The Best Wedding DJs in Cuttyhunk, MA

Cover Story Entertainment

Rating: 5.0 (39 reviews)

“Wedding advice: hire Cover Story Entertainment! We worked with CSE for our July wedding. We went with the ceremony package, 6-piece band as well as their uplighting and photo booth services. Our experience with CSE from start to finish was 10/10. Chris and Elena are incredibly organized, communicative, and responsive. They always answered all of our questions (and I asked many!) Alec, Alex, Savannah, and the rest of the band members rocked it all night. One of the first things guests commented on about our wedding was how amazing the band was. One of our guests commented that they wish they could cancel their DJ and fly CSE to their wedding in Portugal because they loved them so much. Extremely talented musicians for an awesome price, which make a huge difference when wedding planning. When we reflect on our wedding day, Cover Story is a huge part of what made it such a memorable night. -MK AJ Dunne”

Band or Ensemble
Serves Cuttyhunk, MA
Offer

Cover Story Entertainment (as featured in all the leading and best publications all over New England and beyond as well as TV shows) was established by Chris Troxell, when he graduated from Berklee College of Music with a performance degree and a passion for perfection. Since the initial launch, CSE has expanded their entertainment and event services, offering clients the ease of single vendor coordination with the benefit of access to our prestigious performers, photographers, and videographers. A 12-year winner of Knot’s Best of Weddings and 13-year winner of Couples’ Choice Awards, CSE is among the BEST of NEW ENGLAND

MJ and A., 2 years ago

Rating: 5.0 (194 reviews)

Luvdup DJs

“We are in love with Luv’d Up DJs! Working with Kelton (and Gemma!) was one of the best decisions we made for our wedding. We had been to a wedding Gemma DJ-ed before and were glued to the dance floor the entire night, so we already had high expectations… but Kelton managed to surpass every single one. From the moment we booked, the entire process felt easy, warm, and genuinely cared for. Gemma guided us through everything with such kindness, answering all our questions and making us feel supported throughout the year of planning. As the day drew closer, Kelton checked in thoughtfully — helping us shape our playlists, talking us through ceremony audio, and easing every little worry we had about our special moments. You can feel how much he loves what he does. He coordinated perfectly with our officiant and my brother, who played guitar live as I walked down the aisle — making sure everyone felt comfortable and confident. And on the wedding day, before anything even began, he found me just to wish me luck and reassure me that everything was set. That tiny moment of calm meant more to me than he probably realizes. And then… the reception. It was pure magic. I did not leave the dance floor once! and neither did anyone else — our guests were dancing, shouting, singing, and fully living their best lives from the first song to the very last. Kelton didn’t just keep the energy up, he built it into this joyful, electric wave that carried the whole room. He blended every genre so seamlessly that nobody ever wanted to sit down. I was having such an incredible time that I literally danced holes into my wedding gown — and I regret nothing! The compliments about the music and about Kelton himself poured in all night because everyone could feel how special he made it. We walked away from our wedding feeling like Kelton was a part of the heart of the day. We truly could not have been happier. My husband keeps asking when we can find an excuse to hire Luv’d Up again — which honestly sums up how magical they made our celebration. If you want a DJ who doesn’t just play music but elevates the whole experience with passion, kindness, and genuine joy… Kelton and Luv’d Up DJs are everything.”

DJ
Starts at $2,950
Serves Cuttyhunk, MA

We are a WOMAN-OWNED and run boutique DJ Agency. We don't provide a cookie-cutter DJ service. We custom design the music to suit you and your fiance. We avoid the corny typical DJ experience so you get exactly what you want to hear at your wedding. We understand that DJing your event involves the perfect combination of bringing fun energy, choosing just the right music and being prepared. We always bring love and FUN to every event we are part of. We fully customize all the music and curate the day so it perfectly matches you.

