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Weddings

Generation Y Entertainment Reviews

Generation Y Entertainment

Generation Y Entertainment

Jacksonville, FL
5.0 out of 5 rating, 136 reviews
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Reviews

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Awards

136
WeddingWire Couples' Choice Awards 2024 Winner
WeddingWire Couples' Choice Awards 2022 Winner
WeddingWire Couples' Choice Awards 2021 Winner
WeddingWire Couples' Choice Awards 2020 Winner
WeddingWire Couples' Choice Awards 2018 Winner
WeddingWire Couples' Choice Awards 2017 Winner
WeddingWire Couples' Choice Awards 2016 Winner
WeddingWire Couples' Choice Awards 2015 Winner
  • Mandy
    Mandy Sent on 02/19/2025
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    Best Day Ever! Thank you, Caleb!

    Caleb is an amazing DJ, and I would highly recommend him to everyone!

    When I started the planning process for my daughter's wedding, the first thing I asked for was the best DJ in town. I know how important a DJ is to the overall wedding experience. Everyone I spoke with recommended Caleb and Generation Y Entertainment. From our first encounter to the actual wedding day, he was professional, thorough, detail-oriented and had great ideas and suggestions to help us plan the day. If we had questions or needed guidance with picking certain songs, he was always available and prompt with returning emails. The ceremony music, sound and microphones worked beautifully. During the reception, he was good at reading the room and kept everyone dancing all night. Everyone had a blast!

    Thank you, Caleb, for helping make Ashley's wedding so wonderful!

    Generation Y Entertainment's reply:

    Thank you Ms. Mandy! From start to finish, you all were such a joy to work with. I appreciate how specific you were with your review. This is super helpful to future brides! I wish Ashley + Joey a happy marriage!
  • Kelsey
    Kelsey Sent on 01/26/2025
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    Five stars!

    ⭐️⭐️⭐️⭐️⭐️
    We couldn’t have asked for a better DJ for our wedding! Caleb was absolutely phenomenal. From start to finish, he was communicative, incredibly easy to work with, and highly organized. The pre-planning meeting he scheduled with us was such a thoughtful touch—it helped us feel confident and ensured every detail was covered.

    On the big day, Caleb went above and beyond as our DJ and emcee, keeping everything running smoothly and effortlessly. He perfectly filled in any gaps that came up and made the night flow so seamlessly. His attention to detail and ability to read the room created the most amazing vibe, and we’ve had so many compliments on how fun and flawless the evening was!

    If you're planning a wedding or any event, I 100% recommend Caleb for that extra special touch. He helped make our wedding absolutely perfect, and we’ll forever be grateful! 🧡

    Generation Y Entertainment's reply:

    Hello Kelsey + Max! Thank you so much for the thoughtful review. I thoroughly enjoyed your wedding, especially rocking with the sax 🎷 player. I wish you both a wonderful life together!
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  • Katherine
    Katherine Sent on 08/14/2024
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    Best DJ Ever!

    We hired generationy for our wedding last month and Caleb was the best!

    He walked us through our timeline and perfectly matched our style!

    We only had 65 guests but the dance floor was active all night long! Now that’s hard to do! He kept everything upbeat and even had some props for some of our must play songs.

    I highly recommend!

    Generation Y Entertainment's reply:

    Hello Katherine + Cullen! Thank you for your review! Yes, you must have handpicked of 65 partiers! What a fun group! Thank you for letting me be part of your amazing wedding!
  • Carley
    Carley Sent on 12/16/2023
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    Must Hire GYE for your Wedding!

    Generation Y Entertainment, specifically Caleb, made our wedding awesome!! They were extremely professional since day 1 and made us feel like we were in the best hands when it came to one of the most important elements of our big day- the music. GYE provided us with an information sheet well in advance to fill out with every single detail we possibly needed to think about for the wedding. It was a great system to use and helped a lot when it came to brainstorming our vibe and ironing out the details. Caleb’s setup was chic and low profile which matched the venue well. He came nicely dressed which we appreciated as well. He nailed our ceremony lighting, music, and sound system, transferred to a smooth cocktail hour, then helped keep our reception alive! He followed our wishes to a tee and was not a cheesy DJ 🙂 Having someone keep our timeline going and making it look easy was amazing. He also had a lot of suggestions for music if you did not know exactly what you were looking for. Would definitely have Caleb back if we had to do it all over again!

