

When my sister first met you, she said, “This cat is special. He must be a gift from Scout”—your predecessor. And she was right. That’s what you’ve always been, Ove, a gift. Every single day. Every time you made me laugh, smile, or filled my heart with happiness.

I will miss everything and every moment with you.

Thank you for all the late-night snuggles, our outdoor explorations, daily bird watching, and chasing lights all around the house.

Tomorrow we say goodbye, or, maybe it's a see you later. Until then, I hope you find endless fields to explore, birds to watch, and all the snuggles you could ever want. I love you my little kitty who could 🤍

Special thank you to his adoption organization Pals Animal Life Savers . They are an incredible organization and I encourage everyone to adopt to donate.

11/01/2025

Snowy, black-and-white city photos just hit different

09/01/2025

Classic city romance

07/01/2025

Give me a Willowdale wedding every weekend! No, seriously, give me a Willowdale wedding every weekend please 😂
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Estate weddings, October weddings, Willowdale weddings, North Andover, North shore weddings

02/01/2025

This year was a whirlwind—fast-paced, challenging, and full of lessons. As I pause to reflect, I’m reminded of the importance of this time of year: to celebrate growth, acknowledge the challenges, and embrace all that has shaped me.

2024 wasn’t easy to navigate. Hardship often comes with silver linings but this year taught me that sometimes, the beauty lies in the mess. The highs and lows coexisted—chaotic at times, but undeniably real.

And yet, even in the chaos, there is so much to be thankful for. This year, I created some of my best work—art that fills me with pride and captures timeless memories.
My couples were nothing short of extraordinary—fun, loving, compassionate, and endlessly thoughtful. Their love was inspiring.

2024 challenged me in ways I didn’t expect, but it also gifted me honesty, resilience, and moments of profound gratitude. For that, I am endlessly thankful.

29/12/2024

Hey! I’ve been a little quiet here lately—holiday season came up faster than I expected, and things got busy. But I’m finally back at it this week with an exciting engagement session in the city on Monday and an Omni Parker House wedding alongside my work wifey, 💛

I have so many amazing photos from this season to share—I’m a bit behind on posts and blogs (oops!), but here’s a start! Enjoy these black-and-white moments from Kristen and Thomas’s beautiful fall wedding.
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19/12/2024

Still obsessed with Satya and Drew’s engagement session that feels like scenes straight out of a classic movie. From laughter-filled moments outdoors to sharing pizza at Town Spa (iykyk), their connection is pure magic! ✨🍕 Counting down the days!!

16/12/2024

Morgan & Ben in black and white 😍
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05/12/2024

This summer marked our first time working at the stunning Stevens Estate in North Andover, and we sure hope it won't be our last! Courtney and Mike’s wedding was a dream come true, with the estate providing the perfect backdrop for their modern fairy tale. The day was filled with romance, whimsy, and, of course, their adorable dog, Hanks, who was the happiest and best boy all day long!

One of the highlights was when Courtney surprised Mike with a vintage convertible for part of their portrait session, giving us the opportunity to create some beautifully editorial, film-inspired shots.

It was a day full of so much magic and unforgettable moments it's hard to fit into one post and still tell a story!
Be prepared for much more from this one 🥰
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30/11/2024

New on the blog: Dana and JT tied the knot on a perfect summer day, surrounded by love, laughter, and the enchanting charm of The historic Willowdale Estate.

From heartfelt moments to their golden hour ceremony, their wedding day was pure elegance. Check out more on the blog!

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28/11/2024

Thanksgiving Eve well spent! Sneak peeks from tonight—getting to know Satya and Drew over pizza was absolutely perfect. Thank you both for the amazing pizza and even better honey mustard 😂. I can't wait for October for their wedding!

Big shoutout to Town Spa Pizza for the deliciousness

26/11/2024

This weekend, Bethany & Taylor celebrated their love surrounded by some of their closest friends and family. Their ceremony at Kelley Chapel was intimate and heartfelt, warmed by the cozy wood stove as gentle rain fell outside. It was personal, meaningful, and truly perfect.

