The Best Wedding DJs in Oak Bluffs, MA

The Best Wedding DJs in Oak Bluffs, MA

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171 Wedding Bands & DJs in Oak Bluffs, MA

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Lex Musiq 
Rating: 5.0 (11 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,000
  • Serves Oak Bluffs, MA
  • Offer

I’m Alex, professionally known as Lex Musiq, a wedding DJ and founder of Toast to That Entertainment. After years of building an entertainment company and creating celebrations for hundreds of couples across New England, I launched Lex Musiq as my personal DJ brand for couples seeking a more elevated, hands-on experience. Music has always been about more than simply playing songs for me. I love creating moments, reading a room, bringing different generations and cultures together, and building a celebration that genuinely reflects each couple.

“We had such a great experience with Lex for our wedding! From the beginning, he made the whole planning process easy and really took the time to understand the vibe we wanted for our day. The music was one of the best parts of the night. Lex kept the dance floor going, played a great mix for everyone, and did an amazing job reading the crowd. Our guests were dancing all night and we had so many people tell us afterward how much fun they had. Lex was professional, easy to work with, and made everything feel stress-free. You can tell he genuinely cares about making sure his couples have an amazing wedding. We couldn't have been happier with our choice and would absolutely recommend Lex to anyone looking for a wedding DJ! Karen”
Karen D., 2 months ago
Quick responder
The Bill McGoldrick Acoustic Duo - Featuring Lauren Scudder 
Rating: 5.0 (5 reviews)
  • Ceremony only
  • Starts at $4,000
  • Serves Oak Bluffs, MA

The Bill McGoldrick Acoustic Duo featuring Greater Bostons Best Female Vocalists, is a Berklee-trained guitar-and-vocals act built for weddings: ceremony, cocktail hour, and smaller receptions. Two voices, one guitar, no loopers, no tracks. We have played 1,800+ gigs over 17 years in Greater Boston and New England, including 500+ as this duo. Couples book us when they want live music that sounds like the room, not a playlist. Prelude as guests arrive, processional and recessional, cocktail-hour sets while photos happen, then dinner and first dances. We can do it all. Repertoire covers rock, pop, jazz, folk, Motown, and soul.

“This duo was absolute incredible to work with! We booked them for a corporate event 2 years in a row because of their professionalism, ease to work with, and of course how talented they are! Everyone at our event raved about them.”
Kayla D., 6 months ago
Quick responder
Luvdup DJs 
Rating: 5.0 (198 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $3,950
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“Gemma did such a wonderful job with our wedding!! She was organized and communicative throughout the whole process, supportive and great with our families, and most of all, created the exact custom, cool, and FUN wedding reception experience we were looking for! We also booked lighting and a Photo Booth through Luv'd Up DJs, and it was such a smooth experience all around. I cannot recommend her enough!”
Finola G., 2 years ago
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Cover Story Entertainment 
Rating: 5.0 (44 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Oak Bluffs, 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

Awarded Best of Zola
“We knew Cover Story was the perfect choice for our wedding from our very first call with Chris. Chris and Elena made the entire planning process clear and easy from start to finish. They brought their expertise and guidance exactly when we needed it, while still giving us plenty of room for creative input. The whole collaboration felt natural and seamless. They made us feel totally safe asking all of our questions and took care of everything, working with our venue effortlessly. The performers on the day were phenomenal, and our guests are still talking about it! Their talent was incredible, and they were kind, fun, and professional to work with. Our ceremony guitarist learned our entrance songs and performed them beautifully. Our special dances were played from mp3 and were timed perfectly. Even though we honestly didn't give them much direction for timing, they just nailed it! And then the party! Our family and friends love to dance, and the band kept the energy high all night long. They even learned a couple of extra songs for us that sounded amazing. Their talent is honestly unreal. They definitely were supposed to take more breaks than they did, but they just kept playing, and even gave us an encore. After the wedding, we got to chat with some of the band members, and they were all so kind and genuinely cool people. The entertainment really shapes the overall atmosphere of a wedding, and because of Cover Story, our wedding day was perfect. We'd recommend Cover Story for any event, hands down!”
Kyra W., a month ago
Quick responder
Direct Entertainment DJ-PHOTO-VIDEO-BOOTHS 
Rating: 4.6 (132 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $845
  • Serves Oak Bluffs, 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

