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Toronto, ON 
Steel Drum Player / Calypso Band 
58 miles from Waterloo 
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…”
Cleveland, OH
Singing Guitarist / Calypso Band
148 miles from Waterloo
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!”
Offers Virtual Services
Farmington, MI
Caribbean/Island Music / Calypso Band
160 miles from Waterloo
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,…
Washington, DC
Steel Drum Band / Calypso Band
Serves Waterloo
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.…”
Offers Virtual Services
Philadelphia, PA
Steel Drum Player / Calypso Band
Serves Waterloo
21 Verified Bookings Michele J. said “Great! Outstanding!!”
Philadelphia, PA
Caribbean/Island Music / Calypso Band
Serves Waterloo
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…”
Offers Virtual Services
Chicago, IL
Steel Drum Player / Calypso Band
Serves Waterloo
4 Verified Bookings Lynn W. said “Many guests enjoyed the music!”
Offers Virtual Services
Manhattan, NY
Steel Drum Player / Calypso Band
Serves Waterloo
30 Verified Bookings Seth H. said “Caribbean Connection was terrific. He was on-time, professional, and his music was terrific. Highly recommend using them!”
Offers Virtual Services
Manhattan, NY
Steel Drum Player / Calypso Band
Serves Waterloo
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.”
In the past year, Calypso Bands have sent 279 quotes to event planners
Calypso Bands rank #231 in popularity out of 545 categories on GigSalad
107 Calypso Band reviews on GigSalad with an average rating of 5 stars
From request to booking, it takes 4.4 days (on average) to hire a Calypso Band
for Calypso Band requests in Canada
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.
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