The Best Americana Wedding Bands in Chebeague Island, ME

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76 Wedding Bands & DJs in Chebeague Island, ME

Americana
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BEG Event Group 
Rating: 5.0 (24 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,500
  • Serves Chebeague Island, ME

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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Louis Pettinelli Entertainment 
Rating: 5.0 (47 reviews)
  • Band or Ensemble
  • Starts at $3,000
  • Serves Chebeague Island, ME

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 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., 4 months ago
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Music on the Move 
Rating: 4.9 (39 reviews)
  • DJ
  • Starts at $1,500
  • Serves Chebeague Island, ME

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
“Justin did an INCREDIBLE job at our wedding. His preparation and attention to detail beforehand was immaculate, as he spent over an hour with my partner and me going over the entire wedding day step by step. The sound systems were flawless- everyone could hear our vows during the ceremony and the quality of the sound during the entire day and night was exceptional. He kept our wedding very organized and was the perfect host. Regarding the music selection, he allowed us to make playlists for the cocktail hour and reception which he stuck to using beautiful transitions between songs. Our guests were dancing the entire night! All of our guests said it was the most fun wedding they had ever attended. 10/10 DJ, would definitely recommend him for any event. I included a pic of me doing the worm in my wedding dress. The dance floor was too packed so I had to do it on the side!”
Victoria N., 2 years ago
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DJ DeWeese Entertainment 
Rating: 5.0 (10 reviews)
  • DJ
  • Starts at $2,000
  • Serves Chebeague Island, ME

DJ Jeremy is ready to assist you in making your event a day to remember. With over 20 years of DJ and MC experience, DJ Jeremy has the expertise and know-how to perform for any event. DJ Jeremy takes unsurpassed pride in his company's image. Clean equipment, professional appearance, and positive attitude are of most importance to DJ Jeremy's clients; therefore, it is of most importance to him.

Awarded Best of Zola
“DJ DeWeese Entertainment was an absolute pleasure to work with for our wedding. From the very beginning, their communication was responsive, quick, informative, and easy-going, putting us at ease throughout the entire planning process. On the day of, they were upbeat, reliable, and clearly skilled at reading the crowd and playing the perfect music to keep our guests dancing all night long. DeWeese knew just how to fill any voids with excellent crowd control, ensuring our reception flowed seamlessly. We couldn't have asked for a better DJ to make our special day so memorable!”
Sam S., 10 months ago
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The Dapper Gents 
Rating: 5.0 (6 reviews)
  • Band or Ensemble
  • Serves Chebeague Island, ME

The Dapper Gents are a folk-rock band from Portland, ME, are known for their eclectic mix of popular hits and deeper cuts, all enriched with vibrant cello solos. Available as a versatile duo, quartet, or DJ, they are the perfect choice for wedding ceremonies, cocktail hours, receptions, and private parties. Serving New England and beyond. The current lineup features Jacob McCurdy on vocals and guitar, Danny Rand on cello, Stu Gurley on upright bass, and Jonathan Clement on drums and vocals. They bring a unique twist to pop, rock, and folk hits from artists such as Mumford and Sons, The Pixies, The Lumineers, and Alabama Shakes.

“My fiancé and I got married at a barn venue in Dayton, Maine on 5/18 and had the Dapper Gents for our ceremony, reception and cocktail hour. We saw them in Portland and loved them right away. They were timely and responsive leading up to the wedding and carefully considered our requests. They also set up a sound system and music stand for my grandma who officiated. Their ceremony acoustic music was beautiful and the cocktail hour music was wonderful in the background. They were able to dj some special requests for first dance/ parent dances then had all our guests dancing for the reception. They really struck a balance between playing our favorites and going with what the crowd was loving- we had guests from 5 to 75 dancing all night! We cannot recommend the Gents enough, they made our reception so fun and memorable.”
Nicole C., 2 years ago
GemHidden gem
Plush 
Rating: 5.0 (6 reviews)
  • Band or Ensemble
  • Starts at $7,500
  • Serves Chebeague Island, ME

We have one goal when it comes to a party, and that's to keep as many people on the dancefloor as possible and to have guests leaving your event exclaiming that it's the most fun they've had in a long time!