Moira M., 9 months ago

Weir the Music

Rating: 5.0 (20 reviews)

“If you’re looking for musicians who will leave your guests talking long after your event is over, look no further than Weir the Music! From the very first note to the very last song, they completely exceeded every expectation we had. They are an incredibly talented husband-and-wife duo whose chemistry, passion, and love for music shine through in every performance. The combination of the saxophone and piano created the most beautiful, elegant, and unforgettable atmosphere for our wedding. Even after our wedding, our guests are still talking about how amazing they were! So many people have reached out to tell us how much they loved the music and how it made our ceremony and reception feel so personal and magical. What truly sets Weir the Music apart is that they don’t just play music—they create an experience. They went above and beyond in every way to make our day feel extra special. Their professionalism, kindness, attention to detail, and genuine care made us feel like we were their only priority. They made every moment feel effortless and unforgettable. It was truly an honor to have them be part of one of the biggest days of our lives, and I honestly wouldn’t have wanted it any other way. They are an absolute powerhouse duo, and their talent is simply phenomenal. If I could give them more than 5 stars, I would in a heartbeat. We cannot wait for the next opportunity to hire them again! Thank you for helping create memories that will last us a lifetime. Highly, highly, HIGHLY recommend Weir the Music! You will not be disappointed. -Dee 3”

Ceremony only
Serves Cuttyhunk, MA

Imagine your guests entering the space and being greeted not by a playlist, but by the warmth of live piano and vocal music that instantly sets the emotional tone and signals that every detail of your day has been thoughtfully curated. Jonathan specializes in luxury weddings and private events, offering live piano and vocals with a repertoire spanning classical selections, modern love songs, jazz standards, and timeless arrangements that feel intimate, polished, and timeless. From ceremony moments filled with meaning to cocktail-hour music that flows effortlessly through the room, moments are designed to enhance your aesthetic.

Denietra S., 2 months ago

The Sulls

“The Sulls were absolutely amazing to work with in every way. Communication and planning for our big day with them was seamless and easy. My husband plays in a wedding band and is a musician so having live music at our wedding was a must. They did not disappoint. They sounded amazing, played great songs and were the talk of the wedding! Our guests and us loved them so much! I would recommend them to everyone!”

Band or Ensemble
Starts at $8,950
Serves Cuttyhunk, MA

The Sulls are a tight knit network of friends who provide music for wedding couples across the northeast. Their award winning live show and musicianship is perfect for wedding couples who are hard pressed to find a wedding band that suits them.

Rebecca C., 3 years ago

Direct Entertainment DJ-PHOTO-VIDEO-BOOTHS

Rating: 4.5 (119 reviews)

“Brian, our DJ was fantastic. He was so attentive and followed every request to a T. He was SO happy for us and truly genuine in his well wishes for me and my husband. He kept the dance floor packed all night, filled in the blanks where I couldn’t come up songs, and kept everything running smoothly! We appreciate him so much, and wish Mr. Brian the absolute best. Jim, the owner, was also extremely communicative and so easy to work with and kind. It’s more than just a business to them, they actually care about your special day. Direct entertainment has the best pricing and package options by far, and the level of care was unmatched from the very first conversation. Thank you Brian & Jim from the bottom of our hearts! We want to do it all over again!!!!”

DJ
Starts at $845
Serves Cuttyhunk, MA

Guaranteed Compatibility... We will create what you’ve envisioned for your BIG day! Interaction/energy level Tone/vibe to match your personalities Music requests- we honor your playlist/do not play list

Taylor M., a year ago

Rating: 5.0 (104 reviews)

Boston Premier Band

“Boston Premier was wonderful. They played everything we asked for, sounded amazing, and kept the energy going all night. They met with us several times to go over the night and make sure that the night was tailored to exactly what we were hoping for. Several guests commented on how great the band was and asked how we found them. We couldn't be happier”

Band or Ensemble
Serves Cuttyhunk, MA

Boston Premier has been part of some amazing events, and there's nothing that makes us happier than to celebrate one of life's biggest moments with special people like you. Over the many years we have been performing at weddings, we’ve developed a signature style to our events that couples continuously hire us for. Boston Premier receptions are engaging, meaningful, and detailed so that every segment of the evening is precise and perfect. Additionally, we are energetic, creative, polished, and fun – and love to infuse those elements into every event we perform at!!

