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On WeddingWire since 2014

Located in Jacksonville, Florida, Generation Y Entertainment is a husband-and-wife wedding DJ company. Caleb and Charlee, with their curated team of professionals, specialize in creating fun and spirited atmospheres for every celebratory event. With a passion for all things music, they are dedicated to playing songs that match the tastes and personalities of each couple. Whether a couple would like indie or electronic songs, they can accommodate it all. This team aims to get everyone on the dance floor throughout the night.

Services Offered

Generation Y Entertainment adds a touch of modern style to each event by avoiding cliché wedding DJ playlists. Because the team uses equipment and products from Bose, Shure, and Apple, couples can be assured that quality is a top priority. Consultations are provided to each newlywed to organize and discuss details about their needs. Other services on offer include:

  • MCs
  • Disco balls
  • Uplighting
  • Do-not-play lists
  • Veteran-owned
  • Woman-owned

Frequently Asked Questions

What is the starting price for wedding DJ services?


What is included in the starting price?

Travel Expenses
Sound/PA System

What is the price of your most popular wedding package?


What is included in the price of your most popular wedding package?

Sound/PA System
Travel Expenses

What is the starting price for uplighting?


What music genres do you specialize in?

Hip Hop
Top 40

What services do you offer?

Do-Not-Play List
Liability Insurance
One Event Per Day

What additional equipment do you offer?

Disco Ball
Sound/PA System
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5.0 out of 5 rating
126 Reviews
  • Quality of service
    5 out of 5 rating
  • Average response time
    5 out of 5 rating
  • Professionalism
    5 out of 5 rating
  • Value
    5 out of 5 rating
  • Flexibility
    5 out of 5 rating
100% Recommended by couples

2 User photos

126 Reviews
Mary Married on 02/20/2022
5 out of 5 rating

Every Millennials Dream Dance Party

From the very first call we had with Caleb, we knew that we were going to have the best wedding entertainment if we booked GYE. He listened closely to what we wanted for our wedding which was a well coordinated timeline, funny and lighthearted MC’ing throughout the ceremony, cocktail hour, dinner, and reception, and nonstop lip-sync worthy, head banging, fist-pumping songs that were a mix of throwback r&b, angsty punk, and EDM songs that were nostalgic for all of the young millennials in the room. From the first call to after the wedding was done and over with, we felt like he and his team truly CARED about us and everything we wanted for our big day. We had almost every single guest tell us that our DJ was amazing. This was evident when we looked around and saw everyone screaming the lyrics to Mr Brightside, followed by Caleb himself showing everyone how to hit the dougie. He was able to engage everyone on the dance floor without playing your typical wedding songs like the electric slide, the cha cha slide, or the Cupid shuffle (not that there’s anything wrong with that, we just personally wanted to hear songs that we grew up with and loved, and he curated a playlist that fit us and all of our wedding guest perfectly). Having an experienced and FUN, non-cheesy DJ is critical for your wedding day, and I cannot recommend him enough. If you’re a Gen Z / millennial who wants to have a memorable dance party, book Generation Y Entertainment NOW or you’ll regret it.
Cindy Married on 11/10/2023
5 out of 5 rating

Wedding and Reception

Caleb came highly recommended and he did not disappoint. From the consultation to the event Caleb was professional, knowledgeable, and personable. He truly had an interest in making the music what we imagined. He took special note to specific songs and had some great suggestions. He kept the momentum going throughout the night with the spotlight on the newlyweds and our guests, not him. Caleb was an instrumental part of making this a day we will never forget.
Thanks Caleb!
Kaitlyn W. Married on 10/27/2023
5 out of 5 rating

The most amazing experience!

Caleb was our DJ for our vow renewal and reception in October 2023 at The White Room and I cannot rave enough about how amazing he was!! From our initial consultation that we had before hiring him to the very last song he played at our reception he went above and beyond. We had him for the entirety of our day including the ceremony, cocktail hour, and reception and he was on point throughout the entire night. We have already received so many complements about how amazing he was and I am sure we will have many more of these complements to come!! Caleb was amazing at working with you on what your vision was for your wedding in regards to music selection and making that a reality. He had all of the guests on the dance floor the entire night and there was NEVER a dull moment or lapse. Even when it began to sprinkle a little bit he was amazing at ensuring they party continued while he and the white room coordinated if we could continue outside and even improvised by using covers over his equipment to ensure that the party went on. He was amazing at helping layout the flow of the night and ensuring all transitions went smoothly. I can honestly say that throughout the day I had no stress due to the amazing work of Caleb and all of my vendors!! THANK YOU CALEB!!
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Real Weddings

Dana & Erik
27 photos · 11/16/2019
Amanda & Carson
77 photos · 07/13/2019

Professional Network & Endorsements

1 Endorsement
Vollmer Visuals Vollmer Visuals Wedding Videographers

Very professional! Always happy to work with Generation Y!


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