“We couldn't have asked for a better band for our wedding day. From the very beginning, the team at Plush was exceptional. They started by taking us to breakfast to understand our vision for the day, ensuring every detail was perfect. Andrew, in particular, was incredibly helpful and went above and beyond his typical job description. His attention to detail and organizational skills were outstanding. We faced a challenge in finding a bagpiper for the church, but Andrew took it upon himself to find one at the last minute, seamlessly pulling everything together. At the reception, Plush truly rocked the house. Their energy was infectious, and they ensured everyone had a fantastic time. They collaborated seamlessly with our wedding coordinator, ensuring everything ran smoothly. My wife and I couldn't be happier with our decision to choose Plush. We highly recommend them to anyone in the New England area looking for an incredible band. Plush made our special day unforgettable, and we can't say enough good things about them.”
Tom, 2 years ago
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Stretta Ensembles 
Rating: 5.0 (2 reviews)
  • Ceremony only
  • Starts at $400
  • Serves Chebeague Island, ME
  • Offer

Based in Southern Maine, Stretta Ensembles features conservatory trained, professional musicians who are dedicated to their craft. They have 20 years of experience performing for weddings, and offer soloists, duos, trios or quartets. Stretta offers a wide range of musical styles for ceremonies and cocktail hours, including classical, pop, contemporary, etc. They will arrange your favorite song for your special day!

“Stretta Ensembles is a wonderful group to work alongside! Their musicians are talented, polished, and incredibly professional, and they bring such a beautiful energy to every event. Their versatility is a huge asset, with a wide range of musical styles that can be tailored to complement everything from an elegant wedding ceremony to a lively cocktail hour. As a fellow wedding professional, I always appreciate vendors who are dependable, easy to work with, and genuinely invested in creating a great experience for the couple and their guests. Stretta Ensembles consistently delivers on all fronts. Their music adds a sophisticated and memorable touch to any celebration, and I would happily recommend them to couples and fellow event professionals alike.”
Duncan, a month ago
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Clockwork Entertainment 
Rating: 5.0 (173 reviews)
  • Band or Ensemble
  • Serves Chebeague Island, ME

Congratulations! You're probably recently engaged, or you know someone who is, and you're looking for a killer band for your once-in-a-lifetime celebration. Clockwork will make your wedding truly spectacular. Not only will all of your friends and family be on the dance floor the entire night, but you will be showered with compliments about how awesome the band is and how much fun they’re having. And this will continue for weeks and months after your wedding!

Awarded Best of Zola
“Clockwork New England was hands-down one of the absolute highlights of our wedding. From the first song to the last, the dance floor was packed and the energy never dropped. Not only is their level of musical talent off-the-charts, but their performers were constantly engaging with our guests — even coming off the stage to sing and dance right on the floor with everyone. It created such an electric, interactive atmosphere that made the night unforgettable. The vocals, musicianship, and song selection were all incredible, and we have had countless guests tell us how amazing the band was and ask for their name afterward. Leading up to the wedding, they were also fantastic to work with — professional, organized, and truly invested in making sure our wedding was everything we hoped for. If you’re looking for a wedding band that will keep the dance floor packed all night and completely elevate your reception, cocktail hour, and ceremony, Clockwork New England is a must. We cannot recommend them highly enough.”
Maura M., 8 months ago
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HiMotive Entertainment & Photobooth 
Rating: 4.7 (78 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $800
  • Serves Chebeague Island, ME

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
“From the moment we booked HiMotive Entertainment & Photobooth, their communication was fast, easy, and personable. He was incredibly professional and went above and beyond to make our wedding day special. When we accidentally ordered the wrong sparklers, he made a miracle happen and got us some beautiful LED sparklers for our grand exit. And the music was absolutely perfect - our dance floor was so much fun all night long! We couldn't have asked for a better DJ. HiMotive truly delivered an outstanding value and we highly recommend them to any couple planning their wedding.”
Rachel A., 2 years ago
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Double Platinum Celebrations LLC 
Rating: 5.0 (73 reviews)
  • DJ
  • Starts at $1,550
  • Serves Chebeague Island, ME

Double Platinum Celebrations DJs is Maine's Most Requested and Reviewed Wedding DJ with over 1,500 5 star reviews, over 4,000 events and we have been packing dance floors for over 20 years. We can't wait to celebrate with you on your Special Day!