Mary Kate L., 3 years ago

HiMotive Entertainment & Photobooth

Rating: 4.6 (75 reviews)

“One of the best DJ'S EVER! We used HiMotive Entertainment for our wedding and when I tell you that these people are professional, I mean it. David gave us suggestions on why certain lighting changes the whole vibe of the events. Used him for three events and all three were phenomenal. I'm talking people getting picked up on shoulders phenomenal. I still have family members messaging me a week back telling me how much they loved the DJ and MC. The MC at our reception was great as well. He got almost every single person engaged in the event and was able to get almost every person on the dance floor and no one left the dance floor. Truly a memorable experience for me, my wife, and all my guests”

DJ
Starts at $800
Serves Cuttyhunk, MA

2x BEST OF ZOLA award winner! HiMotive Entertainment & PhotoBooth delivers DJ, Photobooth, Special Effect and A/V services for weddings, parties, and corporate events. We use top-tier equipment and treat every client like family. Our flexible music and event packages ensure memorable experiences, with service spanning in all states east of the Mississippi River including Louisiana—major cities like Charlotte, Atlanta, Detroit, and NYC. Book us for customized, high-energy entertainment and seamless event planning.

Dayshaun M., 3 months ago

Dj Double E

Rating: 5.0 (64 reviews)

“We hired dj double E for our wedding on 10.12.2024 and when I tell you they did not disappoint I mean it !! They did an absolute wonderful job keeping the crowd going and keeping people on the dance floor all night long. I definitely recommend them !!! 10/10”

DJ
Starts at $1,250
Serves Cuttyhunk, MA
Offer

Hello I'm Eddie and Here at DJ Double E we strive at five star reviews and cherish and handle your wedding as it was our own we have lots to offer from three stages of dance floor lighting up lighting packages dancing on the clouds cold spark introductions monogram gobos excellent MC service setups for every occasion projection projects economical photo booth bundles bubbles fog machines laser lights moving heads and we even offer photography for every event possible please check us out and check all our reviews Google us! You will not be disappointed 😊

Kaytlin W., 2 years ago

NATIONWIDE Wedding DJs - A Better DJ And Photographer - HAS STAFF IN YOUR AREA!

Rating: 4.7 (51 reviews)

DJ
Starts at $499
Serves Cuttyhunk, MA

Congratulations, you have the rare opportunity to have one of the best wedding teams in the country at an amazing price for your big day. We have the budget friendly packages and prices that every couple wishes they had. Elevate your wedding celebration with our award-winning DJ-MC services, trusted by over 17,000 couples nationwide for more than 27 years! Our budget-friendly packages ensure that your wedding is not only fun for all your guests, but also stress-free. We also offer stunning wedding photography and HD video services, capturing every precious moment of your special day.

“This was the second occasion for which I used A Better DJ & Photographer. as always, the staff was very communicative, professional and engaging from the pre-event introductions to the event day. Everything about this evening was intentional; from the menu to the music and Xavier and Aubry exceeded my expectations in capturing my vision. I believe a good DJ is one who is intuitive and can read an audience, and a good photographer is one who can capture moments without you being aware. Thank you Michael, Aubrey, and Xavier for making my moment memorable for me and my guests. I highly recommend A Better DJ & Photographer!”

Gwenevere P., a year ago

Louis Pettinelli Entertainment

Rating: 5.0 (44 reviews)

Band or Ensemble
Starts at $3,000
Serves Cuttyhunk, MA

Louis Pettinelli Entertainment is a musical entertainment company that offers an unrivaled musical experience for clients around the country. We currently service over 25 metropolitan areas throughout the lower 48, and provide musical entertainment for hundreds of events every year. Our past clients include The United Nations, Lockheed Martin, Nationwide Auto Insurance, The Shell Oil Corporation, and many more. No event is too small or large for us. Louis Pettinelli Entertainment has musical ensembles that range from a soloist to a 15 piece party band, and everything in between!

“We hired Intrinsic Groove to perform at our wedding in April 2026 and it was nothing short of INCREDIBLE. We watched a lot of videos and felt confident they were going to be great, but they far exceeded our expectations. They were high energy, crowd engaging, phenomenal performers who met the vibe every single time. Vocals were KILLER. So many of our guests said it was the best wedding they’ve ever been to and I credit a lot of that to the energy the band brought. On top of a killer reception, they also did incredible ceremony and cocktail hour music that made everything flow harmoniously. You just can’t beat a killer band for your wedding, worth every penny! Highly recommend “Like a Prayer” by Madonna to get all generations singing along!! Photo Credit to our epic photographer, Victoria of An Endless Pursuit”

Samantha F., 3 months ago

Style Points DJs

Rating: 5.0 (43 reviews)

“DJ Style Points was incredible to work with and played a huge role in making our wedding night a massive success. Our guest list spanned multiple generations, so we really needed someone who knew how to read the room and keep everyone engaged. Matt understood this perfectly—he had the dance floor packed all night and blended the music seamlessly. Any concerns we had regarding song lengths or flow, he was already ahead of it. He uses a custom planning form that was incredibly thorough, which made it so easy for us to help structure our timeline and music preferences. It also didn't go unnoticed by our other vendors; they were all very complimentary of how well he managed the energy throughout the night. If you want a DJ who is organized, professional, and a true master at keeping the party going, look no further!”

