wedding djs souhwest fl djs souhwest fl Quinceraras

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Chill Will DJ's Serving Southwest Florida

Weddings • Coporate Events • Quinceraras • Corporate Game Show Hosts & DJS • Uplighting

Bar Bat Mitzvahas • Holiday Parties • School Proms • Photo Booths

Thank you for visiting Chill-Will DJ Service, home of Boston’s finest class of DJ Service, and quickly becoming Southwest Florida’s First choice. My name is Bill ~ DJ, Entertainment Director, Owner and founder of the company in 1980. After serving Boston Massachusetts for 27 years I have relocated to Southwest Florida late November 2006 am quickly re-establishing myself and now in Cape Coral. We have one simple goal, to provide you with the best quality DJ Entertainment services Southwest Florida has to offer. This is your special day and event. We want you to be absolutely sure you have made the right decision with your DJ entertainment choice. Please continue viewing our site regarding information provided about myself, my staff and our services. We are licensed and insured.

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DJ Bill Pelosi Director of Music/ Carol Pelosi office Coordinator

Wedding Wire Gold Bride's Choice Award 2009, 21010,2011,2012 & 2013

The Wedding Wire Bride's Choice Awards ™ recognizes the top local wedding professionals from the Wedding Wire Network that demonstrate excellence in quality, service, responsiveness and professionalism. Unlike other awards in which winners are selected by the organization, the Wedding Wire Bride's Choice Awards™ are determined by recent reviews and extensive surveys from over 750,000 Wedding Wire newlyweds. The 2011 award recipients represent the top five percent of Wedding Wire's vendor community, which consists of over 200,000 local wedding professionals throughout the US and Canada.


• Professional DJS with 20 years of experience (Dressed In Tuxedo)
• Professional DJ Equipment (Backup Same Quality) With Cordless Microphone
• Complete Music Collection (Includes Ceremonial & Cocktail)
• Create “Your” Online Music Play List With Over 60,000 Songs!
• Complete On-Line Event Forms To Help Plan Your Wedding Day or Special Event!
• Unlimited Email Communication To Your DJ
• Consultations To Finalize Your Wedding Details
• We Are Known For Working Professionally "Behind The Scenes" With Your Other Vendors To Ensure You Will Not Be Approached On Your Wedding Day! Very Approachable For Taking Requests, If A Bride Has A "Do Not Play List" We Simple Do Not Bring That Song!

If you would like to schedule an appointment ,or to receive our media kit please call our office at (800) 974-1800 or 239.573.2695, cell 617.943.9092 e-mail with any questions.


DJS Mediterra Beach Club Bonita Springs, FL
Matt & Jessica April 30, 2010
Mediterra Beach Club Bonita Springs, FL
Photo by Luminaire Photo



Chill-Will DJS Inn On The 5th Naples FL
Matt & Jessica May 18th 2007
Inn On The 5th Naples FL

Chill-Will DJ at Boca Royal Country Club Englewood fl


westin cape coral resort


Westin Cape Coral Resort at Marina Village




We highly recommend Bill and Chill Will Dj services! What a pleasure to work with!! Very flexible and accommodating. We had a lot of last minute changes/updates and Bill was so great about it and went with the flow. Everything from the ceremony music to the reception was perfect. Don't hesitate to book for your wedding!!!!
You wont regret it :)

Bill- thank you so much for being a part of our day - and for staying the extra half hour! We loved the CD favors you made and have been listening to our copy all the time! :) Thanks again!



Thanks again for everything. I think everything went wonderful and you guys did a excellent job. If I know of anyone getting married in Naples or surrounding Southwest Florida areas I will send them your way.



This is the second wedding that Bill has done for our family this year. He did a wonderful job and made everything extremely easy. He has happy to work with our military son who is stationed out of state and his bride who lived in another state, even though it was more difficult for him. Chill-Will is awesome!

