From the start of the wedding planning process, Jessica listened to our vision and helped us bring it to life in a way that felt completely personal and effortless. Our wedding took place at my parents’ home on the water, which came with its own unique set of logistics and challenges—but she handled everything with the perfect balance of guidance, confidence and creativity.
One moment that really stood out was a few days before our wedding when we were debating whether to have tents due to the weather. It was a tough call, but she trusted my instincts and supported the decision to go without them. That level of trust meant so much to me—and it truly paid off! The day turned out to be absolutely perfect, and the setting felt even more magical because of it. On the day of the wedding, everything ran smoothly, the timeline was seamless, and we were able to be fully present and enjoy every moment without stress. It genuinely felt like our dream wedding came to life exactly as we had imagined—if not better! If you’re looking for someone who is organized, experienced, and truly invested in making your day special, I can’t recommend her enough. We are so grateful for everything she did to make our wedding day unforgettable!

I cannot recommend Jessica Hennessey and her team highly enough. I wasn’t initially sold on the idea of a wedding planner. However, planning a wedding at my family’s waterfront home presented unique logistical hurdles that required an expert hand.

Within three minutes of my first call with Jessica, I knew she was the one. Her deep experience with outdoor weddings was evident immediately. She acted as an incredible sounding board—honest and insightful, yet 100% supportive of my final decisions.

What truly set Jessica apart was her advocacy. When our floral proposal came back significantly over budget, she didn't suggest cutting the installation I’d dreamed of since day one. Instead, she spent hours going line-by-line through the quote, finding creative ways to repurpose arrangements and adjust details to save the installation. In that moment, I knew she wasn’t just checking boxes; she was fighting for my vision. On the wedding day, Jessica and her team were flawless. They managed every behind-the-scenes "fire" with such grace that I didn’t even know they occurred until the next day. For the first time, my mother and I—two people who do not trust easily—were able to step back and actually be present. We truly could not have pulled off the wedding of my dreams without her and her team!

Hiring Jessica was easily one of the best wedding planning decision we made. My husband and I were in our wedding planning phase for a little over 2 years and Jessica was with us every step of the way. From day one she was fully hands on, professional and responsive. She helped us create the dream team of vendors who made our planning experience that much better. As you can imagine the wedding industry can be overwhelming, but Jessica helped us stay true to our vision with her expert opinion and calm nature. She was so helpful to bounce ideas off of, no matter how crazy they may have been. She listened to us and took what was in our heads and brought it to life. On the day of, her and her team handled everything seamlessly. We were big about the day having a good flow and her team did just that. They created the perfect day of timeline coordinating with all the vendors to prevent any hiccups. The work she did behind the scenes was so invaluable. She gave us the opportunity to truly enjoy our wedding day and we did just that. It was far beyond what we could have imagined and wouldn't have been anything like it was without Jessica's help. We continue to get comments from our guests about how perfect the day was. We are so grateful to have been able to work with Jessica and her team. We would 100% recommend her to any other couple anytime

Jessica planned our August 2025 wedding and the entire process from start to finish was amazing. Jessica went out of her way to ensure that our vision for the entire weekend came to life, while bringing her expert opinions and suggestions to elevate our welcome party and wedding. On the day of, everything was handled seamlessly and her and the team were at the ready to handle anything that came up. The design for the day was even better than I could have imagined from the linens, to the florals and the little details in between and it would not have been possible without Jessica. For any brides considering a planner, it was without a doubt the best decision we made and I would 10/10 recommend Jessica!

Where to begin telling you about Jessica Hennessey Weddings? I had the joy of planning two of my daughters' weddings with Jessica - June 2024 and June 2025. Our biggest challenge was making them each unique, magical and exactly what my very different daughters had always dreamed of. Not easy! One was on a summer family estate on Cape Cod and the other was at an upscale golf club in Connecticut. Both were stunning! Jessica outdid herself and took away all of the stress and drama that there could have been. Jessica has the patience, poise, ability and experience to manage all that comes her way. There are inevitable situations that come up - our perfect reception and dance flooring was ruined in a storm at an event 3 days before wedding #2😳! Jessica didn't even tell me about it until she and the flooring vendor had spent the day calling companies and developing a perfect plan to replace the flooring with an even better design! That is one example of how things pop up and they are all managed with grace and confidence by Jessica and her team. Weddings can be emotional. Jessica allowed me to focus on my family and not worry about the many details involved in both wedding weekends. I now consider Jessica a wonderful friend and feel truly grateful to have met her and had her be a part of such important family events.

Jessica is simply the best at what she does. We couldn't have asked for a more magical wedding day, and it all starts with an A+ team! She went above and beyond to help bring our vision to life and transform our yard into a dreamy tented oasis. Every detail was meticulously curated, from the handpicked vendors who were all top-notch, to the seamless coordination of the entire event. Even in stressful situations, she remained calm and composed, working closely with us to ease any worries and quickly find solutions. Her attention to detail and organizational skills were truly remarkable, allowing us to fully enjoy our day without a single worry. She was on the front lines on wedding day, helping with vendor parking, bustling my dress, fixing my veil, and helping me navigate cocktail hour to family portraits.