DJ
Starts at $2,400
Serves Cuttyhunk, MA
Offer

Hi! My name is Matt and I am the owner and head DJ of Style Points DJs. I began DJing in 2016 with my friend Jerry after discovering a mutual love for electronic dance music from the likes of Zedd, Martin Garrix, and Hardwell. I've found an overwhelming passion in DJing and event coordinating, so much so that I've worked tirelessly to do it full-time since 2021. I believe that the DJ is the cornerstone of wedding vendors and I do everything in my power to make sure that I can make the vision of your wedding into a reality.

Delaney L., 2 months ago

“The band was phenomenal; they completely exceeded our expectations and kept the dance floor packed from the very first song to the last. The energy, talent, and chemistry they brought to the night were unmatched. Every single guest has told us how incredible the music was and how much fun they had dancing. They nailed every transition, read the crowd perfectly, and made the entire reception feel like one huge celebration. You could tell they genuinely loved what they do, and that energy was infectious. Thank you so much for absolutely crushing it!!”

Silver Arrow Band

Rating: 4.9 (42 reviews)

Band or Ensemble
Starts at $2,890
Serves Cuttyhunk, MA

We're live music experts, wedding enthusiasts, and party starters, infusing every event with energy and full dance floors. We're here to make your wedding the greatest party of your life! The Silver Arrows are a premium, customizable 3 to 14 piece band specializing in high-energy music–at a sensible price. Our talented and professional musicians have performed regularly with touring and recording artists including Beyoncé, Camila Cabello, Jay-Z, Justin Timberlake, Lady Gaga, Lenny Kravitz, Rihanna, Stevie Wonder, Sting, Taylor Swift, and Tony Bennett, as well as working and touring with numerous Broadway shows.

Kelsey H., 10 months ago

Entertainment By Scott Sica

Rating: 4.9 (38 reviews)

DJ
Starts at $750
Serves Cuttyhunk, MA

For the past 30 years, Scott has been providing DJ, Lighting & Event Services to Clients throughout New England. It is our pleasure to be your trusted choice to ensure that your special Celebration is a complete success! Scott brings the experience your deserve to every event. When you hire a DJ for your event, you want your expectations to be met, both on, and off the dance floor. This is what we do with Obsessive Passion. We are a Full time Entertainment Company with over 50,000 song titles on hand, the best Sound, Lighting & PhotoBooth equipment. We are proud to provide a highly personalized & Distinctive service to our couples.

“Entertainment By Scott Sica was the perfect choice for our ceremony and reception. From the first phone call I knew Scott was the right choice for our wedding. He was very slpersonavke and I could tell he truly loved his job as DJ. I was anxious about finding a DJ but Scott made the planning process actually fun. I was having trouble finding songs for first dance, entrance, processional, cake cutting etc. Scott helped us by sending us playlists. Scott timed everything with our music perfectly and it was magical. Scott had everyone on the dance floor and he truly knew how to read the crowd to keep everyone dancing. I would highly recommend Entertainment By Scott Sica to any couple looking for a DJ that will keep their guests energized and engaged throughout the entire reception.”

Christina C., a year ago

“We hired Music on the Move for the music at our wedding reception and were very happy with their services. Their communication throughout the planning process was timely, easy, and comfortable - they were responsive to emails and very flexible when we had to make last minute changes. On the big day, they followed all instructions perfectly and their timing coordinating the special songs/announcements was flawless. The music selections were perfect for keeping guests of all ages entertained and they did a great job hyping up the crowd to keep the dance floor packed! Overall, Music on the Move was incredibly easy to work with and provided quality music for the money. We'd highly recommend them to other couples planning their weddings.”

