Jenna Kay Photography

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Let’s all take a moment to appreciate the ART that is this bouquet. Savvy Flowers |Savannah Harris absolutely knocked it...
08/28/2026

Let’s all take a moment to appreciate the ART that is this bouquet.

Savvy Flowers |Savannah Harris absolutely knocked it out of the park with this design

I don’t know if I can properly put into words just how amazing these two are — their kind hearts, their sense of humor, ...
08/28/2026

I don’t know if I can properly put into words just how amazing these two are — their kind hearts, their sense of humor, their chill presence, the love they so naturally spread to everyone around them… and last but certainly not least — their INCREDIBLY GORGEOUS FACES! DREAM couple. 🥹 I’ll never forget Rachel’s speech 🫶🏻

I also have to shout out the incredible vendor team from this day. I’m so lucky to work alongside such talented people, and I’m endlessly grateful for the collaboration, creativity, and energy you all brought to this day.

This day was SICK. (iykyk 😉)

Rachel + Scott, I adore you both. What a PERFECT day!

Couple: rachhheluliss Scott Nixon
Venue: Floriana
Planner: Ros&Co | Boston Wedding Planner
Photographer: Jenna Kay Photography
Content Creator: Boston Wedding Content Creator | Your Story by Steph
Florist: Savvy Flowers |Savannah Harris
Desserts: Firefly's BBQ 🔥Restaurant
DJ: New England Sound Innovation
Saxophone: Joe Sparkes / Joe Sax Boston
Hair: Alana Zucco
Makeup: 𝑳𝒆𝒙𝒊 𝑨𝒎𝒂𝒓𝒊 | 𝑵𝒐𝒓𝒕𝒉𝒃𝒐𝒓𝒐 𝑴𝒂𝒌𝒆𝒖𝒑 + 𝑩𝒓𝒐𝒘𝒔
Rentals: Peak Event Services
Dancefloor: Baystate Tent
Tux: The Black Tux

Absolutely stunning day for Samantha and Nick at Misselwood! So many special moments from their day, but my one of my fa...
08/20/2026

Absolutely stunning day for Samantha and Nick at Misselwood! So many special moments from their day, but my one of my favorites was a virtual visit from Sam’s brother who is stationed overseas - not a dry eye around! Misselwood has endless spots for photos and we definitely took advantage of all of them! Congratulations to The Massarellis!

Couple: Sammy Nick Massarelli
Photographer: Jenna Kay Photography
Content: Chloe A. Castellano | Boston + FL Wedding Photographer ✨
Venue: Misselwood Events
Video: a wedding filmhouse
Hair: Teryn Brewer
MU: Molly O’Toole
DJ: Eduardo Alves Events | Premium Wedding Entertainment
Florals: Evans Flowers | Weddings
Catering: Vinwood Caterers
Cake: Andover Bakeshop LLC

Cal and Joe are married! It was truly the BEST day celebrating these two! From their amazing friends and family, to thei...
08/11/2026

Cal and Joe are married! It was truly the BEST day celebrating these two! From their amazing friends and family, to their incredibly special ceremony, to the beautiful venue - the day was just perfect!

And that sunset?! Truly unlike anything I’ve ever seen!

Cal and Joe are two of the absolute sweetest people, with the most grateful hearts, and they were such a dream to work with from beginning to end.

Congratulations, Cal & Joe!!

Couple: Caroline Sullivan Joe Della Vecchia
Photographer: Jenna Kay Photography
Venue: Danversport
Hair: Cape Cod Bridal Hair Stylist- Gina Joubert Callie Eiserman
MU: Sarah Lord ✨
Florals: Suekena Ginsburg
Dj: The Dance Floor DJs & Musicians
Signage: Kelly

✨The Regenauers! ✨One week ago, Rory and Will said I do on the most beautiful day at one of my new favorite venues, Will...
08/08/2026

✨The Regenauers! ✨

One week ago, Rory and Will said I do on the most beautiful day at one of my new favorite venues, Willowbend

It was truly impossible to choose a favorite moment from this day, let alone narrow it down to just 20 slides. The love and support surrounding Rory and Will from their families was unlike anything I’ve ever seen, and it made their day even more incredibly special.

Rory and Will are an absolute dream to work with, and I’m so honored that they trusted me to capture both of their ceremonies. It was such a privilege to be there, and I’m truly so grateful they chose me to document this chapter of their story.

Congratulations Rory & Will!!

Couple: Rory Regenauer Will Regenauer
Photographer: Jenna Kay Photography
Venue: Willowbend
Videographer: McElroy Weddings
Hair: NEWPORT | BOSTON TIMELESS BRIDAL HAIR STYLIST
MU: Boston Bridal Makeup Artist | Deanna Strzempek
Florals: Verde Floral Design
Coordinators: Ever After Wedding Co Sydney Horgan
Dj: Artie V

It’s not often that I get to photograph two ceremonies with the same couple, but when Rory and Will asked if I would als...
08/07/2026

It’s not often that I get to photograph two ceremonies with the same couple, but when Rory and Will asked if I would also capture their church ceremony the week before their full day wedding (and with Rory in her mother’s wedding dress!!), it was a no brainer that I would be there. Rory and Will are two of the sweetest, most gorgeous humans I’ve ever had the pleasure of working with. This day, their families… it was just so so so sweet. Here is a small snippet of my time with them that day!