Awarded Best of Zola
“My husband and I used Direct Entertainment for our DJ and videographer for our wedding and we could not be more pleased!! The team was professional, great at communication, very kind and professional, and they helped make our day absolutely perfect! Jeff, our DJ kept the dance floor alive ALL NIGHT!! When the music had to stop at the end of the night, the dance floor was still completely full and no one wanted it to end. He did a great job announcing the events of the night, made sure that our ceremony music was perfect, and he stuck to our wedding playlist with the exception for a couple guest requests (which we were happy to allow). We were so happy and thankful to have Jeff there! Sie, our videographer also did a wonderful job! We have not yet received our video as our wedding was less than 2 weeks ago, but I already know it is going to be amazing. He was so great with communication, was prompt with his timing, and he even set up a second camera for guests to break away and give us well wishes for our marriage, which I'm so excited to watch back. He was very professional and wonderful to work with. We decided to add videography at the last minute because we thought we might regret not having it, and I am SO happy we asked Jim at Direct Entertainment if they had someone available for our day just a month before, and they did!! Jim, the coordinator at Direct Entertainment frequently checked in with us, asked us questions about ourselves, and genuinely made us feel like he cared about us and our special day. He was great to work with leading up to being assigned our designated DJ and videographer, and even after, he checked in to make sure we were happy and that all of the planning was going well. Overall, we would 1000% recommend Direct Entertainment for any wedding entertainment needs! I know they also offer several other services that we did not utilize, and I'm sure they are wonderful as well! Photos courtesy of Lang at Wandering Wolf Photography.”
Bria S., a year ago
Boston Premier Band 
Rating: 5.0 (105 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Oak Bluffs, 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!!

Awarded Best of Zola
“Working with Ceasar and the entire Boston Premier Band was absolutely amazing! The process was so smooth from booking, video conversations, planning the day-of timeline, and every part of the wedding itself. A month later, people are still reaching out to compliment the band! They played music across all genres and generations; the dance floor was never empty. The last-minute requests I had were honored, and knew the whole evening was going to be in great hands. Thank you to each member of the band, we loved every second of your performance, and the amount of smiles and joy in all the photos is a big tribute to you all. If you are in the area, BOOK THEM!”
Alexis G., a month ago
Quick responder
HiMotive Entertainment & Photobooth 
Rating: 4.7 (80 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $800
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“DJ Motiv was extraordinary. I was so impressed by his professionalism, communication, and willingness to make sure our night was perfect. I was skeptical at first with some reviews mentioning that the DJ’s weren’t playing the songs they chose. I immediately reached out and that was informed that it would not be an issue. ALL of our chosen music was played, with some song requests of guests (with bride’s approval, per DJ motiv - loved that). DJ Motiv checked in with us constantly, even to make sure our food was at our table, if we needed drinks, if the music was going well, and if there was anything he could do. He was going above and beyond to make sure we had what we needed. I even threw in special requests during my wedding, including him stopping my parent dance half way (on purpose) as if the music turned off, to take the mic and give a short speech. He did it phenomenally. I had a game request, with him being the commentator and director of, and he took that role and ran with it. The wedding guests LOVED him. I have nothing negative to say about his services. Even the photobooth was done great! I also had a custom sign made, with our new last name, and it was perfect! Such a great item to be able keep, and you get a year warranty on it. Anyway, I highly recommend this DJ!! He MADE our wedding perfect. Everyone loved him.”
Gracie W., a month ago
Quick responder
Dj Double E 
Rating: 5.0 (66 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,250
  • Serves Oak Bluffs, 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 😊

Awarded Best of Zola
“In today's world everything is extremely overpriced and service is terrible. My wedding was very stressful for me because of this. I did not have a DJ or a Photographer and honestly was considering just something small scale, until I talked to Ed from DJ Double E. I would give them 10 stars out 5. From the minute I talked to Ed it was a breath of fresh air from the million other outrageously priced DJ's. The price is unbeatable but that's not why I would recommend them. They are absolutely phenomenal and made my entire wedding. The music was perfect from ceremony to the last dance. They were so professional, so involved and so fun. We had a daytime (early) wedding. It is so challenging to get people up and have a good time at 12:30 in the afternoon, I was having meltdowns about it, they reassured me but had the entire place up and having fun. You didn't know if it was day or night. They helped us more than the attendants at the venue. Over 100 guests said how amazing they were. The pictures they took could not be any better. Any other DJ who had packages like this (photo booth etc...) were THOUSANDS, yes THOUSANDS, more!!! I really hate to admit but I'm not easily pleased however I would put my name on the line for DJ Double E after how they made my wedding. DJ Double E exceeded all my and my husband's expectations and -consider yourself lucky if you hire them for any event. I'll be calling them again!!!”
Carstene W., 2 years ago
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NATIONWIDE Wedding DJs - A Better DJ And Photographer - HAS STAFF IN YOUR AREA! 
Rating: 4.7 (60 reviews)
  • DJ
  • Starts at $499
  • Serves Oak Bluffs, MA
  • Offer

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.