Music on the Move

Rating: 4.9 (36 reviews)

DJ
Starts at $1,500
Serves Cuttyhunk, MA

We are so excited to have won Best of Zola three years running. We are a small, personalized mobile DJ business that entertains weddings all over New England. We work with you to design your reception using your preferences as a guide and our weddings are never cookie-cutter. In addition to DJ services, we can also supply fun portable Photo Booths, professional wireless uplighting, and unique Audio Guestbooks.

Katie M., 2 years ago

Cape Cod String Quartet - Dan Flonta

Rating: 5.0 (35 reviews)

“From start to finish, working with Dan Flonta at Cape Cod String Quartet was a pleasure. From our initial call to the day of we couldn't have been happier with the service provided and impeccable quality of musicians. Dan knew exactly what to suggest in order to provide us with exactly what we were looking for both during our ceremony and the afternoon tea that followed. All of guests commented on how much the music added to the ambience and how it "filled the room"! We can't thank you enough for making our special day even more memorable!”

Band or Ensemble
Serves Cuttyhunk, MA

Dan Flonta is a violinist and he is the founder of the Cape Cod String Quartet. Mr. Flonta is a very active member of the performing community on Cape Cod. Mr. Dan Flonta earned his Master of Music in Violin Performance from Bowling Green State University in Ohio and his Bachelor of Music in Violin Performance from The Gheorghe Dima Music Academy in Cluj-Napoca, Romania. Dan performs solo and chamber music concerts throughout the year. In addition, Dan provides music for many events such as weddings, cocktail parties, corporate events, private parties and many others.

Tessa M., 7 months ago

Boston Common Band DJ Combos

Rating: 5.0 (33 reviews)

“The Boston Common Band delivers a level of unparalleled quality that can be difficult to find in today's day and age of event entertainment. While some options specialize in only one thing, Boston Common has everything covered from minute one! Timely and responsive communication, friendly personable staff, kind and honest guidance ... and to top it off, a ridiculously talented group of performers sure to make you feel like an absolute rockstar on your most special of days!”

Band/dj
Serves Cuttyhunk, MA

You've found THE ONE! Now You've found THE BAND! Boston Common Band + DJ ensembles are the most awarded entertainment group in all of New England over the past 10 years. All bands feature dedicated lineups and deliver an All-Inclusive entertainment package; Including comprehensive online planning + tour-quality sound & lighting production which will keep everyone, ages 7-70 on the dance floor - partying all night long! Our Band+DJ Packages are scalable from 3pc to 10pc and flex to meet your style and preferences!

Jeff Mader, 6 years ago

“Keith & Alan were great to work with especially considering our previous DJ had fallen through. Keith responded quickly to all my emails & Alan was such a great addition to our wedding!!”

Press Play Entertainment

Rating: 5.0 (27 reviews)

DJ
Starts at $2,000
Serves Cuttyhunk, MA

Press Play Entertainment, has been providing the soundtrack for a variety of events for over 30 years. Our trusted staff specializes in Bar/Bat Mitzvahs, weddings, and corporate functions, as well as other special events. At the end of the night, we want your guests to leave the party dancing and with smiles on their faces. Our family of DJs, Emcees, and party planners are here for you. With years of experience and the passion to provide excellent service, Press Play Entertainment is a family for your family.

Rebecca K., 8 months ago

Trending

Unique Sounds Entertainment & Event Professionals

Rating: 5.0 (27 reviews)

DJ
Starts at $1,195
Serves Cuttyhunk, MA

We pour our heart and soul into every event we do to ensure your party is a total success. Even though we service hundreds of weddings and events each and every year, our number one goal is to provide the highest level of entertainment, customer service and quality of service that you should expect and deserve.

“Jon smith is hands down the best DJ you could possibly pick for your wedding. He really gets the audience going with his upbeat music and his crowd pleasing games. From day 1 he was so easy to work with and very personable. We had a phone call with him to start and it felt like talking to a friend. He is such an outgoing and great dude. He takes the initiative and always follows up on emails and confirming everything is perfect. We highly recommend visiting him at his office for the second meeting instead of a call/virtual. We had a great time chatting and joking while listening to music with him in person. He gave recommendations on mom/son dance, first dance, father/daughter dance etc. We listened to a ton of music and just hung out for awhile. He performed at Lakeview Pavillion and had a beautiful setup in the corner of the smaller sized ball room and was very professional. His 2 staff members were great as well. He mc’ed the event and knocked it out of the park… Ask Jon to do the towel/guests dancing around the chairs game and thank me later! It’s been 4 months and guests are still saying how much fun they had at our wedding and that the music was dead on ALL night! Jon is the man for your wedding. Don’t even hesitate on getting him if he is available for your wedding! Cheers Eric & Stephanie”

Eric L., 9 months ago

Groovin' You Entertainment

Rating: 5.0 (27 reviews)

“Our wedding guests keep saying it was the best concert they've ever been to. HIGHLY RECOMMEND Groovin' You Band!!!!”

