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Weddings

About

I am Jess: Your cheerful, upbeat wedding photographer. This is an experience for the sunny, lighthearted couples who want photos that make you laugh, cry, and squee while you relive your moments.

We are as invested in your wedding as you are! My team and I strive to create a comfortable, trusting environment for all of our couples by connecting before we even start shooting, building a friendship where being in front of the camera is fun and easy and your vision is brought to life.

In other words, I would like your experience with us to be the least stressful part of your wedding day. There will be posing and direction, but we pride ourselves on our unintrusive, candid style. After all, you are the stars of the day, but you don’t need to feel the cameras in your face all the time. We want to be the team you hire because you value photography and videography. Because you want emotion-filled, genuine images. We strive to shoot with intention, capturing the little moment that you may have missed through-out your day.

I like to work with you on your timeline to make sure that we capture what you need, but you also have time to simply enjoy yourselves and your guests. The ultimate goal is for your wedding day to be the highlight in your life that you deserve.

We would love to join you!

  • LGBTQ+-owned
  • Woman-owned
illustration popular

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Frequently asked questions

Which of the following are included in the starting price?

2nd Shooter
Add'l Hours
Engagement Shoot
High-Res Images
Multi. Locations
Digital Files
Prints

Which of the following are included in the price of your most popular wedding package?

2nd Shooter
Add'l Hours
Engagement Shoot
High-Res Images
Multi. Locations
Digital Files
Prints

What primary photographic style do you identify with?

Natural
Photojournalism
Traditional

What photography services do you offer?

Additional Hours
Destination / Travel
Engagement Shoot
High-Res Images
Second Shooter
Wedding Portraits

What photography items do you offer?

Digital Files
Prints

Reviews of Jess Sinatra Photography

This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

Review summary

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Jess and her team are professional, organized, responsive, and put couples at ease from engagement sessions through the wedding day. They deliver timeless, emotional photos and cinematic videos, provide quick sneak peeks, and often go above and beyond with logistics. Couples strongly recommend booking their photo+video services.

Review summary

Powered by AI
This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

Jess and her team are professional, organized, responsive, and put couples at ease from engagement sessions through the wedding day. They deliver timeless, emotional photos and cinematic videos, provide quick sneak peeks, and often go above and beyond with logistics. Couples strongly recommend booking their photo+video services.

Sarah
Sarah Sent on 03/08/2026
5 out of 5 rating

Jess is simply the best

I cannot say enough amazing things about Jess! She photographed our engagement shoot and wedding in November 2025 in Boston. From the very beginning she made the entire process seamless and stress-free.

On wedding day, Jess and her team were professional, warm, funny, and so easy to be around. Jess is the real rockstar! She kept the day organized, made everyone feel comfortable, and worked incredibly hard to make sure we got every photo we hoped for and more.

Our photos and film are something we will treasure forever. Jess’s talent, dedication, and passion for what she does truly shine through in her work. I highly, highly recommend Jess to anyone looking for a photographer.
C
Caitlyn Sent on 12/19/2024
5 out of 5 rating

Caitlyn & Chris

Mike and Jess were out of this world! They came highly recommended by my older sister who has worked closely with them numerous times and they certainly did not disappoint! From the attention to detail, to the candids, to the drone(!!) everything was flawless. Our families and friends cannot stop raving about how great they were months after the fact, and neither can we!
From the engagement shoot, to the wedding day, Jess made us feel so comfortable in front of the camera (something Chris and I were worried about because we are awkward) Our day would not have been as amazing and perfect as it was without Jess and Mike. Words cannot describe how happy and emotional we get looking back on our photos and it is all thanks to Jess and Mike!
Jacquelyn
Jacquelyn Sent on 12/19/2024
5 out of 5 rating

The best for your wedding day! Highly recommended!

Jess and her team provided the best experience for our wedding photography/videography all the way from our engagement session to our wedding day. From the moment we started working with Jess she made everything so comfortable and fun. She is very responsive and makes sure to bring all your photo inspirations to life! Jess and her team are extremely professional and kind. All of our family and friends can’t stop obsessing over our beautiful wedding gallery and amazing highlight video. Her classic and timeless photography style is exactly what we were looking for. We will cherish these pictures forever!! Thank you again to the best! Highly recommended!

- Jackie & Tyler Martini
Dana Sheehan
Dana Sent on 12/06/2024
5 out of 5 rating

Forever grateful!