Awarded Best of Zola
“From their arrival and throughout our event, the team helped our wedding flow smoothly. Zach, Lana & Gabe were professional and friendly. Our guests enjoyed the music selection played by Zach. We got hundreds of photos expertly edited by Lana. Gabe made sure to capture every important moment on video. Overall we were happy with our experience and the value of our wedding package.”
Zachary S., 7 months ago
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Louis Pettinelli Entertainment 
Rating: 5.0 (51 reviews)
  • Band or Ensemble
  • Starts at $3,000
  • Serves Oak Bluffs, 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!

Awarded Best of Zola
“We had the absolute best time with the LPE musicians at our wedding on 10/10/2026! From the beautiful violin and piano for the ceremony, to the saxophone and guitar for the cocktail hour, to the amazing dinner and dancing music, the band blew us out of the water. They had the whole wedding singing along all night and on the dance floor. Cannot recommend this team enough!! Made our wedding so special and had everyone asking where the band was from. The band even let my dad preform a song with them which was so special. Best night ever!”
Madison G., 4 days ago
Quick responder
Silver Arrow Band 
Rating: 4.9 (45 reviews)
  • Band or Ensemble
  • Starts at $2,890
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“The Silver Arrow Band was an absolute hit at our wedding! From the very first planning call, their communication was consistent, clear, timely and incredibly helpful as we planned the music for our big day. On the night of, the band's talent and energy kept the dance floor packed - they played a super fun, high-energy playlist that had all our guests dancing all night long and curated/ MCed great music during dinner and in between sets. A special shout-out to Sam, who is from my hometown and did an amazing job keeping the vibes going strong. I cannot recommend the Silver Arrow Band highly enough for any couple looking to have an unforgettable wedding celebration.”
Allison W., a year ago
Quick responder
Style Points DJs 
Rating: 5.0 (43 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,400
  • Serves Oak Bluffs, MA

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.

Awarded Best of Zola
“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!”
Delaney L., 3 months ago
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Entertainment By Scott Sica 
Rating: 4.9 (41 reviews)
  • DJ
  • Starts at $750
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“We hired Entertainment By Scott Sica for our wedding at the Beauport Hotel in Gloucester, and they exceeded all of our expectations. From the beginning, their communication was easy, professional, and consistent, which put us at ease throughout the planning process. The quality of their work and overall value was excellent - they provided a well-put-together package that included a photobooth, DJ, and uplighting. Initially, we weren't sure about booking the platinum package, but we're very glad we did. Scott was classy and appropriate for the environment, but also knew how to get the party started and get our guests cutting loose on the dance floor. As a somewhat picky customer with high expectations, I can confidently say that Scott Sica has earned the title of "our new family DJ" - we highly recommend them for any wedding or event!”
Matthew A., a year ago
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Taylor Events LLC 
Rating: 5.0 (41 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,095
  • Serves Oak Bluffs, MA

At Taylor Events, great weddings begin with thoughtful planning. We guide you through every detail of your ceremony and reception so the flow feels natural and effortless. Our DJ and MC services are delivered with modern, elegant setups that elevate the room without distracting from it. The result is a seamless, high energy celebration that feels polished, organized, and true to you.

Awarded Best of Zola
“Taylor Events LLC was a pleasure to work with from start to finish. Their communication was friendly, responsive, and clear, making the planning process seamless. The quality of their work and the value they provided was exceptional - we were highly satisfied with the beautiful, custom music they created for our special day. Their attention to detail and willingness to tailor the experience to our specific needs was greatly appreciated and truly contributed to making our wedding day perfect.”
Allison D., a year ago
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Music on the Move 
Rating: 5.0 (40 reviews)
  • DJ
  • Starts at $1,500
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“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.”
Katie M., 2 years ago
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Cape Cod String Quartet - Dan Flonta 
Rating: 5.0 (38 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Oak Bluffs, 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.