Band or Ensemble
Serves Cuttyhunk, MA

We are Groovin' You Entertainment (GYE), your premiere destination for live music experiences that transform your events from fleeting moments to lasting impressions. GYE has been delivering excellence in the entertainment industry since 2010, curating a roster of unmatched world-class talent and expertly-crafted playlists that get everyone from 7 to 70 and beyond on the dance floor and keep them there all night.

Samantha C., 8 months ago

The O-Tones

Rating: 5.0 (26 reviews)

“The O-Tones were an absolute pleasure to work with from start to finish. Their communication style was highly customized and efficient, making the planning process a breeze. On the day of the wedding, they read the room beautifully and handled themselves and our group in a way that added levels of enjoyment. With their expansive songbook and professional execution, they delivered exceptional value that was truly worth it. We couldn't have asked for a better wedding band - they were an integral part of making our special day unforgettable.”

Band or Ensemble
Starts at $3,000
Serves Cuttyhunk, MA

The O-Tones, a hot New England Swing and Soul band will melt your hearts and get your feet dancing. They’ve got soul. The O-Tones band has been playing for public and private events all over New England since 1990 and is a dynamic entity. Their repertoire includes many decades of music from the 1940s Swing tunes by Ella Fitzgerald and Frank Sinatra and others to Soul and Motown hits like Marvin Gaye, Aretha Franklin, The Temptations and many more! They will make your ceremony, cocktail hour, dinner and/or dancing special and unforgettable!

Susan C., 10 months ago

BEG Event Group

Rating: 5.0 (24 reviews)

“I've never worked with a DJ as good as Drew and his crew. Drew had sent me an email a few weeks before the couples wedding with the reception timeline (a first) and kept me up-to-date with any last minute changes the day of. It is clear by working with Drew how much he loves his job and how much he cares about the couples he works with. He got the crowd going, the dance floor was always packed and he invited the couple up to DJ booth which was so fun for them and also amazing for pictures. If you are looking for a DJ who cares, gets the dance floor going and is easy to work with, BEG Event Group is it. I will be recommending them to all my clients!”

DJ
Starts at $2,500
Serves Cuttyhunk, MA

BEG Event Group is a boutique wedding entertainment and production company serving New England and beyond. Our team of professional DJs and Event Hosts are selected for their presence, musical intuition, and ability to read a room at a high level. Every BEG celebration is designed around one core goal. A packed dance floor and an atmosphere that feels effortless from the first transition through the final song. Founder Drew Trofimow leads the creative direction of the company and personally performs at a select number of weddings each year.

Danielle Littles, 2 years ago

Larger Than Life ™️ Entertainment

Rating: 5.0 (23 reviews)

DJ
Starts at $1,800
Serves Cuttyhunk, MA
Offer

DJ BrianD Is Larger Than Life Entertainment, Your Versatile DJ 4 All Occasions!! 19+ Years In The Wedding, Corporate Event, & Private Party Industry & 27+ Years Spinning Wax 2 CD’s 2 MP3’s! BrianD Began His DJ Career Packing Out Bars & Clubs All Over New England. He’s Had The Honour Of Showcasing His Talents Performing At The US Open In Vail, CO, Spinning Tracks 4 Richard Simmons At A Private Event, & Volunteering At The Boys & Girls Club In Dorcester, MA, Giving The Kiddos Lessons On How 2 DJ. His Passion 4 DJ’n Transitioned 2 A Different Clientele, Although His Love 4 Entertaining Has Always Remain The Same!

