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About

On WeddingWire since 2010

Ready for the party of a lifetime?

The Headliners Band is the top professional event entertainment provider in Florida. Our 13-piece band features five very select vocalist entertainers who are ready to bring you the party of a lifetime! The members who make up the band are the key element to any group and we are always exactly as seen and heard on our website and demo - no "bait & switch" tactics here! We perform throughout our home base of Florida and have performed for weddings and corporate events all over the world including Spain, Greece, Mexico, Peuto Rico, Aruba, Jamaca, The Bahamas, and more! We have performed nationally in New York, New Jersey, Ohio, Detroit, Virginia, Washington DC, New Hampshire, Texas, and Kentucky. Check out our website and video and send us an email today. Our clients can feel comfortable that they are coming directly to the source and that we are a single group dedicated to the success of their event (not an agency that may book the same named "band" several times on any given date - buyers beware!)


Services Offered
The Headliners Band is highly experienced performing at weddings, corporate events, gala's, fundraisers, parties, and other special events. We can handle all of the emcee duties and can assist with the flow of events. We are a boutique group that specializes in upscale, very high quality, rehearsed, and polished entertaimment. We have done our share of celebrity weddings that include sports stars, TV stars, music stars, and political fiugures and have enough class to not exploit our VIP clients. We never lose sight that all of our clients are VIP's in their field and your event is our top priority. This group of professional entertainers can play everything from all your old school favorites to today’s top hits with a heavy emphasis on fun! We are available for distinguished weddings and corporate events throughout Florida including Miami and South Florida, Naples, Palm Beach, Orlando, Tampa, and Jacksonville.

Frequently asked questions

Which of the following are included in the price?

Learning New Songs
Lighting
MC
Music During Breaks
Reception Music
Sample Performances
Sound/PA System
Travel Expenses

Which of the following are included in the package?

Learning New Songs
Lighting
MC
Music During Breaks
Reception Music
Sample Performances
Sound/PA System
Travel Expenses

Are you an agency or a band?

Band

How many musicians are in your band(s)?

7+

What genres of music does (do) your band(s) play?

Acoustic
Big Band
Blues
Classic Rock
Country
Dance
Funk
Hip Hop
Jazz
Latin
Motown
Oldies
Pop
Punk Rock
R&B / Soul
Reggae
Rock
Swing

What music services do you provide?

Cocktail Hour Music
Learning New Songs
MC
Reception Music
Music During Breaks
Sample Performances
Vocals
Liability Insurance
Willing to Travel

What items are available?

Lighting
Microphones
Sound/PA System
illustration notebook

Any other questions?

Reviews of The Headliners Band

We're all about trust. Our community relies on honest reviews to help you make those big decisions with ease.
5.0 out of 5 rating
WeddingWire Couples' Choice Awards 2025 Winner
5.0 out of 5 rating
173 reviews
99% recommend it
  • 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
    4.9 out of 5 rating
This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

Review summary

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The Headliners band receives glowing reviews for their exceptional performance at weddings, with multiple guests praising their talent, energy, and ability to keep everyone on the dance floor all night. Clients highlight the seamless transitions, diverse song selection, and personalized touches provided by the band, creating a vibrant and unforgettable atmosphere at each event. Bob, the band's contact person, is consistently praised for his professionalism, responsiveness, and helpfulness throughout the planning process, contributing to the overall success of the wedding celebrations.

Review summary

Powered by AI
This AI-generated summary gives you a snapshot of the overall ratings and feedback from the reviews this vendor has received.

The Headliners band receives glowing reviews for their exceptional performance at weddings, with multiple guests praising their talent, energy, and ability to keep everyone on the dance floor all night. Clients highlight the seamless transitions, diverse song selection, and personalized touches provided by the band, creating a vibrant and unforgettable atmosphere at each event. Bob, the band's contact person, is consistently praised for his professionalism, responsiveness, and helpfulness throughout the planning process, contributing to the overall success of the wedding celebrations.

L
Lorraine Z. Sent on 01/17/2025
5 out of 5 rating

Amazing Band!

We hired this band for our daughters wedding - they were SENSATIONAL!!!!! Their upbeat tempo and energy made the wedding - I couldn't recommend them more - super easy to work with and clearly professional - all our guests asked for their contact info - truly an AMAZING band.
Kerianne
Kerianne M. Sent on 12/26/2024
5 out of 5 rating

Best Wedding Band Ever!

Our guests cannot stop talking about The Headliners! The band went above and beyond on our wedding day, and made it the best night ever. They are so incredibly talented, professional, and FUN! Everyone was on the dance floor the entire night & they played our first dance song & parent dance songs perfectly. They even learned a new song and let my dad perform on stage. Nobody was sitting down at our wedding, and they had us crowd surfing by the end. Bob was also amazing to work with, he was so responsive and accommodating. I cannot recommend The Headliners band enough!!
Mackenzie
Mackenzie W. Sent on 11/19/2024
5 out of 5 rating

Phenomenal

The Headliners Band made our wedding absolutely unforgettable. The energy, talent, and passion they brought to the evening was beyond anything we could have imagined. Everyone is still raving about how phenomenal the band was—from the seamless transitions to the perfectly curated setlist, they truly made the party extraordinary. Watching our family and friends on the dance floor, completely immersed in the music, was one of the greatest highlights of our night. They really went above and beyond to make our celebration so special. The atmosphere was vibrant, joyful, and full of love, and we’ll be forever grateful for the role they played in our big day.
illustration message review

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Awards

173
WeddingWire Couples' Choice Awards 2025 Winner
WeddingWire Couples' Choice Awards 2024 Winner
WeddingWire Couples' Choice Awards 2023 Winner
WeddingWire Couples' Choice Awards 2022 Winner
WeddingWire Couples' Choice Awards 2021 Winner
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

Real Weddings

Tui & Tiffany
30 photos · 03/05/2016
Kip & Courtney
25 photos · 07/12/2015

Deals

Team

Bob Schilling
Bob Schilling
Owner

Professional Network & Endorsements

7 Endorsements
Signature Events by Abby Signature Events by Abby Wedding Planners

One of my clients introduced me to this band and their manager Bob Schilling. We were going to perform initially on a yacht. My clients decided to contract with a different venue and signed contract with The Headliners band for their wedding. From initial contact until the very end of wedding reception, management and entertainers were incredible. Bob responds in a timely manner, and is flexible when specific requests are made by clients. He works with planners to make sure his band and schedule of events stay on track. Most importantly, the synergy, talent and music performed on wedding day was amazing and kept everyone on the dance floor. I would definitely work with Bob and entertainers at another event: wedding, social or corporate. Thank you for keeping everyone happy and on the dance floor!

A Chair Affair A Chair Affair Wedding Rentals

The Headliners is one of the best bands in Florida! They’re so talented, always sing the best, most popular songs, and are perfect for almost any event – corporate events, parties, and weddings. Give them a listen!

The Resort at Longboat Key Club The Resort at Longboat Key Club Country Club Weddings

This band blows the doors off the place! Love them!!

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