“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!”
Tessa M., 8 months ago
Boston Common Band DJ Combos 
Rating: 5.0 (38 reviews)
·Ratings include Zola and Google reviews
  • Band/dj
  • Serves Oak Bluffs, 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!

“If I could give these guys a million stars, I would! As a fellow wedding vendor, I do a happy dance when I see that we're working together because I know I'm not going to have any trouble getting some killer dancing shots! On a technical side of things, they are super accommodating for my needs (I do video and they allow me to get a clean audio feed out from their soundboard with no hesitation) and they always sound great! If you're hoping to get grandma up & dancing before the salad course comes out, this is your band. Their dedication to keeping the party alive all night is unlike any other band I've worked with, as they bring along their own DJ to cover when they are taking a much-needed break. They are worth every penny, and your guests will be talking about your wedding band for years to come if you bring them on to your wedding team!”
Nora McCormack, 6 years ago
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Unique Sounds Entertainment & Event Professionals 
Rating: 5.0 (31 reviews)
  • DJ
  • Starts at $1,195
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“The DJ sets the vibe for the entire night, and wow — Alex absolutely crushed it. We've been to a lot of weddings, and it’s rare to see a dance floor packed from start to finish, but he had ours full the entire night. Every song choice, every transition, every moment flowed perfectly — from the high-energy entrance all the way through to the very last song. Alex has this incredible ability to read the room and keep the energy exactly where it should be. He made the night seamless, fun, and truly unforgettable. As a bride, I felt like I had a lot of specific requests regarding timing of certain songs for the processional, recessional, first dances, etc. He exceeded my dreams. From ceremony to cocktail hour to dinner and reception, it was truly immaculate. Our family and friends have not stopped raving about him and basically the unreal journey he took us all on through music. I also surprised my husband with a saxophonist who was completely unrelated to Alex & Unique Sounds, but they were an INSANE dynamic duo. They worked together SO WELL, which again speaks to Alex's talent. I was SO happy to have him in my corner all night - aside from the incredible music, he is so fun and great to be around. If you’re looking for a DJ, seriously, stop looking — Alex is the one. Thank you, Alex, for giving us a night we’ll never forget and keeping the party going from start to finish!”
Lauren M., a year ago
Groovin' You Entertainment 
Rating: 5.0 (30 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Oak Bluffs, 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.

“Our wedding guests keep saying it was the best concert they've ever been to. HIGHLY RECOMMEND Groovin' You Band!!!!”
Samantha C., 10 months ago
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Press Play Entertainment 
Rating: 5.0 (29 reviews)
  • DJ
  • Starts at $2,000
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“Keith was great to work with throughout our wedding planning process. He made sure our needs were met and our timeline was planned just how we wanted it. Alan was our DJ for the wedding and it went great! Played songs for our wide variety of ages and music interests to keep the party going without us having to micromanage at all. Both Keith and Alan were were great and very professional to work with and would definitely recommend to anyone looking for a DJ!”
Kirstyn H., 3 years ago
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Larger Than Life ™️ Entertainment 
Rating: 5.0 (28 reviews)
  • DJ
  • Starts at $1,800
  • Serves Oak Bluffs, MA

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!

Awarded Best of Zola
“Brian is one of the best wedding DJs in the business. In the past two years I’ve been to eight different weddings. Brian was the DJ for three of the eight, and the party/reception component of the events was never more fun than when Brian was driving the bus. He is an east coast DJ, but he spun tracks at both of my sister-in-laws’ weddings and as we were searching for a DJ for our own wedding we reached out just to see what he would charge for a wedding in Chicago. Turns out the price was right. Brian traveled to Chicago, MC’d our entire wedding, brought all of the equipment necessary and made our day exceptional in every way. I think there are a few things that really set Brian apart from other wedding DJs. Anyone can stand there and run through a playlist, but Brian went off book a few times to match and capture the energy of the guests. As we were in the midst of the planning process he added zero stress, and just calmly walked us through the process of selecting songs. He had suggestions and recommendations along the way. He even brought an extra speaker so that we could plug our digital piano in and the pianist would be able to play loudly enough. Overall, we can’t recommend Brian highly enough. You will not regret choosing him to DJ at your wedding, party, event. Whatever it is, Brian is a huge value add and a pleasure to work with.”
Colleen S., 2 years ago
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The O-Tones 
Rating: 5.0 (27 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Starts at $3,000
  • Serves Oak Bluffs, 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!