“From the moment we first spoke with Brian, we knew we were in great hands. He’s so easy to talk to, professional, and truly on top of everything. Planning a wedding can be overwhelming, and Brian was there every step of the way—not just as our DJ, but as a calming and supportive presence. He gave us great suggestions on song choices to keep the energy upbeat and make sure all age groups felt included. When I was unsure about other vendors like hair and makeup, Brian even stepped in with thoughtful recommendations—he really goes above and beyond. On the big day, everything flowed perfectly. Brian kept the schedule on track, the energy high, and the dance floor full. We wanted the music to reflect both me and my husband’s taste, and Brian made it all come together seamlessly. We couldn’t have asked for a better DJ. He was such a big part of what made our day unforgettable. Thank you, Brian!”

Kristina, a year ago

GigRoster Band & DJ

Rating: 4.7 (19 reviews)

Band or Ensemble
Starts at $2,500
Serves Cuttyhunk, MA

The GigRoster Live Band & DJ Entertainment is a wedding band company providing musical entertainment for weddings & receptions. Our Talent Coordinator works with couples to find out about their musical tastes and vision for the big day before crafting the perfect package whether you want live music, DJ or a package of both. Our diverse musicians can play across all manner of genres and styles. From classical to funky disco classics, to smooth soul and modern pop hits, they can perform it all. Our talented group will interact with your guests and encouraging every last audience member to get involved in the celebration of your big day!

Milestones & memories Llc

“Rocky’s energy was unmatched on our wedding day!! He was very easy to work with, a great blend of fun and professionalism. Rocky worked with us to go through songs/playlists we wanted to use (I was one of those people who made my own playlists and he happily used those during parts of our day). At the same time, Rocky’s ability to read the room & incorporate more songs was perfect! One moment that we loved was Rocky’s idea to play a “memorial song” for my husband’s late mother, since he couldn’t dance with her. It ended up being a wonderful moment, where our guests were able to remember her while vibing to the song! During the reception, the dance floor was a place that I didn’t want to leave as a bride!! Overall, Rocky was a fantastic DJ, whose energy radiated to our guests the entire night! We highly recommend Rocky for any event!!”

DJ
Starts at $2,298
Serves Cuttyhunk, MA

At Milestones & Memories LLC, we specialize in bringing your wedding vision to life. Founded by Rocky Ferrenburg, we provide premier DJ services, ensuring the perfect soundtrack for your day. With over a decade of experience, DJ Roc creates a fun, memorable atmosphere tailored to your love story. Our services include professional DJ entertainment, photo booths, lighting, and special effects like cold spark machines and low-lying fog. We offer personalized packages to suit your needs, ensuring a seamless and unforgettable celebration. Let us help you make your dream wedding a reality.

Lydia S., a month ago

Vibrant

“Vibrant was fantastic for our March wedding. They brought amazing energy and class to our event, and guests are still raving about them a month later. The dance floor was packed for the entire evening. Lauren and Marlon are a dynamite lead-singing duo, and the instrumentalists are each incredibly talented. Justin was very responsive and easy to connect with leading up to the day, and accommodated all of our requests and needs with ease. They were also very helpful with recommendations based on extensive experience, and even allowed the bride's sister to play their keyboard for the ceremony, which was an over-and-above request they did not have to agree to. Overall can't recommend this group enough!”

Band or Ensemble
Starts at $3,900
Serves Cuttyhunk, MA

Vibrant puts your day first and foremost. Our premier performances and dedication to personalized service has led to our recent induction into The_Knot Hall of Fame 2020. We came together to provide couples with a personalized entertainment experience. Everything from string quartets or harpists for your ceremony, jazz trios for your cocktail hour, and 6 piece bands with horn sections for your reception, we offer it all in one convenient package. I will be working with you directly every step of the way from consultation and planning, to the day of the wedding.

Maria, 2 years ago

Taylor Field Sax & DJ

“We hired Taylor Field Sax to provide music for an engagement party and they were absolutely fantastic. From the moment we first spoke with them, they were professional, personable, and easy-going. They took the time to understand the vibe we were going for and tailored their performance accordingly. Their saxophone skills were truly impressive, and they had a knack for reading the room and playing music that matched the mood. We couldn't have asked for a better musical act to help make our special day so memorable. We highly recommend Taylor Field Sax to any couple looking for talented and reliable musicians.”