The second I met Laura and Danny, I knew their wedding day was going to be something truly special—and it absolutely was...
08/06/2026

The second I met Laura and Danny, I knew their wedding day was going to be something truly special—and it absolutely was.

Laura and Danny, you are two of the most incredible people I’ve ever had the pleasure of working with. Your genuine happiness, unwavering kindness, deep love for one another, effortless beauty, and go-with-the-flow attitude made every moment a dream to capture. It was truly an honor to document this day for you.

We had sunshine, we had pouring rain… and then we were gifted with a rainbow and the most breathtaking sunset. Photographing you in the rain felt like something straight out of a movie, and capturing those sunset portraits was pure magic. Having the two of you in front of my camera was genuinely one of the highlights of my career.

I love you both so much, and I couldn’t be more excited to watch this next chapter of your lives unfold. 🤍

Couple: Laura Elizabeth Danny Riley
Photographer: Jenna Kay Photography
Videographer: Boston Wedding Videographer
Venue: Indian Pond Country Club
Hair: Joelle S Riker | Cape Cod Bridal Hair Stylist
MU: Lacey Strong • Cape Cod & South Shore • Makeup Artist
Florals: Berkin Flowers | South Shore (the sweetest!!)
Dj: Danny Walsh

The Poiriers 7.11.26Absolutely incredible day with Tori and Billy last weekend down the Cape! The weather was perfect, T...
07/19/2026

The Poiriers 7.11.26

Absolutely incredible day with Tori and Billy last weekend down the Cape! The weather was perfect, Tori and Billy looked absolutely amazing, and all of their family and friends were so sweet! I had a lot of trouble narrowing down photos to include in this post because there were simply too many favorites! Congratulations Tori and Billy - thank you so much for choosing me! 🫶🏻

Couple: Tori Billy Poirier
Photography: Jenna Kay Photography
Venue: Ocean Edge Resort Weddings Ocean Edge Resort & Golf Club
Videographer: Boston Wedding Videographer
Florals: Designers Touch Florals
Hair: NEWPORT | BOSTON TIMELESS BRIDAL HAIR STYLIST
MU: STEPHANIE WARD MAKEUP | BOSTON MAKEUP ARTIST
Band: Blue Vinyl Productions, LLC
Cake: Montilio's Baking Company 1947

✨The Devolves ✨Working with Shanley and Alex was an absolute dream. Every detail they chose for their wedding day felt s...
07/08/2026

✨The Devolves ✨

Working with Shanley and Alex was an absolute dream. Every detail they chose for their wedding day felt so intentional and meaningful. The support for these two was incredible, and I honestly don’t think I’ve ever seen a more packed dance floor from beginning to end.

It’s also safe to say that Willowdale Estate has officially skyrocketed to the top of my list of favorite venues. The property is absolutely stunning, endless locations for photos, and character that is unmatched. Every inch of the grounds is gorgeous, and the staff was incredible. It was truly one of those wedding days that reminded me just how much I love what I do. 🫶🏻

Couple: Shanley Walker alexdevolve
Photography: Jenna Kay Photography
Venue: Willowdale Estate - A venue in Massachusetts
Videography: Next Level Films Boston Wedding Videographer
Florals: Michelle Elizabeth Floral
MU: Jessica Lourdes MUA

💙The Siabas💙Some wedding days keep you on your toes when it comes to the weather… and Chloe & Andrew’s was definitely on...
07/07/2026

💙The Siabas💙

Some wedding days keep you on your toes when it comes to the weather… and Chloe & Andrew’s was definitely one of them. The forecast was all over the place, but the best part? They were completely ready to get married in the pouring rain because, at the end of the day, all they cared about was finally becoming husband and wife. Somehow, the sun made its appearance at exactly the right moment for their ceremony and it was absolutely worth the wait. 😍

We took their portraits at the most breathtaking cliffs overlooking the water, and it couldn’t have been a more perfect backdrop. Between an incredibly fun wedding party, the stunning coastal views, and a vendor team that made the entire day run so seamlessly, this day was a blast.

Congratulations, Chloe & Andrew! 🤍

Couple: Chloe Siaba Andrew Siaba d
Photography: Jenna Kay Photography
Venue: Wyndham Newport
Videography: Bright Spot Films t
Florals: Songbird Floral Designs
Hair: NEWPORT | BOSTON TIMELESS BRIDAL HAIR STYLIST Boston Bridal Hairstylist | Nicole Greco
MU: MakeMeUp by Christina Kaian
Dj: Meritage Entertainment | Wedding DJs

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Boston, MA
02382

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