Awarded Best of Zola
“We can’t say enough great things about our DJ, Kevin Duran! He absolutely crushed it at our wedding — the dance floor was packed all night long, and our guests are still talking about how much fun they had. Kevin didn’t just play amazing music; he went above and beyond to help us stay on timeline and made sure everything flowed smoothly throughout the night. He even coordinated with our photographer and videographer to ensure we got our sunset photos in — something we’re so grateful for! Kevin worked seamlessly with all our vendors and made the entire day stress-free for us. If you’re looking for a DJ who’s both incredibly talented and genuinely cares about making your day perfect, Kevin is the one!”
Shauna S., a year ago
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NATIONWIDE Wedding DJs - A Better DJ And Photographer - HAS STAFF IN YOUR AREA! 
Rating: 4.7 (56 reviews)
  • DJ
  • Starts at $499
  • Serves Chebeague Island, ME
  • 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
“Nationwide Wedding DJs - A Better DJ And Photographer did an excellent job at our wedding. Their communication style was clear and reassuring - they asked clarifying questions to ensure they understood our preferences and made us feel confident they would execute everything perfectly. The quality of their work and value was great - the DJ listened closely, paused when needed, and incorporated all the special song requests and event announcements I had provided. They played our special songs at just the right moments and helped our reception flow smoothly with their professionalism. We were thrilled with how Nationwide Wedding DJs contributed to making our wedding day so memorable.”
Maddie M., a year ago
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Cover Story Entertainment 
Rating: 5.0 (42 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chebeague Island, ME
  • 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
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DJ Jimmy Ice Entertainment And Events 
Rating: 4.9 (40 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $900
  • Serves Chebeague Island, ME

As a seasoned DJ with over 20 years of experience serving New England, I specialize in wedding services, including DJing, ceremony sound, officiant services, photo booths, uplighting, monogram lighting, projection, karaoke, music bingo, and trivia. Since 2003, I have had the privilege of being the official DJ for Blue Man Group Boston and have had the pleasure of working with hundreds of clients throughout New England. My passion is working closely with clients to ensure their wedding or event exceeds their expectations. If you are seeking a dedicated DJ to make your wedding an unparalleled success, I am at your service.

Awarded Best of Zola
“We hired jimmy for our wedding back in September and he was great to work with from the start. Communication from booking up until the wedding was timely, professional, and responsive. He was able to provide music for our ceremony and and 2 locations during the reception. We had a family member who had a medical emergency during cocktail hour which delayed our timeline and all our vendors were accommodating for the changes. During the dance floor, he was able to make some personalized announcements, and the music fit the vibe of our group perfectly. I would definitely recommend jimmy for your event!”
Ashley, 9 months ago
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Golden Scroll Soloists 
Rating: 5.0 (41 reviews)
  • Ceremony only
  • Serves Chebeague Island, ME

The Golden Scroll Soloists have been wowing Northeast audiences with a variety of styles for 20 years, melding familiar songs you love into an elegant string quartet experience. We helped popularize the "crossover string quartet", much like the Vitamin String Quartet, during the early days of classical crossover. Our style, now made mainstream by Bridgerton, predated the Netflix hit show by 15 years. We're ready to play for your ceremony, your cocktail hour, or maybe even your reception. Choose from a string quartet, string trio, string duo, or violin soloist. Let's start planning the soundtrack to your happily ever after!

Awarded Best of Zola
“Apparently, my now-husband is extremely picky when it comes to string quartets. When looking for a string quartet for our wedding in June 2026, we listened to recordings from every available vendor in the Rockland County/Westchester area. Golden Scroll were not only the best sounding, but also were incredibly friendly, organized, and accommodating to our requests. Their song list is MASSIVE and yet they included learning two new songs at no extra charge to allow our playlist to be even more meaningful to us. Kevin was extremely responsive, and was less worried than we were about the 15% chance of rain on the day of the wedding. The performance itself was amazing and our guests raved about it all evening. They didn’t flinch when our robot flower girl came straight towards them! Couldn’t recommend hiring Golden Scroll more for your special event!”
Mary C., 4 months ago
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Elation Entertainment 
Rating: 5.0 (33 reviews)
  • DJ
  • Starts at $1,799
  • Serves Chebeague Island, ME

Elation is defined as extreme, exhilarating joy, and the emotion of great happiness. I chose the name to reflect the high level of service provided and the satisfaction our clients experience. Music has been the center of my life for as long as I can remember. Over the last 20 years, I've performed at hundreds of weddings and private celebrations, held residencies at local bars and clubs, and livestreamed mixshows online. Every one of those experiences shapes how I show up for your wedding.