Solo performer
Starts at $1,500
Serves Cuttyhunk, MA

I'd love to elevate your special day & make your guests smile! I've played sax at countless weddings & events over the last 10 years. I customize my performance for YOUR event. I play Classy Jazz, Pop, Soul, House & more. Book Me For: - Solo sax w/ pro backing tracks - Sax w/ a DJ - Sax WHILE DJing - Sax + sing - Sax w/ 2-4 person band For most venues, I bring my own soundsystem. I deliver a flawless performance - AND flexibility and clear communication throughout the booking process. Whether you're planning a wedding, corporate event, or private party, I'll help you and your guests have a memorable, awesome time!

Lisa H., 6 months ago

Brick Park Entertainment

“We hired Brick Park for our wedding in July 2026, and it was truly one of the best decisions we made! From the very first time we saw them perform in Boston, we knew they would be the perfect fit for our wedding. Throughout the entire planning process, Julian was incredibly communicative, helpful, and easy to work with. He performed live during our ceremony and cocktail hour, followed by the full four-piece band with Christianne, Jinsoo, and Jon for our reception—and every single band member absolutely delivered. Our guests were on the dance floor all night, and we had so many people ask us for their information afterward. They brought such an incredible energy to our wedding and made the night so much fun. I cannot recommend Brick Park enough if you’re looking for an amazing wedding band and a guaranteed great time. They were absolutely phenomenal!”

Band or Ensemble
Starts at $3,500
Serves Cuttyhunk, MA

Brick Park is one of the MOST AWARD-WINNING Boston Wedding Bands + DJs of all time! We’ve been performing at weddings for over 15 years, and have received over 20 awards (including Boston’s Best Band by the Improper Bostonian)! Our hundreds of five-star reviews reflect our expertise in creating unforgettable celebrations and dedication to exceptional customer service. We offer our clients full customization, from the setlist to the size of the band. Our Live Band + DJ combo allows you to choose from 2-7 pieces, to create the perfect music entertainment package to suit your unique needs and budget.

Paige A., 16 days ago

Hidden gem

Go Event Group - Go DJ

Rating: 4.8 (17 reviews)

DJ
Starts at $1,999
Serves Cuttyhunk, MA

AWE - INSPIRING | AWARD WINNING | WEDDING SERVICES Start here and End Here. Our amazing staff is here to assist in the planning and execution of the the most important day of your life. This is our passion and we make a commitment to all of our clients. Leave the stress to us and leave your guests in bewilderment. Get ready to experience the Go Event Group Difference. Andy Caron Across the U.S.A., New England, & the Tri-State Area Andy has DJ'd and Mc'd thousands of upscale events/parties for VIP Guests & Clients, and Product releases. Andy has traveled the world inspiring other DJ's and MCs by turning events into a lifetime of memories.

“We couldn't have dreamed of a better DJ for our wedding than Andy at The Go Event Group! The DJ is so important to the vibe of your wedding and really affects how much fun the guests have and we are BEYOND thrilled with our decision to go with The Go Event Group. The energy was exactly what we were looking for on the dance floor, the speeches & special dances were perfectly coordinated and music selection was exactly what we were looking for. All our guests are talking about how much FUN our wedding was thanks to our awesome dance floor!”

Michelle F., 2 years ago

“Emmet and Naomi were wonderful! They traveled to play at our wedding at Jeffers Hill Farm in Pike, NH in September 2025. They were wonderful to deal with from the initial inquiry to post wedding follow-up. They were very easy to communicate with initially and have a great repertoire of songs to choose from! They even learned some new songs that we requested for recessional/processional etc. They played a variety of beautiful songs during our ceremony and cocktail hour. They were extremely professional and wonderfully talented artists. All of our guests commented on how enjoyable they were to listen to while mingling during cocktail hour. I would highly recommend having them play at your wedding!”

The Poor Cousins

Rating: 5.0 (16 reviews)

Band or Ensemble
Starts at $500
Serves Cuttyhunk, MA

Husband and wife duo, The Poor Cousins, combine intimate, nourishing songs and gutsy tunes in an easy-going style. On fiddle, Naomi finds sounds both fiery and flowing, blending seamlessly with Emmet's rhythmic and elegant guitar back-up. The duo performs various styles including classical, popular tunes, and American, Irish and all Celtic fiddle music. In addition to playing at many weddings and events in the New York City / New England area the duo have performed in many countries around the world, both together and separately.

Kristin G., 10 months ago

Remedy Sound & Entertainment

Rating: 5.0 (16 reviews)