Awarded Best of Zola
“When I heard a sample of the O-Tones music I knew immediately that we wanted this fantastic swing band. They did not disappoint! The band was extremely professional, fun and they read the crowd. From the first song they played, people in our wedding party got up and danced - how could they not? It was non-stop dancing all night long. I highly recommend the O-Tones for your wedding reception if you love swing music. And even if you don't know if you love swing music - if you are looking for a band that can get your toes tapping and get everyone out there on the dance floor - young and old - this is the band for you. I can't recommend them enough!”
Marla L., a year ago
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Milestones & memories Llc 
Rating: 5.0 (25 reviews)
  • DJ
  • Starts at $2,298
  • Serves Oak Bluffs, 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.

“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!!”
Lydia S., 3 months ago
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BEG Event Group 
Rating: 5.0 (24 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,500
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“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!”
Danielle Littles, 2 years ago
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Brick Park Entertainment 
Rating: 5.0 (24 reviews)
  • Band or Ensemble
  • Starts at $3,500
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“Thank you Brick Park Entertainment and Julian for taking the trip from Boston Massachusetts to Western Connecticut to play at my daughter’s wedding. From the first email to the last song played working with Julian was a pleasure. He was accommodating, kind and very informative. The process of picking out songs, working on the timeline and introductions was very simple and straightforward. Everything we asked for was accommodated, even our special guest singer. Brick Park really brought the fun, so talented, it was more like a concert than a typical wedding. I would highly recommend getting the DJ to spin songs while the band takes a break. There were certain songs we wanted the DJ to play, and it all worked out perfectly. Thank you to Julian and Brick Park Entertainment for a night we will never forget!!!”
Patty M., 2 years ago
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Taylor Field Sax & DJ 
Rating: 5.0 (23 reviews)
·Ratings include Zola and Google reviews
  • Solo performer
  • Starts at $1,500
  • Serves Oak Bluffs, 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!

“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.”
Lisa H., 7 months ago
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Vibrant 
Rating: 5.0 (21 reviews)
  • Band or Ensemble
  • Starts at $3,900
  • Serves Oak Bluffs, 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.

Awarded Best of Zola
“You know you threw a good party when everyone can’t stop talking about the band! Vibrants energy is unmatched. My husband and I truly enjoyed our time with them from start to finish. They play once or twice a month in bars so you can go see them live! We made it a date night, and after the first time we saw them we knew it was an immediate yes! We booked them two years out and we couldn’t be happier. Justin was super helpful making sure our semi untraditional timeline worked, our more unique song choices got played- and that everything went according to plan. The band members work really well together - you can tell they enjoy playing and making music together. They not only got my guests out on the dance floor but themselves out there. Get a band who can do it all and not make you worry about a thing!”
Makala B., a year ago
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GigRoster Band & DJ 
Rating: 4.7 (20 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Starts at $2,500
  • Serves Oak Bluffs, 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!

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Weir the Music 
Rating: 5.0 (20 reviews)
·Ratings include Zola and Google reviews
  • Ceremony only
  • Serves Oak Bluffs, 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.

“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”
Denietra S., 4 months ago
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Remedy Sound & Entertainment 
Rating: 5.0 (19 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,495
  • Serves Oak Bluffs, MA

With over 20 years of experience and keeping dance floors packed since 2004, DJ Reminisce is passionate about creating unforgettable wedding and event experiences. From Caribbean and Latin favorites to Hip-Hop, Top 40, EDM, and timeless classics, he expertly blends music to match the unique style and energy of every celebration.

Awarded Best of Zola
“From the very first zoom meeting I knew Eric was our guy! Very professional and accommodating. Once we committed he provided a google doc to figure out or music and how we wanted the flow of our wedding. And let me tell you yesterday he did not miss a beat. The way he adapted to small changes and keeping us on track was truly incredible. We had 3 locations at our venue and he had no issues changing over keeping the day a smooth transition. From ceremony, tent dining to barn dancing the music was just on point. He really knew how to keep the music going and no steel moments. The best part was after all the wedding moments were done we had the dancing in the barn and he had my 150 guest dancing from being to end! I got so many compliments on the play list and was told by my guests that my wedding was the best wedding they’ve ever been to and I believe that was because I picked the most AMAZING DJ and the prettiest venue! Eric will always be our go to DJ if we ever put on another event!!!”
Laura K., 5 months ago