Islandboys - Steel Drum Band - Gulfport, FL - Hero Main
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Islandboys Steel Drum Band from Gulfport, FL

Will travel up to 500 miles

  • Avg 5.0 | 179 Reviews
  • 299 Verified Bookings
  • Member Since 2008
  • 15 Awards & Badges
  • Accepts Online Payment
  • Starting at $300 per event

About Vendor 

Learn more about this vendor for your event.

The Island Boys Band Inc. is a family business consisting of Winston and his two sons Joshua and Jesse. They perform tropical steel drum music from Jamaica and the Caribbean Islands. Pop songs old and new, played with a tropical feel, perfect for that beach wedding, party, or corporate event. Have one of the best steel drum players in the area, add that "Magical Caribbean Flavor" Performing in the Tampa bay region for 20 years, The Islandboys have established a professional reputation that is unmatched. They use the highest quality sound equipment and their pans are from master pan maker Tom Reynolds of Orlando. Considering a DJ? Then Consider This! The Island Boys can play live Caribbean Island music AND DJ your favorite songs - as well as coordinate and MC the events that makeup your wedding. Winston & The Islandboys Band have played and MC'd many weddings. You can even pre-order special recordinge by your favorite artists to be played at special times. Our Goal is to make you feel like a guest at your own wedding!! (Winston...keyboards- steel drums- vocals) (Josh........steel drums- vocals) (Jesse .....steel drums) single, duo, trio, or quartet prices available upon request.

Services 

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Reviews 

Check out these verified reviews from bookings on The Bash.

Avg 5.0 | 179 Reviews

See all 179 Reviews

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Review by Marci W.

Corporate FunctionReviewed on December 16, 2024From Tampa, FL

Great musician. Played a lot of familiar tunes which my guests loved. Would recommend.

Review by Michael S.

CelebrationReviewed on October 18, 2024From Port Charlotte, FL

The only special request we had was a few selected songs, all were honored with one song that had to be learned before the event. We Highly Recommend

Review by Shannon E.

Casino EventReviewed on June 21, 2024From Port Charlotte, FL

Everyone just raved about Winston and have already asked me when I will book him again, I will be rebooking again real soon!

Awards & Badges 

See why this vendor is top rated on The Bash.

Song List 

Get a feel for the songs performed by this vendor. Contact them directly for special requests.

  • Marry me | train
  • Day-o | harry belefonte
  • Jamiacan farwell | harry belefonte
  • Under the boardwalk | drifters
  • Under the sea | little mere maid
  • Yellow bird
  • Three little Birds | bob marley
  • Jammin | bob marley
  • Over the Rainbow | judy garlin
  • At the Copa | barry manilow
  • Black Magic Woman | santana
  • And I Love Her | beatles
  • Volcano | jimmy buffett
  • What a wonderful World | louie armstrong
  • Stir it up | bob marley
  • Spanish Eyes

Booked Events 

: The Bash Verified Bookings

Upcoming Events

April 24, 2025 • Rehearsal Dinner
Thu5:00 PM - 8:00 PM Clearwater, FL
May 10, 2025 • Wedding
Sat5:00 PM - 6:00 PM Sarasota, FL
June 21, 2025 • Wedding Reception
Sat4:00 PM - 9:00 PM Anna Maria, FL

Past Events

December 13, 2024 • Corporate Function
Fri6:00 PM - 7:00 PM Tampa, FL
October 15, 2024 • Celebration
Tue12:00 PM - 1:30 PM Port Charlotte, FL
September 21, 2024 • Birthday Party (Adult)
Sat4:30 PM - 6:30 PM Tampa, FL
August 18, 2024 • Birthday Party (Adult)
Sun3:00 PM - 6:00 PM Parrish, FL
July 5, 2024 • July 4th Party
Fri12:00 PM - 3:00 PM Reddick, FL
June 20, 2024 • Casino Event
Thu6:00 PM - 9:00 PM Port Charlotte, FL
May 27, 2024 • Private Party
Mon2:30 PM - 4:30 PM Tarpon Springs, FL
May 20, 2024 • Corporate Function
Mon5:00 PM - 7:00 PM Tampa, FL
April 13, 2024 • Private Party
Sat5:30 PM - 8:30 PM Bradenton, FL

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