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The Best Calypso Bands for Hire in Waterloo, ON

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27 Calypso Bands serving Waterloo, ON
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What Waterloo Users Say

5-star review

“Wonderful” – Krystal C., reviewing Toronto Calypso Band Steeldrum Hu. More reviews

Steeldrum Hu - Steel Drum Player / Calypso Band in Toronto, Ontario
Steeldrum Hu - Steel Drum Player / Calypso Band in Toronto, Ontario

Steeldrum Hu

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4.99 (62)
  • Map pin icon Toronto, ON
  • Vendor category icon Steel Drum Player / Calypso Band
  • Travel distance icon 58 miles from Waterloo
  • Check mark icon 31 Verified Bookings

Jeff F. said “We had Hu and his guitarist out for our annual food event. Couldn't have been more pleased. I was nervous about arrival time given the long drive necessary…”

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Island Troy - Singing Guitarist / Calypso Band in Cleveland, Ohio Featured vendor banner
Island Troy - Singing Guitarist / Calypso Band in Cleveland, Ohio

Island Troy

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5.0 (7)
Top Performer badge
  • Map pin icon Cleveland, OH
  • Vendor category icon Singing Guitarist / Calypso Band
  • Travel distance icon 148 miles from Waterloo
  • Check mark icon 13 Verified Bookings

Jason F. said “Great job by Island Troy. Everyone loved him, and he was spot on with Jimmy Buffett, Zac Beown, etc. Looking forward to booking him again!”

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The Island Guys - Caribbean/Island Music / Calypso Band in Farmington, Michigan

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The Island Guys - Caribbean/Island Music / Calypso Band in Farmington, Michigan

The Island Guys

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4 (1)
  • Map pin icon Farmington, MI
  • Vendor category icon Caribbean/Island Music / Calypso Band
  • Travel distance icon 160 miles from Waterloo
  • Check mark icon 3 Verified Bookings

The Island Guys are a talented Caribbean Steel Drum Band based out of Detroit Michigan The group performs Caribbean Steel Drum Music for all types of events; Parties,…

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Caribbean Vibe Steel Drum Band - Steel Drum Band / Calypso Band in Washington, District Of Columbia
Caribbean Vibe Steel Drum Band - Steel Drum Band / Calypso Band in Washington, District Of Columbia

Caribbean Vibe Steel Drum Band

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4.95 (15)
Top Performer badge
  • Map pin icon Washington, DC
  • Vendor category icon Steel Drum Band / Calypso Band
  • Travel distance icon Serves Waterloo
  • Check mark icon 60 Verified Bookings

Holly M. said “Caribbean Vibe Steel Drum Band played at our house when we got married. They did a great job. Easy on our end. They came and set up and played. Very likeable.…”

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Kristian Paradis - Steel Drums - Steel Drum Player / Calypso Band in Philadelphia, Pennsylvania Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Kristian Paradis - Steel Drums - Steel Drum Player / Calypso Band in Philadelphia, Pennsylvania

Kristian Paradis - Steel Drums

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5.0 (13)
  • Map pin icon Philadelphia, PA
  • Vendor category icon Steel Drum Player / Calypso Band
  • Travel distance icon Serves Waterloo
  • Check mark icon 21 Verified Bookings

Michele J. said “Great! Outstanding!!”

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Raymond Charles/ Caribbbean Authentics - Caribbean/Island Music / Calypso Band in Philadelphia, Pennsylvania
Raymond Charles/ Caribbbean Authentics - Caribbean/Island Music / Calypso Band in Philadelphia, Pennsylvania

Raymond Charles/ Caribbbean Authentics

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5.0 (8)
  • Map pin icon Philadelphia, PA
  • Vendor category icon Caribbean/Island Music / Calypso Band
  • Travel distance icon Serves Waterloo
  • Check mark icon 4 Verified Bookings

Glenn R. said “Raymond played for our event and we could not have been more satisfied! He was on time and even played a little beyond his scheduled time. Our family…”

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Kent Arnsbarger Steel Drum Artist - Steel Drum Player / Calypso Band in Chicago, Illinois Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Kent Arnsbarger Steel Drum Artist - Steel Drum Player / Calypso Band in Chicago, Illinois

Kent Arnsbarger Steel Drum Artist

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5.0 (1)
  • Map pin icon Chicago, IL
  • Vendor category icon Steel Drum Player / Calypso Band
  • Travel distance icon Serves Waterloo
  • Check mark icon 4 Verified Bookings

Lynn W. said “Many guests enjoyed the music!”

