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Weddings

About

Polished Wedding DJs for your big day 💙 the San Antonio area. A company buillt around one word --- QUALITY. And while they love having a good time, the team delivers a professional, memorable entertainment experience. Winston Gaines, the owner of Gaines Entertainment Services, has been a DJ for 10+ years and counting. He started the company in 2015.

Please reach out to us directly. We are not active on this platform :)

www.GainesEntServices.com

Investment:

On average, couples spend $2800 on our services.


Outstanding Features:

  • Live Mixing DJs
  • Pro Equipment
  • Liability Insurance


Other Services
To enhance your entertainment experience, the company provides additional services. These offerings include:

  • Indoor (Safe) Sparkler Fountains
  • Digital Monogram Projections
  • Digital Photo Booth Experience
  • Karaoke
  • Uplighting
  • Custom Music Edits
  • Ceremony Audio Support


Areas Covered
The company is located in San Antonio, Texas. They also offer entertainment for weddings in Austin, Dallas, Houston, El Paso, and Corpus Christi. Destination Wedding DJs are available.

  • Black-owned
illustration popular

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Frequently asked questions

What is included in the starting price?

Consultation
MC
Microphones
Sound/PA System

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

Consultation
Sound/PA System
MC
Microphones

What is the starting price for uplighting?

$350

What music genres do you specialize in?

Club
Country
Electronic
Hip Hop
International
Jazz
Oldies
Pop
R&B/Soul
Rock
Top 40

What services do you offer?

Bilingual MC
Consultation
Do-Not-Play List
Karaoke
Liability Insurance
MC
One Event Per Day
Video Projection

What additional equipment do you offer?

Disco Ball
Flat Screen
Microphones
Photobooth
Projector
Sound/PA System
Uplighting

Reviews of Gaines Entertainment Services

McKenzie
Mckenzie Sent on 11/03/2025
5 out of 5 rating

10/10 the best DJs ever!

I cannot recommend Gaines Entertainment enough! Stephen brought my reception dreams to life and turned it into one big party! He was so detailed, meticulous, thoughtful, energetic, and SO MUCH FUN! He listened to exactly the kind of music we did and did not want to play and kept the dance floor packed all night! He was so detailed in his planning process and made all aspects of our wedding day full of energy! I wanted our wedding to be memorable for how much fun everyone had and Stephen made it happen! 10/10 recommend Gaines Entertainment and DJ Ammunition!!!!
S
Sara Sent on 11/26/2022
5 out of 5 rating

So easy and so professional !

We loved working the Gaines entertainment. It was very organized and it was so nice having a portal to see payments and keep your music and timeline all together and clear. Louie was our DJ and he was so easy to work with and always responsive and available for questions and making our personalizes happen. Really wonderful experience and made our wedding day so fun. Highly recommend
P
Patricia Sent on 11/08/2022
5 out of 5 rating

The most fun!

We were worried about having a DJ at our small wedding (around 50 people) and there just being an empty dance floor. Mr. Gaines was a total hype man at our wedding! Honestly the most fun I've had on the dance floor in a while. He tried to get in all the songs we requested and smoothed the 80's and Latin vibe we had in our mixed wedding. We have no problem recommending his services. A+
R
Robert Sent on 12/13/2021
5 out of 5 rating

Amazing job

We used Gaines entertainment to dj our wedding and honestly they did a superb job. Louie was very positive and energetic. He helped us in any way we needed .The music selection kept our event lively and our dance floor was never empty. I would recommend Gaines entertainment 120% if I hire a dj for any future events it will be with Gaines. They truly set the bar when it comes to Dj’s. I would like to thank them for an unforgettable night.
B
Brittany Sent on 11/18/2021
5 out of 5 rating

A pleasure to work with!

Winston was amazing! He helped us decide how we wanted the night to flow and played a great variety of music that ensured everyone was out on the dance floor. He was so professional and even made sure we took the time to have our last dance when things got hectic towards the end of the night. His pricing was a little higher than some of the other DJs we looked at, but was absolutely worth it. Do not let that stop you from working with him and his team – they are truly the best!
K
Katherine Sent on 08/15/2021
5 out of 5 rating

Amazing Service!

We had a great experience with Gaines Entertainment! Winston was very responsive and helpful in our communication leading up to the event. I appreciated how organized their client portal is- helps make planning easy. And they did a fantastic job during the event itself! Stephen was fun, professional, and kept the dance floor going strong the whole night. He did a good job of getting a feel for our crowd. Would absolutely recommend!
K
Kelsey Sent on 12/05/2020
5 out of 5 rating

Best. Dj. Ever.

YALL! If you’re looking for an amazing DJ, look no further! I truly cannot recommend them enough! DJ Gumby (Winston) was PHENOMENAL! He read the crowd & played the music he knew would get our families out on the dance floor. We got at least 20 compliments on our DJ from friends & family. Their customer service is top notch, when they found out we were one of the couple devastated by the Noah’s closure they went above & beyond what they remotely had to. I 100% recommend them (& their indoor safe sparklers)!
Lindsey
Lindsey Sent on 10/15/2020
5 out of 5 rating

Best DJ Around

Hands down the best dj, we had an absolute blast with DJ Gumby! He knew exactly how to get the party started and keep it going! Would highly recommend for your wedding and the photo booth is awesome!!!
Jackson
John Sent on 05/03/2020
5 out of 5 rating

Amazing Wedding DJ!

Winston was an amazing wedding DJ. He helped us plan every detail from our entrance, to the first dance, to the garter toss, and executed them perfectly. His sound quality and music selection were excellent and the up lighting setup perfectly set the mood for an amazing evening. He's also really fun and energetic, and easy to work with, which is a plus when you're stressed out and rushing around on your big day. We had a lot of people tell us after the wedding that the DJ was so fun and helped make the evening even more memorable.
Jacquelyn
Jacquelyn Sent on 04/08/2020
5 out of 5 rating

Perfect Playlist

Gaines Entertainment was amazing. Winston was checking in with us throughout our planning. He provided helpful insight to creating a great wedding environment. He was professional at all times and kept my wedding fun and exciting. Definitely had a great time and enjoyed the music!
We're all about trust. Our community relies on honest reviews to help you make those big decisions with ease.

Awards

43
WeddingWire Couples' Choice Awards 2021 Winner
WeddingWire Couples' Choice Awards 2020 Winner
WeddingWire Couples' Choice Awards 2019 Winner
WeddingWire Couples' Choice Awards 2018 Winner

Professional Network & Endorsements

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Map

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