Awarded Best of Zola
“cannot recommend John from Elation Entertainment enough! From the very beginning, communication was outstanding. He was always quick to respond, organized, professional, and made the entire planning process feel so easy. He took the time to understand exactly what we wanted and made us feel completely confident going into our wedding day. On the day of the wedding, he absolutely exceeded every expectation. The dance floor was packed ALL. NIGHT. LONG. Our guests are still talking about how much fun they had and how amazing the music was! He read the crowd perfectly, kept the energy high, and played the perfect mix of songs that had everyone- from our youngest guests to our older guests- dancing! Beyond being incredibly talented, he is genuinely one of the kindest people you’ll work with. He was so friendly, accommodating, and truly cared about making our day unforgettable. If you’re looking for a DJ who is professional, easy to work with, and knows exactly how to throw an incredible party, look no further. We are so grateful for everything he did to make our wedding the best night of our lives. Thank you for an unforgettable celebration!”
Ariel D., 2 months ago
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Don't Stop the Party Entertainment 
Rating: 5.0 (30 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $1,495
  • Serves Chebeague Island, ME

Don't Stop the Party Entertainment was established on December 23rd, 2014. However, the company has experience in wedding entertainment since 1986. We have been creating just the right atmosphere and providing peace of mind for everything from elegant country weddings to all-night dance fests. We have several options available to you, to suit any budget and to make every wedding unique. We’ve got backup equipment, insurance for every event, DJs & MCs, support staff on call, and over 80 years of combined experience.

Awarded Best of Zola
“From the moment we booked Don't Stop the Party Entertainment for our wedding, we knew we were in good hands. Ellen’s communication throughout the planning process was incredibly thorough, thoughtful, and meticulous - they left no detail overlooked. On the day of the wedding, their professionalism and high-quality work was evident as they kept the dance floor packed with their energetic and entertaining performance. Our guests raved about how much fun they had and how the music and energy from the DJs truly made our special day unforgettable. We couldn't have asked for better DJs to celebrate with us, and we highly recommend Don't Stop the Party Entertainment to any couple looking for the highest quality, professional entertainment for their wedding. They traveled all the way to CT for us and pricing was super reasonable for their what they provided! Thank you!!”
Emma S., a year ago
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Lindsay Straw: Singer & Acoustic Guitarist 
Rating: 5.0 (29 reviews)
·Ratings include Zola and Google reviews
  • Solo performer
  • Starts at $525
  • Serves Chebeague Island, ME
  • Offer

Mixing acoustic covers with evocative Celtic and upbeat Americana, Lindsay Straw delivers a soundtrack in a warm alto voice with intricate guitar and Irish bouzouki accompaniment. With over 250 weddings under her belt, she loves working with couples to provide the perfect folky playlist tailored to their tastes and needs. She provides her own sound gear and can accommodate new song requests. Based out of Upper Valley Vermont and Boston, she is available for weddings throughout New England.

“Lindsay Straw was exactly what we needed for our wedding day. From our first conversation, she was responsive and easy to work with, taking time to understand what we wanted. She went above and beyond by learning new songs specifically for us, which meant so much. She included Irish songs for my husbands family, and learned two new songs for our ceremony (You’ve got a friend in me, Noah Kahan). Her acoustic guitar work was stunning and set the perfect tone for our ceremony. We'd recommend her without hesitation to any couple looking for a live musician.”
Taylor, 3 months ago
Groovin' You Entertainment 
Rating: 5.0 (29 reviews)
·Ratings include Zola and Google reviews
  • Band or Ensemble
  • Serves Chebeague Island, ME

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.

“Groovin' You Entertainment absolutely blew us away from the initial Zoom meetings to our wedding day. Their communication was clear, concise, and direct, and the quality of their work was professional, energetic, and friendly. Our guests could not stop talking about how incredible the music at our wedding was - it truly was the highlight of the night. Groovin' You kept the energy at an all-time high, and everyone was having an absolute blast on the dance floor. My husband and I, who are also musicians and attended Berklee, got up on stage to perform a song with them which was the most fun! They truly went above and beyond to make our wedding so special, and words aren't enough to thank the entire team for the unforgettable wedding we had, thanks to Groovin' You!”
Nora T., 10 months ago
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Larger Than Life ™️ Entertainment 
Rating: 5.0 (26 reviews)
  • DJ
  • Starts at $1,800
  • Serves Chebeague Island, ME

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
“Larger Than Life️ Entertainment was an absolute pleasure to work with for our wedding. From our very first conversation, Brian was incredibly thorough, detail-oriented, and comfortable providing guidance to ensure our special day went off without a hitch. His level of knowledge and friendly demeanor put us at ease throughout the entire planning process. On the day of, he was punctual, professional, and quick to adapt to any changes or requests from our guests. He nailed the vibe we were going for, keeping the dance floor packed and bringing the party to life all night long. We couldn't have asked for a better DJ - Larger Than Life️ Entertainment truly helped make our wedding a night we'll never forget. Photography: VMG Productions Location: The Watson Homestead”
Meagan L., 9 months ago
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Milestones & memories Llc 
Rating: 5.0 (24 reviews)
  • DJ
  • Starts at $2,298
  • Serves Chebeague Island, ME

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.