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Kareem Thompson / Pan Roots Culture - Steel Drum Player / Calypso Band in Manhattan, New York Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Kareem Thompson / Pan Roots Culture - Steel Drum Player / Calypso Band in Manhattan, New York

Kareem Thompson / Pan Roots Culture

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5.0 (13)
  • Map pin icon Manhattan, NY
  • Vendor category icon Steel Drum Player / Calypso Band
  • Travel distance icon Serves Waterloo
  • Check mark icon 30 Verified Bookings

Seth H. said “Caribbean Connection was terrific. He was on-time, professional, and his music was terrific. Highly recommend using them!”

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DoMo The Jack of All Trades - Steel Drum Player / Calypso Band in Manhattan, New York Featured vendor banner

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DoMo The Jack of All Trades - Steel Drum Player / Calypso Band in Manhattan, New York

DoMo The Jack of All Trades

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5.0 (7)
  • Map pin icon Manhattan, NY
  • Vendor category icon Steel Drum Player / Calypso Band
  • Travel distance icon Serves Waterloo
  • Check mark icon 14 Verified Bookings

Julie W. said “He was great. Played for almost the entire time. Delightful person. Everyone at the party commented on his music.”

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Quick facts
Calypso Bands in Waterloo, ON

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279 quotes sent

In the past year, Calypso Bands have sent 279 quotes to event planners

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231st most popular

Calypso Bands rank #231 in popularity out of 545 categories on GigSalad

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5 out of 5 stars

107 Calypso Band reviews on GigSalad with an average rating of 5 stars

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4.4 days on average to book

From request to booking, it takes 4.4 days (on average) to hire a Calypso Band

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Ontario ranks #1

for Calypso Band requests in Canada

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Calypso Bands in Waterloo, ON


Bring the sound of the islands to your event with live entertainment! Calypso Bands are one of the most sought-after types of bands to play live music at an event. Calypso is a style of Caribbean music which began in Trinidad at the start of the 20th century, and can be the perfect choice for an event where a Caribbean/Calypso atmosphere is needed, such as an outdoor festival, a street fair, corporate event, birthday party or beach party. Calypso became a worldwide craze with the "Banana Boat Song", a traditional Jamaican folk song, released by Harry Belafonte on his album Calypso. Hire a Calypso Band to bring a party atmosphere to any event, complete with dance beats and infectious rhythms! Start your search by selecting a city above.

Some things to consider when hiring a Calypso Band are to make sure you listen to audio and watch video clips. This will ensure that you truly do book the best for your next event! Next, you want to get references. Talk to people in the area about the band and get feedback. Finally, get a contract. Many professional calypso bands require a deposit to secure them at your next event. Make sure to read through the contract carefully before contracting the band for your party. Search for Calypso Bands in Waterloo, Ontario above.

Please note that these Calypso Bands may also travel to Bloomingdale, Conestogo, St Jacobs, Petersburg, Breslau, St Agatha, Heidelberg, St Clements, Wilmot, New Dundee, Maryhill, Baden, West Montrose, Hawkesville, Elmira, Preston, Ariss, Wallenstein, New Hamburg, Hespeler, Floradale, Plattsville, Cambridge, Galt, Ayr, Wellesley, Linwood, Bright, Glen Morris, and Drumbo.

Find Calypso Bands in nearby cities

Kitchener Guelph Stratford Woodstock Brantford Brant
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