Bethany and Taylor are among the LGBTQ+ couples who have felt compelled to adjust their wedding plans due to the uncertainty surrounding the incoming administration. While this reality deeply saddens me, I’m choosing to focus on the beauty of love and the incredible support I’ve witnessed. The photography community—and the wedding industry as a whole—has rallied around the LGBTQ+ community, offering care, services, and solidarity during these challenging times.

I’m proud to be part of this community and grateful to work with such amazing couples. If you or someone you know is considering an elopement or intimate wedding before Inauguration Day, I’d be honored to document your love story.

To help make this step easier, I’m offering free or discounted elopement photography for LGBTQ+ couples in the coming months. Love is love, and I’m here to support you.
Swipe to the end to see my latest crush 🥹

20/11/2024

Color or black and white?
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14/11/2024

At the end of October, Nikunj and Apurva celebrated a beautiful, sun-soaked ceremony with close family and friends at Castleton Banquet in New Hampshire. It was a wonderful evening, and we had an amazing time celebrating with them and their loved ones 💛💛

11/11/2024

🌈 Calling all LGBTQ+ couples who are ready to make it official! 🌈

As we approach this upcoming season of change, I want to extend a hand to my LGBTQ+ friends and couples who may feel a sense of urgency or uncertainty. If you're considering an elopement or intimate wedding before Inauguration Day, I’d be honored to capture your day.

❤️ I’m offering free or discounted elopement photography for LGBTQ+ couples who want to take this step in the coming months. Your love deserves to be celebrated and preserved in photos that capture the beauty, connection, and joy that makes your relationship uniquely yours.

If this resonates with you or someone you know, please share or reach out via my website!

Love is love, and it’s my privilege to document it. 🥂✨

With love,
Jess

08/11/2024

Just my thoughts

07/11/2024

Put the finishing touches on this gallery this afternoon and getting ready to hit send!
There are soooo many stunning photos from Jen & David's summertime wedding at the Bradley Estate it's impossible to narrow down which ones to share 😅😍
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04/11/2024

Hi friends! It’s been a while since we last introduced ourselves, so here we are!

I’m Jess, and this is my partner Mike, and together we are Jess Sinatra Photography! We’re wedding photographers with a passion for capturing love stories in all their magic.

Our mission is to create timeless, artful photographs that authentically reflect each couple we work with. For us, weddings are more than just events—they’re moments filled with emotion, joy, and beauty, and we’re honored to capture every detail.

Can you tell I am leaning on Mike for stabilization in those heels? 😂

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https://www.jesssinatraphotography.com/

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It will be a long time before I am over this one! 🥰 . . . . . Venue: @florianaipswich Photographer: @jesssinatraphoto Videographer: @jesssinatraphoto Bride's Dress: @galialahav @glbrides Bridal boutique: @vows_bridepower Bride's Shoes: @louboutinworld Bridesmaids Attire: @birdygrey Groom and Groomsmen: @classic_tux Hair: @sarahdepaultbeauty Makeup: @bmc_makeup Florist: @flowersbysteve Officiant: @marrymekarla Content creator: @carolinecarletonsocials Photo booth: @supremephotobooth Invitations: @aeweddinginvitations DJ: @grooveevents Couple: @pagesofgabriella & @xlon16 . . . . . #bostonweddingphotographer #bostonweddingphotography #bostonweddings #bostonengagementphotographer #bostonengagementphotography #gardenweddingphotography #gardenwedding #maweddingphotographer #maweddings #northshoreweddingphotographer #northshoreweddings #northshorema #nhweddingphotographer #nhweddingphotography #nhweddings #vtweddings #vtweddingphotographer #vtweddingphotography #weddingsparrow #weddingsofboston #weddings #capecodweddingphotographer #capecodweddings #historicweddingvenue #brides #bostonphotographers #bostonweddingphoto #newhampshireweddingphotographer #vermontweddingphotographer

