The Best Americana Wedding Bands in Chebeague Island, ME

How do we sort results, including Sponsored Ads and personalized results?


75 Wedding Bands & DJs in Chebeague Island, ME

Americana
Quick responder
Music on the Move 
Rating: 4.9 (38 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
“I loved working with Justin and his team! The communication was clear and on point, easy to make arrangements or changes when we needed. Music was top notch! Justin had the crowd going. I love the variety of services the team offers, including pretty awesome photobooth and voice messages recorder for weddings! Great all around.”
Natalia Price Photography, 2 years ago
Quick responder
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
Quick responder
Louis Pettinelli Entertainment 
Rating: 5.0 (45 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
Quick responder
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., 9 months ago
Quick responder
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!

“Amazing! They learned a song to play for my dance with my husband and another one for my dad and I. They were so beautiful the room was in tears. Played songs that they knew would get my crowd up and dancing. Took my suggestions and made it unique to us. Not the same old wedding music. Cannot say enough about how great they were to work with as well as dance to!”
Rebecca G., a year ago
Quick responder
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!

“Working with Stretta Ensembles has been consistently excellent over the past decade—they're genuinely reliable and never disappoint. Their communication is prompt and clear, making every planning conversation straightforward, while their collaborative approach allowed us to customize our event exactly how we envisioned it. The quality of their musicianship is stunning, and they're committed team players who work seamlessly with other vendors to create a cohesive experience. What really sets them apart is their flexibility; they adapted beautifully to our needs and remained supportive throughout the entire process. We hire them without hesitation and have been recommending them to our clients for years because they consistently deliver exceptional results.”
Lani T., 24 days ago
Quick responder
Clockwork Entertainment 
Rating: 5.0 (170 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
“We loved Clockwork Boston! They totally captured our vibe and kept the party going from start to finish. The dance floor was full all night, and our guests couldn’t stop talking about how great the band was. They were also so easy to work with and made everything stress-free. Couldn’t recommend them more!”
Emma K., a year ago
Quick responder
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
“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”
Dayshaun M., 4 months ago
Quick responder
Double Platinum Celebrations LLC 
Rating: 5.0 (70 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 are extremely happy with DJ Kevin of Double Platinum Celebrations. He was easy to work with, responsive, and and made sure he knew the timeline. He also worked as the emcee and announced events and worked with our day of coordinator to make sure things went smoothly. Our ceremony music was timed perfectly. The absolute highlight was our dance floor. We are picky when it comes to music and DJ Kevin made sure to play what we wanted while also mixing songs and was observant on what people wanted to hear. It was a legendary last dance!”
Campbell H., a year ago
Quick responder
NATIONWIDE Wedding DJs - A Better DJ And Photographer - HAS STAFF IN YOUR AREA! 
Rating: 4.7 (53 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
“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
Quick responder
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
Quick responder
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
“Working with DJ Jimmy Ice Entertainment And Events was a breath of fresh air from start to finish. Jimmy took the time to edit our timeline in a logical way, but he never pushed us—he always made sure we felt comfortable with any decision. His communication was straightforward and kind, which made the whole planning process stress-free. On our wedding day, his professionalism shined through in every detail, from the music selections to how he kept our guests engaged throughout the night. We felt taken care of by someone who genuinely cared about making our day special. We'd recommend Jimmy to any couple looking for a DJ who listens and delivers.”
Maya C., 4 months ago
TrendlineTrending
Golden Scroll Soloists 
Rating: 5.0 (40 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
Quick responder
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
Quick responder
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
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.

“Our wedding guests keep saying it was the best concert they've ever been to. HIGHLY RECOMMEND Groovin' You Band!!!!”
Samantha C., 9 months ago
Quick responder
Lindsay Straw: Singer & Acoustic Guitarist 
Rating: 5.0 (28 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
Quick responder
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
Quick responder
Milestones & memories Llc 
Rating: 5.0 (23 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.

“DJ Roc contributed to our wedding tremendously! He was the least stressful vendor to book, I remember meeting him at an Expo and later talking on the phone, his energy was just so on par, made the process so fun and exciting which can typically be quite stressful! We got so many compliments after the wedding about the DJ, the music selection was awesome! The up lighting really pulled the entire venue together, the sound was fantastic, song requests were seamless and the glow sticks were an added touch of fun!! The 360 booth was a total hit and now we have memories to last a life time! If you are in the market for a DJ, I would recommend DJ Roc x100 and then x10 more!! Thank you so much!!”
Sabryna B., a year ago
Quick responder
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., a month ago
Quick responder
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
Quick responder
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
“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!”
Kristin G., a year ago
Quick responder
Unforgettable Entertainment 
Rating: 5.0 (13 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.

“DJ Conor was fantastic, and we couldn’t recommend him more highly! Leading up to the wedding, he was incredibly communicative and took the time to understand exactly how we wanted the day to feel, including the songs we wanted to hear and, just as importantly, the ones we didn’t. One of the highlights was cocktail hour, when Conor played acoustic guitar and sang live. It was such a great touch and helped create the perfect atmosphere for our guests. He did an awesome job throughout the entire wedding and made everything easy for us from start to finish. We’d highly recommend DJ Conor to anyone looking for a DJ for their wedding!”
Jake H., a month ago
Quick responder
DJ Thrilla 
Rating: 5.0 (13 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
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., a month 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
“Mass Bay DJ Mike was an absolute pleasure to work with for our wedding! He was easy to communicate with, friendly, and extremely helpful in planning the music and lighting for our special day. Mike ensured the music and lighting were beautiful, leading to countless compliments from our guests who were dancing all night long. We could not have asked for a better DJ service!”
Rachel F., 10 months 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
“Our guests loved the Gibbonses. While we were planning, they paid attention to every detail – recording the pronunciation of the bridal party’s names and recommending adjustments to our trivia game. Aside from being a lot of fun, they also seem to really care. They were flexible with covid concerns and let me take as long as I needed to decide on them without a deposit. At the party, they brought the party. Funny and high energy all night, even with the unavoidable bumps and a surprise schedule change.”
Justin K., 4 years ago
Pete Chambers Entertainment 
Rating: 5.0 (5 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 is incredible! We had small wedding with a guest list that spanned 3 generations. He kept the energy high and the dance floor packed all night with seamless transitions and a perfect mix of hits and classics. Professional, easy to work with, and an absolute crowd-pleaser. Highly recommend for any event!”
Anne O., 2 years ago

About wedding bands & DJs in Chebeague Island, ME

What other Chebeague Island vendors will I need?

What other bands & DJs are nearby?

What other wedding services are nearby?