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This past July, for six fun filled weeks, the Islandboys were chosen to perform live every Friday on the Home Shopping Network’s Summer Tropical Party featuring Jimmy Buffets Margaritaville product line.
Steel Drum Wedding

Steel Drum Music - Wedding

Island Mermaids

Gigmasters Lifetime Award

One of the most outstanding members of The Bash for 2020!

One of

Gigmasters Best of 2017

Gigmasters Best of 2011

Gigmasters Best of  2013

Gigmasters Best of 2012

Gigmasters Best of

Gigmasters Best of

Steel Drum Music

Island Boys Steel Drum Band - Tropical Sound of the Tampa Bay Area

The Island Boys perform tropical steel drum band music from Jamaica and the Caribbean Islands. Pop songs old and new, played with a tropical feel, is perfect for that beach wedding, party, or corporate event.

Single, duo, trio, or quartet prices available upon request. Vocals Optional.
The Islandboys carry one million dollars worth of liability insurance that most resorts now require.
Voted The best Caribbean Entertainment Concept in the Tampa Bay Area. 2008-2009

The Island Boys Steel Drum Band has earned the top position as preferred vendor at such fine resorts as:

The Vinoy - St. Pete,Fl Steel Drum Band The Sirata - St. Pete Beach,Fl Ritz Carlton - Sarasota,Fl The Biltmore - Bel Air,Fl Saddlebrook - Tampa,Fl. Island Music Shephards - Clearwater Beach,Fl. Island Music Longboat Key Country Club - Sarasota,FL Island Music The Sandbar - Anna Maria Island,Fl Island Music Marriott - Marcos Island,Fl / Tampa,Fl Steel Drum Band Tradewinds - St.Pete Beach,Fl Steel Drum Band Grand Hotel - St.Pete Beach,Fl Steel Drum Band Don Cesar - St.Pete Beach, Fl

The Island Boys Steel Drum Band Plays Other Top Local Venues -

steel drum What Clients Are Saying About The Island Boys

Hi Winston,

I just posted my review of your gig with us on November 3rd. My apologies for the delay. It has been a very crazy, but good few weeks since our trip to Captiva. Of course I gave you a great review. We loved having you at our family birthday party! I thank you for being such a fabulous addition. All of us really appreciate how warm, friendly and talented you are. Thank you, thank you for your great gig! Everyone is still talking about it. And, Dennis and Max have a birthday memory to last forever.

From our family to yours, best wishes for a very Happy & Healthy New Year!

Warmly, Wendy & Dennis Moss
Steel Drum

The Island Boys Band - Tropical Island, Steel Drum (pan) Music - Tampa Bay Area - Florida. The Islandboys were excellent. My guests were very pleased with their performance and professionalism. They were courteous and very accommodating. I recommend the Islandboys to anyone looking to hire a steel drum band. I will use them for my next party next year.

Dorothy N.
Treasure Island, Fl
Steel Drum
I would like to recommend the Islandboys as fun, professional and courteous band foe any occasion. The Islandboys; Winston, Jesse and Josh recently performed a private birthday party I hosted for a family member. They did an excellent job and added to the party's atmosphere. They were willing to work with us on details to get us what we wanted and what could work for them. They were extremely organized and made the booking process fast and easy. They had a large list of material, coordinated toasts, and other speeches so the party was seamless. The set up was on time and quick, music amazing and over all experience was great.

Melissa Mekdeci. Lutz, Fl
Steel Drum Band
Joshua's music produced the exact ambiance and emotion I sought to evoke for the day. Thank you for adding the most perfect touch for our wedding. I could have not been more pleased with your performance and professionalism! Of all the people referred for our wedding, yours was the only one that exeeded our expectations.... and we thank you.

Deanna Danial
Steel Drum Band
Jesse of the Island Boys was fantastic. My party was a total success and Jesse provided absolutely the best music for my birthday party - Tropical Nights - Caribbean Style. His music was perfect. I've gotten many phone calls saying that my party was the best that many had ever attended. And, of course, everyone wanted to know how to reach the Island Boys should they want entertainment for their own Island Party! Great!

Karen Lyons Punta Gorda, FL
Steel Drum Band
The Island Boys did a wonderful job playing at my beach wedding. Many guests came up to me and stated how cool it was that he could play Canon in D and other traditional wedding songs on the Steel Drum. Thanks for making our wedding unique! --

Hannah M, Saint Pete Beach, FL,
Steel Drum Band
Hiring the Island Boys was the smartest thing I did for my party -- by far. They set the stage for the event, and filled my backyard with music that transported us to the "Islands". I heard from others who want to hire them!

Jennifer M, Sarasota, FL,
Steel Drum Band
Wonderful job! Winston was so nice and pleasant to do business with. Everyone loved the steel drum music at our wedding. We will definitely hire them for future events. Thank you! --

Morganna F, St Pete Beach, FL,
Steel Drum Band
We were very pleased with the performance and professionalism of Josh (our performer) and Winston his dad, with whom we made arrangements. The music was wonderful - exactly what we wanted. Josh and Winston worked with us on the song list, the duration of the gig, and the special song requests for our daughter's birthday. The party was so successful, we extended him an hour on the spot and the guests were begging to keep him all night. We would have, but it was Josh's anniversary, so we reluctantly let him go home! We had a wonderful experience with Josh, very polite, easy going and talented! Great steel drum player! --

Jodi G, St Pete Beach, FL,

Steel Drum Band