    Generation Y Entertainment's reply:

    Thank you for the review, Carley + Bill! I can't wait to see the Ceremony lighting photos. What a great idea! Both of your family and friends were so accommodating! Especially Momma Cindy and her pregame Hawaiian Roll sandwiches she brought out when I got there. Thanks again!
  • Justine
    Justine Sent on 12/04/2023
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    Amazing! Best entertainment

    I have only amazing things to say about Generation Y! Caleb was so helpful from our first inquiry to the weeks leading up to our big day. Not only was he personable, but our dance floor was NEVER empty. We have had multiple friends and family members reach out over the last few weeks to compliment him and the atmosphere for the dance floor! Song after song he crushed it. Throughout the night he stayed in great communication with me and my planners, ensuring things went smoothly. I would 100% recommend Gen Y to anyone hosting a large event in the future!

    Generation Y Entertainment's reply:

    Hello Justine + Quinn,
    Thank you for this outstanding review! You guys had me scared because you had so many people jumping in unison with the music that my speakers were shaking! I was worried the OBYC was going to cave in lol! A true BANGER! Thank you for hiring me to bring the party! I had a blast!
  • Betsy
    Betsy Sent on 05/18/2023
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    Best dj ever!

    Generation Y was the most incredible DJ - we couldn't haven asked for anyone better! Even over a year after our wedding, people are still raving about Caleb and how much fun they had on the dance floor. THANK YOU for making our special day such a party!!

    Generation Y Entertainment's reply:

    Hello Betsy! Thank you so much for leaving my company this glowing review. I'm so glad you all enjoyed it!
  • Marie
    Marie Sent on 06/19/2021
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    Best dj in jacksonville

    I cannot speak highly enough about GenerationY and their DJ services at my wedding. Grayson exceeded all expectations I had and went above and beyond putting a personal touch on his services during our wedding. The little details like playing a special song during our first look, to giving our parents MOH and best man a heads up about when they were up for dances or toasts, and to making sure we were having a good time and had a drink in our hands. My brother who used to be a DJ said he would never go that far out of the way giving a heads up to guests and would just make the announcement calling on the mic whoever was needed. My husband at first even thought he worked at the wedding venue from how much Grayson was involved and made an impact. Do yourself a favor and hire these people!

    Generation Y Entertainment's reply:

    Marie + Kyle, thank you for this wonderful review! I'm so glad you were satisfied with Grayson's performance along with his personal touch at your wedding. Again, we appreciate the time you spent giving us a review since this is super helpful for other couples to see. We wish you a wonderful marriage from the GYE team!
  • Brooke
    Brooke Sent on 04/03/2021
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    “Epic” night

    I cannot say enough great things about how amazing Caleb was at our wedding! He singlehandedly kept the celebration going until the end (it was epic event). Competent and professional throughout the entire process, Caleb asks the right questions, finds out what you’re looking for, makes suggestions and delivers!! I HIGHLY recommend Generation Y for your wedding - you will not regret it!

    -Brooke and Anthony Stott

    Generation Y Entertainment's reply:

    Wow Brooke + Anthony! What an outstanding review! You and your family were so kind to me and a blast to work with. I especially loved your dad's killer moves on the dance floor (Ice, ice, baby)!
  • Laura
    Laura Sent on 02/20/2021
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    Absolutely AMAZING!!

    One month later and people are still talking about how much fun they had at our wedding!! Everyone keeps telling us they want to do it all again! What an amazing night and we have Grayson & Tracy (The Dynamic Duo!) to thank for that! I love how they were feeding off of us and our guests and knew exactly what song to play next. I am still on cloud 9 thinking about how much fun we had at our wedding! We gave that dance floor our all that night! We HIGHLY recommend GYE, you won't be disappointed!

    Generation Y Entertainment's reply:

    Hello Laura! Wow! This is such great feedback for Grayson + Tracy along with our company! I loved seeing the videos/photos from your wedding! From the well trained pups during the ceremony to you belting that Sisqo song on the dance floor. Thanks again for choosing GYE!
  • Christin
    Christin Sent on 10/24/2020
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    Best decision ever

    I now understand when everyone says how important the music during wedding day to make or break the party. Grayson created a great energy in the room and had the dance floor packed from start to finish. He really listened to exactly what I wanted and created moments I will cherish forever (like a killer finish of Bohemian Rhapsody). The guests were loving the playlist and it was fun for all age groups. Grayson did an excellent job to not only bring the best music, but able to help the events of the evening flow very well. I HIGHLY recommend hiring this team for your day as it will be the best decision you've made!

    Generation Y Entertainment's reply:

    Christin, thank you so much for the kind words and feedback for Grayson and our team! It was a pleasure working with you and Scott, and we can't thank you enough for trusting us with your big day! It's always an honor to get to work with such great people who truly value and appreciate what we do. We wish you guys a long happy life together!!!
  • Blake
    Blake Sent on 10/19/2020
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    Absolutely amazing! Fun, charismatic, above expectation

    I would highly recommend using Generation Y Entertainment. Caleb and Tracy were the perfect DJ complement to our wedding ceremony and reception. Throughout the planning process they were easy to work with, responsive and gave great ideas that enhanced our event. We placed complete trust in them and they over delivered! All of our guests raved about how much fun they had on the dance floor and how seamless the night went. Caleb was an incredible host and kept all the guests involved and on their feet. They truly blew us away.