Lindy & Michael
Boca Royal Golf & Country Club Englewood, FL




Bill is a great DJ! He played exactly the type of music that we wanted for the wedding and really made the planning process easy. We were also able to rent uplighting through him and it really made the reception complete! I was VERY happy with the music for the wedding.

The Westin Cape Coral Resort at Marina Village


Uplighting for Weddings and Enhance Your Wedding or Event

uplighting ft myers fl.southwest fl uplighting uplights
Uplighting brings your wedding to life, dresses, your flowers and the room will all work together to create an inviting entertaining space.
The secret lies in the type of lighting, where to place the lighting, and using it to enhance and boost the already beautiful aspects of your wedding venue.

Uplighting is the art of painting with light to create a truly magical background for the most beautiful and well planned days of your lives together as a couple.

Uplighting Information

Corporate Game Show Hosts

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Game Shows - Add a dose of healthy competition…

Survey Says
Based on Family Feud, this game pits contestants against each other in a contest to name the most popular responses to survey questions. You can supply your own questions or use ours in this raucous game that is sure to delight the crowd as much as the contestants.

Game Show Mania
Based on the Jeopardy! television show, Game Show Mania tests players’ knowledge with a series of trivia questions on topics such as history, literature, and pop culture. Contestants play as teams or individuals, and you can supply your own questions or use ours.

Take It Or Leave It
In this crowd pleaser, “Deal or No Deal” meets “Are You Smarter than a Fifth Grader.”

Ballroom Blitz
Ballroom Blitz consists of rounds of trivia and physical challenges, where teamwork and communication are vital to success. This is a great game to form a dominating team, have fun, and win some great prizes.

Climbing the Corporate Ladder
TRIVIA TRIVIA TRIVIA....try to outsmart your coworkers as you attempt to 'CLIMB THE CORPORATE LADDER'. This multiple choice game show combines Green and Corporate Business questions with old reliable geography, history, television, movies, literature, sports and more. We also encourage you to provide us with company and industry related questions to be mixed in throughout. Each team or individual starts out as an intern and attempts to climb the ranks and become the chairperson. Every correct answer brings you closer to the top. This game show is fun, fast paced, and easily customized for any size group. See if you have what it takes to make it to the top.

Chill-Will DJS and MC’S offer a variety of entertainment solutions for our business clients.
From company picnics, conventions, and holiday parties to trade shows, award ceremonies, and more, Chill-Will DJ Service creates an atmosphere synonymous with your desired goal or theme, ensuring your corporate function is a huge success.

Uplighting Lighting and Prop Package Avaiviable


wedding cd favors
CP'S Final Touch Wedding CD Favors: Wedding CD Favors, CD Favors for Weddings,
Bar/Bat Mitzvahs, Corporate Events, wedding Anniversaries, Class Reunions and Fundraiser's

Book your event with Chill-Will DJ Servivce and receive a 20% discount on CD Favors

Southwest Bridal shows and Expos

Chill-Will DJ’s Proudly Now Serving Southwest Florida:
Naples,Port Charlotte, Punta Gorda, North Port, Englewood, Arcadia, Boca Grande, Cape Coral,
FT. Myers, North Fort Myers, Rontonda, Sarasota, Osprey, Venice, Bonita Springs, Sanibel Island, Captiva Island, Estero

Marco Island, Alva, LaBelle and Lehigh Acres all of Southwest Florida
License and Insured - Member of Association for Wedding Professionals International

God Bless America

Call to reserve your requested DJ 800.974.1800

Boston Massachusetts/ New England 617.943.9092 - Southwest Florida 239.573.2695



Take a minute and check if we are available for your next big event!! No obligation to check availability!!

southwest djs

We Accept All Major Credit Cards


Coming Soon Southwest Florida Wedding Guide

Coming Soon...The Southwest Florida Wedding Guide. Southwest Florida's newest and most comprehensive wedding planning directory. Couples can find the vendors that will make their dreams reality. From choosing your formal wear to selecting your reception location - to relaxing on a private beach for your romatic ceremony and your honeymoom! Please check back with us as we complete our online guide serving all of Southwest Florida