“if you want a reliable and professional DJ, look no further than DJ Roc. from the second we got in touch, Rocky was easy to talk to, upfront with his pricing, and accommodating with our special requests. Rocky was very thorough in his process leading up to our big day and it showed. after our initial call, i planned a surprise for my fiancé playing the harmonica and rocky gave me great advice on types of harmonicas and how to approach. it went completely perfect thanks to Rocky! Our dance floor was packed and he completely read our vibe all night. He helped keep the energy alive and our night wouldn’t have been such a hit without him! I would recommend him time and time again!!”
Alicia S., 7 months ago
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Brick Park Entertainment 
Rating: 5.0 (22 reviews)
  • Band or Ensemble
  • Starts at $3,500
  • Serves Chebeague Island, ME

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
“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!”
Paige A., 2 months ago
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Jordan Tirrell-Wysocki Trio 
Rating: 5.0 (19 reviews)
  • Band or Ensemble
  • Serves Chebeague Island, ME

Want to set a mellow, thoughtful mood for your ceremony? Or to entertain your guests with lively fiddle music during your cocktail hour? Perhaps you're looking for an alternative to the traditional wedding band, and you'd like to dance the night away to Celtic folk songs and foot-stompin' fiddle tunes? Or all of the above? Jordan has been performing at weddings for over a decade, solo and with bands of varying size to fit your budget.

Awarded Best of Zola
“Jordan's Trio was a joy to work with and their performance brought a magical quality to our ceremony! For anyone looking for a top notch folk trio, look no further. We even had them play a few original tunes that the groom wrote for the bride and there wasn't a dry eye in attendance. Cannot recommend strongly enough. Thanks!”
Kevin C., 2 years ago
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The Poor Cousins 
Rating: 5.0 (16 reviews)
  • Band or Ensemble
  • Starts at $500
  • Serves Chebeague Island, ME

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.

Awarded Best of Zola
“The Poor Cousins were phenomenal. Learned a couple of songs for our ceremony, and were a perfect add to our cocktail hour and wedding day. They are GREAT, timely, and communicative.”
Giuliana B., 6 months ago
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DJ Thrilla 
Rating: 5.0 (15 reviews)
  • DJ
  • Serves Chebeague Island, ME

Let's create your vibe together! Get in touch with one of the Boston area's top rated and in demand DJ/MC that will pack the dance floor, make classy announcements and create a stress free experience for your wedding or event.

Awarded Best of Zola
“We could rave about DJ Thrilla all day long, but in the words of our wedding guests: “Best dance floor we’ve seen in a long time!” It’s been weeks since our wedding and our guests can’t stop talking about how great the music was. Arthur did a great job with the ceremony and cocktail hour, and managed a tricky parent dance section (multiple sets of parents & timing!) We requested a Taylor Swift mashup and he exceeded expectations and made it the highlight of our night. The dance floor was always packed, and Arthur did a great job of taking into account our requests while playing music everyone would enjoy. We opted to use uplighting as well, which looked beautiful during dinner (we chose a warm lighting) and was so fun for the dance floor with flashing lights. By the end of the night, he even had guests asking him to travel to Texas to DJ their wedding! Booking DJ Thrilla was one of the best vendor decisions we made for our wedding and we could not recommend him more!”
Kendall W., 2 years ago
Quick responder
Unforgettable Entertainment 
Rating: 5.0 (14 reviews)
  • DJ
  • Starts at $2,200
  • Serves Chebeague Island, ME

We get it… this is your one chance. There are no do-overs, so everything has to feel right. You shouldn’t have to worry about your wedding day. You should be able to live it. That’s why everything we do is designed around one thing making your day feel effortless, natural, and completely in sync. Most couples don’t realize it until later… But the biggest difference between a stressful wedding and an unforgettable one is how everything flows.