    Generation Y Entertainment's reply:

    Blake, this means SO MUCH to us!!! You and Cody were absolutely a pleasure to get to know and work with. Thank you so much for trusting us with your big day! It means the world and we wish you guys a long happy life together!!!
  • Candis
    Candis Sent on 09/26/2020
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    Awesome Experience with GYE!

    I would highly recommend GYE! Throughout the wedding planning process they were our favorite vendor to work with - responsive, organized, friendly, and professional. I knew from go I wouldn't have to worry about music the day of the wedding, they had it handled! Even when Covid crashed our original date and we had to reschedule, they were flexible and prompt with getting back to us. We had a daytime wedding and worried people might not be interested in dancing but Grayson got people out on the dance floor - guests are still telling us what a great time they had! I would definitely use them again!

    Generation Y Entertainment's reply:

    Candis,

    Thank you so much for the feedback! We enjoyed every minute of working, planning, and partying with you and Ted! Our goal is always to make it as simple and fun as possible for you, and we are so lucky we get to work with such awesome people as you guys! We hope to work together again in the future! Congratulations again, cheers!
  • Sydney
    Sydney Sent on 01/11/2020
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    SO worth it!

    I cannot recommend GYE highly enough. Caleb set ample time to speak with my husband and I to make sure we were all on the same page and that we were getting exactly what we wanted. He even created a mash-up of 3 songs that we were using for our first dance and sent it to me within 24 hours of my asking - and the quality was excellent! Our wedding day went off without a hitch, largely because of Caleb and Ariel's efforts.

    Generation Y Entertainment's reply:

    About that first dance....WOW! That was the best first dance that I have ever seen! Thank you so much for these kind words. You both were so easy to work with and I enjoyed every last moment of it. I wish you both the best!!
  • Michelle
    Michelle Sent on 09/05/2019
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    Amazing service

    We hired Gen Y and we couldn't be happier with their service. Caleb and Ariel did an AMAZING job at our wedding. They read the vibe of our crown perfectly and we got so many compliments about them from our guests. They were so helpful throughout the entire planning process, down to earth and professional! We highly recommend them!

    Generation Y Entertainment's reply:

    Thank you so much Michelle! I have to give you guys the credit for the most epic college fight song ever played at a wedding! Not to mention, you and Austin have been so kind and just an ease to work with. It was so great meeting you both and GYE wishes you a wonderful marriage!
  • Nicole
    Nicole Sent on 08/20/2019
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    Highly recommend Generation Y Entertainment

    There are not enough words to describe how amazing this company is! Caleb is approachable, professional, responsive and takes time to get to know you and your spouse. From the first meeting to the night of our wedding he was awesome. I would definitely use GYE again!

    Generation Y Entertainment's reply:

    Hello Nicole + Dennis! Thank you for this awesome review. You guys had such a great group of people! For example, when your guest had to come inside for the slow-mo Booth, they partied all the way inside and then danced all the way back out on the dance floor! There was never a dull moment with your crowd! I love it! I wish you both the best in your marriage!
  • Teagan
    Madison Sent on 07/29/2019
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    Generation Y Entertainment (GYE) lives up to everything they promise!

    They have an excellent team- we worked closest with Grayson. When it came to planning the day, they made it easy and personable by having a meeting over Skype/Facetime after we filled out a worksheet they sent with our music preferences. They gave us song recommendations for certain parts of the day when we couldn't think of one and had all the songs we wanted to hear as well. We had a brunch wedding and I was worried people wouldn't be up for dancing- that was no problem with Grayson DJ-ing! He kept the party going and worked with our venue and photographer to keep the day moving. Grayson and the GYE team are so friendly and fun (and not cheesy) and would be a great addition to any event!

    Generation Y Entertainment's reply:

    Wow! What a perfect review! Teagan, I can't thank you enough for such thoughtful feedback! Grayson told me how much your guest partied and how amazing it was. We wish you and Andrew an amazing marriage and thank you for allowing us to be a part of your wedding!
  • Brycee
    Brycee Sent on 12/27/2017
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    Caleb and Charlee were amazing!! They were on point with the music and I had so many compliments about them. They truly never missed a beat! Also, they helped us cordinate so much of the night and made sure everything flowed smoothly!