I'm not crying, you're crying 😭 but really I think we are all crying 😂 . . . . . Venue: @mountaintopresort Photo and video: @jesssinatraphoto Dress: @danytabet Bridal shop: @madeleinesdaughter Groom and groomsmen: @menswarehouse Bridesmaids: @jennyyoonyc + @davidsbridal Hair and makeup: @jannaxchristy Florist: @tipsytulupdesigns Band: @vincentkinglive Rings: @longjewelers Transportation: @tristatetransportation Couple: @elysedion + @rumorzmusic . . . . . #theknot #weddingwire #weddingsparrow #oncewed #marthastewartweddings #weddings #vermontweddingphotography #vermontweddingphotographer #vtweddings #vtwedding #vtweddings #weddingplanning #fatherofthebride #brides #bridestobe #bostonbride #mountainwedding #mountaintopresort #theweddingbliss #vermont #boston #bostonweddingphotographer #bostonwedding #capecodweddings #capecodweddingphotographer #fatherdaughter #adopted #adoptionislove #newportweddingphotographer

Sammy and Sean tied the knot this past weekend at the beautiful Renaissance Golf Club, surrounded by the lush greenery and gorgeous flowers 🌷😍 With a passion for all things Disney 🏰🐭 they sprinkled their wedding day with enchanting details that reflected their unique bond and shared interests. Every moment was crafted to celebrate their love and the joyous beginning of their new chapter as husband and wife 💖 . . . . . Venue: @weddingsatrenaissance Photographer: @jesssinatraphoto Second Photographer: @william_bellis_photo Videography: @jesssinatraphoto Brides Attire: @alexandrasbridalboutique Brides Shoes: @aldo_shoes Brides People: @birdygrey Grooms Attire: @indochinoweddings Grooms People: @indochinoweddings Hair: @beautifully_unafraid Makeup: @brittneyeileenbeauty Florist: @bowlerandjonesflowers and @bloomcultureflowers Invitations: @canva DJ: @tsgweddings Cake: @Cosco Live Painter: @colormyweddingeventpainting Couple: @sammyism8895 & @sweldon915 . . . . . #nhweddingphotographer #nhwedding #nhweddingphotography #newhampshireweddings #newhampshireweddingphotographer #maineweddings #maineweddingphotographer #bostonweddingphotographers #bostonengagementphotographer #bostonengagementphotography #bostonbride #brides #asianbrides #riwedding #riweddingphotography #renaissancegolfclub #realweddings #riweddingphotographer #newportwedding #weddingsofboston #weddingseason #bostonweddingvideographer #nhweddingvideographer #weddingvideographer #maweddingphotographer #maweddingphotography #maweddings #maweddingvideographer #disneyweddings #disneyprincess

Kassandra & James // 5.25.24 Garden weddings will always hold a special place in my heart 💛 . . . . . Venue: @eleanorcabotbradleyestate Planner: @ashleyfidlerevents Photographer: @jesssinatraphoto Second photographer: @amandabouleyphotography Videographer: @jesssinatraphoto Florists: @botaniquecapecod Makeup: @gabriellacorricelli Hair: @beautynbeyondcreativestudio Entertainment: @fenwayquartet DJ: @entertainmentspecialists Dessert: @soulcakeshop Rentals: @peakstructuresolutions Brides attire: @shopbellasera Suits: @generationtux Catering: @firesidecatering Stationary: @etsy . . . . . #bostonweddingphotographers #bostonwedding #bostonweddingphotography #bostonengagementphotography #bostonweddingmagazine #bostonengagementphotos #bostonweddingphotos #capecodweddingphotography #capecodweddingphotographer #capecodweddings #capecodweddingvideographer #newportweddingphotographer #newportweddingphotography #newportweddings #riweddingphotographer #riweddingphotography #chicagoweddingphotographer #chicagoweddingphotography #vtwedding #vtweddingphotography #vtweddingphotographer #nycweddingphotography #nycweddingphotographer #nycwedding #italyweddings #gardenweddings #gardenwedding #luxuryweddingphotographer #luxurygarden #newenglandweddingphotographer

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