It was stress-free, beautiful, and everything ran so smoothly. We’re forever grateful for the unforgettable experience she created!

Working with Jessica is truly the best gift you can give yourselves as a couple + your families, in the months, weeks, days leading up to your big day. I was drawn to Jessica's work because it was clear she crushed an effortlessly chic, coastal vibe AND knew the in's and out's of throwing a tented wedding, and boy did she deliver! In Jessica, you'll have a fun planning partner in crime, master of ALL logistics, the best design eye, an avid listener, and someone who can smoothly jump in with a solid take when you need one because you will undoubtedly get overwhelmed by all the different decisions that go into planning your wedding. We were able to fully enjoy the year leading up to our wedding day in so many ways because we had Jessica's expertise on our side. You will truly look forward to every call and meeting with her! And she worked her magic from start to finish, with too many examples to count. Jessica landed the floral vendor I was dying to work with, who is usually fully, absolutely booked, based on her close relationship with this floral farm. She seamlessly ran some complicated transportation logistics, something we were ready to pull our hair out over. Custom design details and touches that really made our day feel like us? Done and done - from the coolest seating chart, to our tabletop design, to our floral arches during the ceremony and more. She is next level organized and will have your back through and through! One memorable, on-the-fly moment that stands out was we realized we were missing a several table numbers from our amazing stationary vendor and Jessica's team somehow replicated them perfectly, down to the exact color match, on the morning of our wedding so our seating plan didn't miss a beat - something I am STILL trying to figure out how they possibly pulled it off, on top of everything else they were running that day! I am positive there were dozens more examples of this in the days leading up to our big day that we weren't even aware of because Jessica's team was already all over it.

The day of our wedding brought a tropical storm where it rained literally ALL day. Sure enough, Jessica brought the most serene, positive vibes all throughout the day which truly made such a difference. When you wanted to panic, she had a plan and was already halfway done executing it. We were able to totally kick back, soak up the happiness that radiates on your wedding day, and fully be in the moment knowing Jessica was in charge with all the pivots that a rainy day brings. I'm so grateful for her partnership and friendship all throughout the year-long planning process and our amazing wedding day. We truly wouldn't change a thing - even the rain! - the day was that incredible and that "us". Get on her calendar while you can and get ready to have a blast together!!

Jessica was an absolute dream to work with throughout our wedding planning process and on the big day! She and her team made sure all vendors were prepped and coordinated and helped troubleshoot during moments that may not have gone exactly as planned. She kept us on time, helped bring our vision to life and made sure my husband and I had the absolute best day. I highly recommend Jessica to any brides looking for a planner you can really trust and rely on!

My husband and I are SO SO thankful to have found Jessica as our wedding planner! From the moment we hired her she was very hands on, responsive, and professional. Jessica was my soundboard throughout the entire wedding planning process which I am BEYOND thankful for! She became a friend throughout the process and has such a reassuring calming nature about her when planning felt overwhelming. I would always seek her advice and she always had such great insight, would listen, and at the end of the process was able to capture our wedding weekend vision COMPLETELY! My husband and I could go on and on about how thankful we were to have Jessica throughout the process! Not only did she absolutely crush bringing our vision to life, she also was so incredible with managing vendors and timeline! My husband and I loved the creative and had a particular vision on how we wanted the wedding weekend to look/feel… But there was a lot of logistical/timeline/vendor managment aspects that weren’t things we looked forward to in the planning process and Jessica was able to take head on! She provided each vendor a detailed timeline and made sure everyone was on the same page. On our wedding day everything went off without any issue or disruption and that all goes into the incredible backend planning which Jessica was entirely prepared for! You can tell she genuinely puts her all into her clients and works so hard to have the most incredible outcome. It was so incredible to be able to know we were amazing hands when our wedding weekend started and truly enjoyed ourselves to the FULLEST. We are SO thankful for Jessica and if anyone is looking for a wedding planner we HIGHLY encourage booking Jessica!!! She is quite literally THE BEST. Thank you Jessica!!!

We hired Jessica as our wedding coordinator this September after she came highly recommended by our videographer. She absolutely did not disappoint. From day 1 meeting her while vetting a few coordinators, she immediately felt like the perfect fit well above the rest. She was honest, transparent, empathetic, highly organized, and really guided us through the entire process. Especially in the month leading up to and the day of our wedding, we 100% could not have had the incredibly perfect wedding day that we had without her. Everything went off without a hitch, she ensured every vendor knew exactly where to be, at what time, and what their role was, which allowed us to fully enjoy all of the amazing moments of our wedding day together. She even helped me with my dress, my veil and carried my train for me in many points of the day. I found myself looking to her in the moments before our first look as I was nervous and excited, not as a coordinator, but as a friend, and I was so grateful she was there with me. If we could do it all over again, we would 100% hire Jessica and cannot recommend her enough to all future brides and grooms.