    Generation Y Entertainment's reply:

    Brycee, yours and Frank's wedding was nothing short of AMAZING!!! Thank you for letting us play such a big role on your wedding day, and thank you for the kind words!
  • OG Brittany
    Brittany Sent on 12/12/2016
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    GYE was one of our favorite vendors to work with for our wedding. Caleb and Charlee are so personable, and very good at what they do. We booked them after a Skype info session with them, and knew that they were going to be amazing after the call was over. Let me tell you, they exceeded our expectations for our wedding. They are so detail oriented, and let us pick any and all songs that we wanted played during the wedding. This was made even easier by having us fill out a Google Doc sheet with all this information, and we could edit it at any time. They are also so easy to get a hold of, and offered recommendations if we ever needed them. Caleb MC'd the wedding, and kept our guests engaged the whole time from cocktail hour until the sparkler exit. They also did our uplighting, and it looked so beautiful in our venue. GYE also offers their couples a "last dance" option where it's just the bride and groom alone dancing to one last song. I thought that was so special that they offered that, and my husband and I really enjoyed that part of the evening. We can't thank Caleb and Charlee enough for their excellent services and kindness throughout this process. They really made our wedding planning so easy, and were so great to work with. Thanks guys!

    Generation Y Entertainment's reply:

    Ohh my goodness, Brittany & Richard, we loved every minute of it! We can't thank you enough for letting us be there on your big day! We loved working with The White Room, Bri & Mikey, Adam, and the Coastal Coordinating team. It was such an amazing day, and we loved planning every last detail! (p.s. That Balsam candle smelled SO good at the reception!)
  • Alison & Brandon
    Alison Sent on 11/07/2015
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    We can't say enough about Caleb & Charlee! Their level of expertise and professionalism was matched only by their approachability and friendliness. We didn't realize the pivotal part played by the DJ in a wedding until talking with Caleb and Charlee. They made it possible to bring the perfect ambience to our venue. Their business acumen and flexibility allowed them to accommodate all of our last minute changes with a fluid grace, preserving that ambience that we all worked so hard to create. We would not hesitate to give them a full and hearty recommendation to anyone who asked! Truly, they made the wedding what it was... the Best Day Ever.
  • J&A
    Andrea Sent on 09/02/2015
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    Booking has been such a smooth and easy process! Caleb and Charlee have been amazing and are there every step of the way!
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    Camryn Sent on 05/09/2025
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    Caleb is 10/10!!

    Caleb was absolutely incredible!!! From the very beginning, he was a pleasure to work with—easygoing, attentive, and genuinely invested in making our night unforgettable. He took the time to get to know us as a couple and truly understood the vibe we were going for. Caleb was a huge help in crafting our timeline and offering song suggestions. On the wedding day, he kept everything running smoothly while creating such a fun atmosphere. Our guests are still talking about how great our DJ was and how the party turned out! We couldn’t be more grateful to have had Caleb as part of the best night of our lives!

    Generation Y Entertainment's reply:

    Thank you so much Camryn + LJ for this glowing review! From Creed to Dom Dolla, I knew this wedding was going to be a rager! I'm so grateful to have been a part of your big day and I thank you for that opportunity.
  • R
    Ryan Sent on 09/24/2024
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    June at the Lightner

    My wife and I used Caleb for our wedding in June and can’t recommend him enough. He was very thorough on what kind of music we wanted and how we wanted the flow of the night to go. He was very accommodating and ready and willing to change things on the fly. He is great at getting people dancing but in no ways overbearing. He does not try to make himself the center of the show and only interjects when need. He was perfect for a fun night and making it about us.

    Generation Y Entertainment's reply:

    Ryan,
    Thank you for this thoughtful and perceptive review! I love the fact you appreciated me not being overbearing/center of attention. I am so happy you enjoyed the style of services I offer. I wish you both a wonderful marriage!
  • L
    Lauren Sent on 07/16/2024
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    Fantastic DJ

    We loved working with Caleb! He bills himself as a non-cheesy DJ and definitely delivers on this. He is easy to communicate with leading up to the event, with an organized process to select songs for different parts of the event. During our reception, he kept the evening running smoothly and professionally, and the dance floor was going strong all night long. He did a great job understanding what we wanted (and didn't want!) played, while also playing off and responding to the crowd. Would definitely recommend!

    Generation Y Entertainment's reply:

    Hello Lauren + Philip! Thank you for your review and the banger of a time at your wedding! You both were so kind and your family/friends were a blast to party with.
  • K
    Kassi Sent on 04/07/2024
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    The best in the business!

    Caleb did an A++ job DJ'ing our Amelia Island wedding! The pre-wedding prep was easy, playlist was exactly what we envisioned, and he helped the dinner/dancing/speeches transition seamlessly. The dance floor was filled for the last two hours of the night, so of course we will be referring him to our friends and family every time someone asks. Thank you Caleb for being a part of our special day, we had the best time!

    Generation Y Entertainment's reply:

    Hello Kassi, thank you so much for this kind review! As I mentioned at your wedding, you both were such a joy to work with! I wish you both a long and happy marriage!
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