After hours upon hours of researching potential photographers for our wedding day, when we came across Jess and her work, we knew we had found the perfect fit! We were looking for something classic and timeless that would stand the test of time, and wanted to ensure our photographer would not only capture the important moments from the day, but all those little in between/candid moments that make the day so special, and that is exactly what we got! We really appreciate how invested Jess and Mike were in the whole process - from our first meeting it was clear how much they cared, and it really put us at ease throughout the whole planning process. We are truly blow away by the photos from our big day and how Jess and Mike so perfectly captured all the love and joy we felt. Every time we look at them, we're taken back to that day and exactly how we felt, and we are so grateful to have these memories captured so perfectly. It was truly our best decision in the wedding planning process. We highly recommend Jess Sinatra Photography!
Gabriella
Gabriella Sent on 10/07/2024
5 out of 5 rating

Love love love!

I'm not even sure how to begin this review because I have so much love for Jess and her team. When you're planning a wedding, there's so much that's out of your hands. You're vulnerable and often feel wracked with nerves just hoping and praying it all goes well. And that was definitely the case for me. But when Jess and her team came into our lives last summer when we took engagement photos, I knew that come wedding day I wouldn't have to worry AT ALL about photos or videos not going well. As our wedding day happened, we came away with a lot of small disappointments. So many communications went disregarded with so many members of our team, but NEVER EVER with Jess and her team. In fact, they were what SAVED the entire wedding day. They were attentive to our needs, got the most gorgeous Vogue style photos and cinema level videos of us behind the scenes and at the altar. If you want your wedding day to be photographed magically, timelessly, and FLAWLESSLY, you need to book Jess Sinatra. Take it from a bride who has Jess to thank for her wedding day looking perfect, even if it didn't feel that way. WE LOVE YOU JESS!!!
Jennifer
Jennifer Sent on 09/02/2024
5 out of 5 rating

Dream Team! Couldn’t be happier!

Before getting engaged, I already knew I wanted to work with Jess and her team for my wedding. I met Jess at my best friend’s wedding a few years ago when I was a bridesmaid and I instantly fell in love with her style, professionalism, and ability to make you feel comfortable in front of the camera. Once we got engaged, I immediately reached out to Jess to make sure we picked a date that she would be available.

Jess was always a quick email or text away during the planning process, which I really appreciated because I have a type-A personality. Not to mention, she is incredibly organized and kept us on schedule the day of, which was no easy task considering we had a wedding party of 18 people!

My husband and I don’t consider ourselves photogenic (which I’m sure is how a lot of couples feel), but I’ve never felt so beautiful and confident in photos than the ones from our engagement shoot and wedding day.

Jess, Evan, Mike and Tessa perfectly captured the best day of our lives and every time we look back at the pictures and videos from that day it’s like we are living it over and over again! Do yourself a favor and work with this dream team on your big day. Trust me, you won’t regret it!
L
Lauren Sent on 08/09/2024
5 out of 5 rating

The photography team of our dreams!

There are truly not enough words for how incredible Jess and her team are. My husband and I have admired her work with my cousin for many years and when it came time for us to pick a photographer it was a no brainer that we wanted Jess. Her work has always spoke for itself, but we never could have imagined the magic Jess and her team created. Through her professionalism, artistic view and pure love for her job, they ensured our fairytale vision came to life. They managed every bump in the road with such grace and ease that Emmett and I were able to have a stress free wedding day that exceeded all our expectations. Jess has created a permanent spot in not only my husband and I's life, but our families too. Jess, Mike and Evan - you are forever stuck with us and we wouldn't have it any other way. Life truly isn't complete without you guys. We can't wait until our next adventure with you!
K
Katrina Sent on 01/21/2024
5 out of 5 rating

Best Decision

Words cannot express how grateful, impressed, appreciated, and seen my husband and I have felt by Jess, Evan and Mike, from our engagement shoot, to the wedding day, to the day we got our photos and videos back. Their talent is is undeniable, unique and intentional, and they are even better humans. They were not only our photo/video team, they were advocates for us on our big day, and the best supporters. The product that we got is better than anything I could have imagined, and they captured our day in the best way possible, and I am so happy that I have the opportunity to relive our big day for many years to come. Personal opinion, but do not skip the videography!! The investment is worth it, and the guys do an amazing job. They are truly the best crew all around, and we see them as not just vendors, but friends. We love you guys!!!
S
Stephen Sent on 01/21/2024
5 out of 5 rating

The best!