“We had a ton of fun at our wedding. DJ Chaz does a great job bringing energy and getting people into. He was also very good with his music transitions and mixing the songs. Overall he did a good job and we had a blast.”
Pat K., a month ago
Quick responder
Lex Musiq 
Rating: 5.0 (11 reviews)
·Ratings include Zola and Google reviews
  • DJ
  • Starts at $2,000
  • Serves Chebeague Island, ME
  • 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
Mass Bay DJ Entertainment 
Rating: 5.0 (6 reviews)
  • DJ
  • Starts at $2,350
  • Serves Chebeague Island, ME

Mass Bay DJ is a long established & trusted name in the wedding world. We are a preferred vendor at numerous venues on the South Shore and have been nominated for Best of South Shore 4 times. We can provide you with the best overall experience you can find. It is our goal to have your guests bobbing their heads, tapping their toes, and dancing until the lights come up at the end of your event. We want your guests to tell you that your event was one of the the best and most fun that they have ever attended. Contact us to see if we can turn your event into a memory that lasts a lifetime.

Awarded Best of Zola
“We got married at Pinehills Golf Club in June 2025 and had the best night of dancing ever thanks to Mass Bay DJ! We spoke with Mike beforehand about the vibe and the type of music we wanted to hear. He totally understood what we were looking for and definitely nailed it on the day of! He was so great to work with and so accommodating for all of our day-of requests for music and the groom’s surprise Ice Ice Baby performance. We loved his interactions with our guests and he had the dance floor packed all night just as we dreamed of! All of our guests spoke about how much fun they had dancing on the dance floor. Thank you Mike!”
Belinda R., a year ago
Pete Chambers Entertainment 
Rating: 5.0 (6 reviews)
  • DJ
  • Serves Chebeague Island, ME

Hi, I'm Pete Chambers, and for decades I've been entertaining all over New England as a Radio Personality, Club and Mobile Disc Jockey. To excel in any endeavor, you have to really enjoy what you're doing and I truly believe that I have been blessed to have the talents necessary to be at the top of my field in one of the most enjoyable careers in the world. Every weekend someone invites me to DJ at their party! What could be better? Even though my high school guidance councilor suggested that I go into the dental field, I think this one suits me best. : -)

Awarded Best of Zola
“Pete Chambers Entertainment was an absolute pleasure to work at the wedding. His communication was clear, understanding, and incredibly helpful throughout the entire process. He is a true problem-solver, anticipating any issues and working with the vendors and wedding couple to find the best solutions. I worked as a violinist along with Pete for parts of the ceremony and also for some dinner music with an incredible saxophonist. Pete’s equipment was top notch and our music sounded spectacular on his system! The quality of his work was highly impressive, and Pete delivered an amazing experience for all guests that kept the dance floor packed all night long for all ages in attendance. I would highly recommend Pete Chambers Entertainment to any couple looking for a top-notch wedding entertainment and DJ service.”
Lisa D., 2 years ago
Quick responder
The Gibbonses 
Rating: 5.0 (5 reviews)
  • Band or Ensemble
  • Starts at $3,500
  • Serves Chebeague Island, ME

The Gibbonses are a husband & wife Top 40 Duo, based in Midcoast Maine. With an extensive repertoire of Pop, Country, Oldies, Rock, and Motown hits, they create an atmosphere of fun and familiarity for friends and family of all ages. As multi-instrumentalists, The Gibbonses deliver the sound of a 4-5 piece band while maintaining the flexibility, versatility, and affordability of a two-piece. With years of experience entertaining on cruise ships, and touring all over the US and Canada, Jackie and Brandon have developed a world-class performance that's unlike anything else you'll find in Texas.

Awarded Best of Zola
“FAN-FREAKING-TASTIC! We had lots of variety in our set list and people who NEVER dance were dancing that night. They perfectly executed our ceremony by keeping everyone on track and helping the entire wedding flow naturally from event to event. There was nothing stuffy about them and everyone said it was the most unique/FUN/Concert like/but intimate entertainment they had seen at a wedding. They provided mc services, ceremony music, live music and a DJ booth!! Their voices are insanely great!!! Sooooo much to offer and they over delivered what they were selling!!! Seriously a flawless setup! They also had their own coordinator to be the eyes and ears during the wedding and she was awesome too! Such a professional group of people and insanely fun!! Not only would I hire them for your wedding but any event they would absolutely CRUSH!! So happy! Look forward to hiring them again for our next big event!”
Megan + R., 6 years ago

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