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Weddings

Attributes highlighted by couples

Music selection
Unique party atmosphere
DJ quality

About this vendor

Bill Pelosi
Bill Pelosi
Owner/Operator

46 years in business

We speak English

Small team (2-10 members)

Chill-Will DJ Service, based out of Cape Coral, Florida, provides show stopping entertainment and DJ services for weddings and other special occasions..

Our Mission

Chill Will DJ's have one simple goal....To provide you with the world-class DJ Entertainment services Southwest Florida has to offer. This is your special day! We want you to be absolutely sure you have made the right decision regarding your DJ entertainment. "From your First Dance to your Last Dance," we have you covered

We have been with Wedding Wire since 2009. We took a break when Covid hit everyone. That is past us now and I'm back to serve The Wedding Wire Comminity.

Services Offered

Chill-Will DJ Service, founded in Boston, Massachusetts, is one of the best DJ companies in the business because of our dedication to customer details and satisfaction. I understand that this is your wedding day and will work to ensure all of your needs are met. Additionally, we work professionally with all your vendors.

  • No Obligation Consultation to meet
  • Florida Licensed & Liability Insurance

Optional Add-ons

  • Optional LED Wireless Uplights available
  • We offer Larger professional sound systems for weddings and events.
  • Non-Wedding Events call for a quote
  • We accept all major credit cards

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FAQ

What is included in the starting price?

Consultation
MC
Microphones
Travel Expenses
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?

$150

What music genres do you specialize in?

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

What services do you offer?

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

What additional equipment do you offer?

Microphones
Sound/PA System
Uplighting

Still have questions?

Reach out about anything you didn't see answered here—no question is too small!

Wedding couple

Reviews of Chill-Will DJ Service

M
Miranda Sent on 04/12/2021
5 out of 5 rating

So fun and awesome!

Bill is incredible to work with!!! He is very patient and makes great recommendations. His whole process is simple and use to use. He has an entire website for you to pick your songs, when you want them to play, and if you want him to make any announcements. Bill is flexible and a wonderful human being!! 10/10 recommended working with him!
Kelly
Kelly Sent on 12/07/2020
5 out of 5 rating

Chill Will - Excellent Job!! 11-14-2020

Chill Will did an Excellent job providing the music for our Wedding Ceremony and Reception - a 7 hour event!
He was extremely knowledgeable, professional and very pleasant to work with. He was responsive to all of our questions, providing suggestions for the ceremony music and played our extensive song list selections without issue. He provided us with access to select music from a vast database, as well as provided an area to setup the timeline for events. He completed everything we listed on the timeline! He did such a good job that the banquet manager of the venue asked for his business cards! Thank you Bill
Patricia
Patricia Sent on 11/13/2020
5 out of 5 rating

Chill-Will DJ - Excellant

Bill was a pleasure to work with. Very responsive and professional. Bill kept our reception moving throughout the entire evening. All our guests had a great time. We couldn’t have asked for a better D.J. Our reception was perfect.
K
Kelly Sent on 04/12/2020
5 out of 5 rating

Amazing!!!!

Bill was awesome to work with and did an amazing job! He is extremely professional and very accommodating. He was the DJ at our Chamber fundraising event, and played to the crowd perfectly! He even had people dancing, which had never happened! Very impressive and will definitely use him next year! Fantastic!
Caitlynne
Caitlynne Sent on 04/01/2020
5 out of 5 rating

Awesome music

We had such a wonderful time dancing at our wedding! Thank you so much. The music was great.
P
Paula Sent on 12/19/2019
5 out of 5 rating

Christmas party

He was fabulous!!!!!!
He arrived early, had everything set up and ready for Our party to begin. The wireless mic was available for us to use to make announcements and such. You can request each individual songs you want played. He also leaves time for requests.
Hilary
Hilary Sent on 08/28/2019
5 out of 5 rating

Great experience with Chill Will

DJ Chill Will made our wedding reception so much fun! Our guests loved the classic Sinatra-style music played during dinner, and the younger crowd enjoyed the selections for dancing as well. He was in contact with me frequently before the wedding to make sure we had everything we needed. He also provides an easy-to-use online tool with access to playlists, song requests, and planning for the order of the reception. He was flexible and easy to work with, and he always responded quickly when I had questions. The uplighting we chose really transformed out reception space, and it was well worth it. Our day was beautiful and so much fun, and I would definitely recommend him.
S
Susan Sent on 05/09/2019
5 out of 5 rating

Franks Surprise Party

Our event was wonderful, thanks to Bill. I knew I wanted him the minute we spoke. He made everthing so easy, and fun! The music was perfect, and he is a true professional. He was everything I wanted and more. Thank you Bill!
L
Lynsey Sent on 05/07/2019
5 out of 5 rating

Best DJ Ever!!

Bill was awesome! He was there on time and kept the party going all night! There was a few songs that were not in his library that he was able to add for me to complete our perfect wedding day!
A
April Sent on 04/03/2019
5 out of 5 rating

Excellent DJ!

A lot of things went wrong at my wedding, but one of the few things that went right was Bill and his excellent service. Some people are "anchors" that help stabilize your life when things get stormy-- and that was Bill on my wedding day! He kept the party going when our timeline was thrown off by some unforeseen events and he kept my guests happy and dancing the whole time. He went over and above to make my wedding day amazing! Here are a few things I really appreciated about Bill and his service: 1.) He was flexible with my changing timeline. 2.) I requested some music that was uncommon and Bill went out of his way to hunt down the tracks and put together a masterful playlist for me. 3.) He was quick to return my calls any time I had a question leading up to the big day. 4.) His set up was very professional and included party lights which brought energy to the dance floor. 5.) He got my 82 year old father dancing! If I did it all over again, I wouldn't put my trust in anyone but Bill. He is worth his weight in gold.
We're all about trust. Our community relies on honest reviews to help you make those big decisions with ease.

Awards

145
WeddingWire Couples' Choice Awards 2020 Winner
WeddingWire Couples' Choice Awards 2019 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
WeddingWire Couples' Choice Awards 2014 Winner
WeddingWire Couples' Choice Awards 2013 Winner
WeddingWire Couples' Choice Awards 2012 Winner
WeddingWire Couples' Choice Awards 2011 Winner
WeddingWire Couples' Choice Awards 2010 Winner
WeddingWire Couples' Choice Awards 2009 Winner
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Are you interested?

Team

Bill Pelosi
Bill Pelosi
Owner/Operator

Professional Network & Endorsements

Total Exposure Band Total Exposure Band Wedding Bands

Very Professional and Highly Recommended.

Bee's Video Productions Bee's Video Productions Wedding Videographers

Chill-Will DJ Service really know how to get the crowd dancing. Their professional DJ service is great for any event.

Prints Charming Photo Booths of SWFL, Inc. Prints Charming Photo Booths of SWFL, Inc. Photo Booths

If your looking for a professional and talented DJ then look no further than Chill-Will. He is great at getting the party started and keeping it going until the last song of the night!!

Map

Location
Travel range
This vendor will travel up to within 50 miles

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