From the start Jess and Mike were so thoughtful and informative when it comes to the wedding process. You could see their experience shine through when they began asking questions about specific things that would help with the wedding that we hadn’t even began to prepare for. We were so lucky to have them photograph our wedding but that is just the beginning of what they helped out with. They helped us be more efficient with our timeline and what to expect throughout the whole wedding day. Jess made everything much less stressful on us with how prepared she was. She wanted to know so many specific details about us as individuals and as a couple which allowed her to photograph us at our best. After our first meeting with her and Mike we knew we would never have to worry about how our photos would come out. Due to how prepared they were it made the day of our wedding much easier. Even though they did not have to assume a pseudo role of wedding coordinator they did and it kept everything on track throughout the day. That allowed us to enjoy our day to the fullest potential. When they were photographing us they knew exactly when to take the most candid photos. There are so many photos that we will cherish because of how they perfectly capture our reactions and emotions. They also knew how to keep us at our most photogenic. There are times where you question if you could smile anymore but they knew exactly what to say or what to change allow us to take the best photos possible. One of the things that we were adamant about was having our dog, Simon, involved in our wedding. Due to Jess’ experience with being a veterinary technician she was fantastic with handling our excited and rambunctious dog. Not only was she able to keep him calm and photogenic, she was also able to get such amazing photos that he went viral on Tik Tok with over 5 million views and 1 million likes. She is really a superstar when it comes to finding the best photos possible. We can not imagine the best day of our lives being as great as it was without Jess and Mike’s involvement. They went above and beyond what you would expect from a photographer and we have recommended them to all of our friends.
Kylie
Kylie Sent on 01/02/2024
5 out of 5 rating

Dream team!

Jess and her team were a dream to work with throughout our entire planning process! They were very easy going which made the experience stress free. Jess was communicative from the start and always had (quick) answers to my questions. We’ve never had professional photos taken together so we were a bit nervous heading into our engagement session. Jess made us feel so comfortable through all the poses and we were so happy with how the photos turned out! This made us feel even more confident leading into our wedding day.

On the day of the wedding, Jess and team blended in – in the best way. They got the job done perfectly but without “being in the way” or taking away from the moment. They had a plan and executed in a timely manner – without compromising quality.

If you’re on the fence about adding video….DO IT. Having video in addition to photo for our wedding day was a non-negotiable and it was a bonus if I could find one team that did both. I tear up every time I watch our wedding video. It captures our day perfectly and I love that we have the opportunity to re-live the day through it over and over again.

She had a sneak peek video and sneak peek photos to us the day after our wedding (!!!!). Having a preview that quickly was amazing and made us even more exited to receive our full gallery and video (which we received right on time!). Our families and everyone else we’ve shown our photos and video to can’t stop talking about how beautiful they are!

We’re so thankful for Jess and her team for how perfectly they captured our special day!
We're all about trust. Our community relies on honest reviews to help you make those big decisions with ease.

Awards

64
WeddingWire Couples' Choice Awards 2025 Winner
WeddingWire Couples' Choice Awards 2023 Winner
WeddingWire Couples' Choice Awards 2022 Winner
WeddingWire Couples' Choice Awards 2021 Winner
WeddingWire Couples' Choice Awards 2020 Winner

Professional Network & Endorsements

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Map

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Jess Sinatra Photography frequently asked questions

Jess Sinatra Photography includes the following photography services in the starting price:
  • 2nd Shooter
  • Add'l Hours
  • Engagement Shoot
  • High-Res Images
  • Multi. Locations
  • Digital Files
  • Prints
Jess Sinatra Photography includes the following photography services in their most popular wedding package:
  • 2nd Shooter
  • Add'l Hours
  • Engagement Shoot
  • High-Res Images
  • Multi. Locations
  • Digital Files
  • Prints
Jess Sinatra Photography offers the following photography styles:
  • Natural
  • Photojournalism
  • Traditional
Jess Sinatra Photography offers the following photography services for weddings:
  • Additional Hours
  • Destination / Travel
  • Engagement Shoot
  • High-Res Images
  • Second Shooter
  • Wedding Portraits
Jess Sinatra Photography offers the following photography materials for weddings:
  • Digital Files
  • Prints
Jess Sinatra Photography is recommended by 100% of couples who have used their services. Their overall rating is 5.0, with the same score awarded for quality of service, flexibility, value, professionalism and average response time.
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