Live Bands > Calypso Bands > Florida Calypso Bands > Orlando Calypso Bands

Why Book A Orlando Calypso Band through GigMasters?

GigMasters helps you hire professional Calypso Bands in the Orlando area. Whether it's a wedding, corporate event, or private party, you'll easily find a qualified Calypso Band in Orlando and throughout Florida. Thousands of professional performers in the U.S. & Canada.
Learn more

... Or Try These Other Entertainers

Performer Sign Up

You are the life of the party. Sign up with GigMasters and start booking more gigs.
Start here

Orlando Calypso Bands

Need help? Learn how to contact these performers

Browse and compare 53 professional Orlando Calypso Bands and Calypso Bands who will travel to Orlando to perform at your event.

Showing 1-10 of 53 Results

Sort by

Page 1 of 6 | Next

1. The Caribbean Crew

(156 Reviews)

Location:: Longwood, FL (12 mi. from Orlando)
Pay Range:: $300-$3500 per event
Member Since:: 2004
Category:: Steel Drum Band / Calypso Band Orlando

***Winner of the Gigmasters Rising Star Award for Top Steel Drum Band in North America*** ***Voted Best Caribbean Band by Orlando Weekly Magazine*** Based in Orlando, The Caribbean Crew is one of the most frequently hired live bands and wedding bands in Florida. We are one of the most popular choices when it comes to live music and we are proud to have some of the top steel drum players, mus... more

2. Orlando Island Party - Steeldr...

(25 Reviews)

Location:: Orlando, FL
Pay Range:: $300-$3000 per event
Member Since:: 2007
Category:: Steel Drum Band / Calypso Band Orlando

****** We Bring Quality Live Music, Energy and Excitment ****** Orlando Island Party(Reggaeparty) provide you wit de real island vibes mon!!! Hardcore or nice easy listening happy music. We gat reggae, soca, calypso, Latin, Zouk, Dancehall,Reggaeton, Top40 etc. like Bob Marley, Ub40, Steelpulse, Shaggy, Inna Circle,Jimmy Buffet, Harry Belafonte, Arrow, Shabba, Sean P... more

3. Kool Vibes Reggae Band

(51 Reviews)

Location:: Deltona, FL (28 mi. from Orlando)
Pay Range:: $350-$3500 per event
Member Since:: 2004
Category:: Caribbean Band / Calypso Band Orlando

Whatever your occasion, KOOL VIBES will make it an island celebration. If you are looking for authentic, feel good Caribbean music, you found us! A happy-go-lucky bunch from the Caribbean, we will travel to wherever you are to share our positive vibrations. Call KOOL VIBES for your next party, wedding or whatever event you're celebrating. Our philosophy is to give a good time and... more

4. Cxp Band

(17 Reviews)

Location:: Brandon, FL (71 mi. from Orlando)
Pay Range:: $300-$3500 per event
Member Since:: 2007
Category:: Steel Drum Band / Calypso Band Orlando

Caribbean Experience Band (aka CxpBand) is one of the Highest Rated!!! and most frequently hired Caribbean Steel Drum Band on Gig masters and the Tampa Bay Area. We are noted for our professionalism both on and off stage. Our collection of performers is some of the most talented in our area and all of Florida. Some of our specialties include Weddings on the beach (or Traditional), Corporate Picnic... more

5. Mello Vibes Entertainment

(33 Reviews)

Location:: Tampa, FL (76 mi. from Orlando)
Pay Range:: $300-$1500 per event
Member Since:: 2007
Category:: Steel Drum / Calypso Band Orlando

Having an authentic entertainer will definitely make your destination dreams come alive!!! Mello's steel drum, the lead instrument in his group, if needed he is backed by two (2) other talented musicians forming the band. From your traditional ceremony, Here Comes the Bride and Recessional March, followed by free flowing steel drum music on your cocktail hour and on to an all out Caribbean par... more

6. Steven Krawczyn's "TropicAllusion"

(1 Reviews)

Location:: Tampa, FL (78 mi. from Orlando)
Pay Range:: $250-$2000 per event
Member Since:: 2008
Category:: Steel Drum Band / Calypso Band Orlando

STEVEN KRAWCZYN (pronounced like ‘crossin’ de street soca-mon) is a one-man MUSICAL ISLAND EXPERIENCE, lithely playing single lead tenor pan (with 5 piece-band backup tracks) while singing your favorite vocals, ranging from classic calypso/reggae to pop-soca, latin-jazz to wedding-ceremonial, and the ever popular Jimmy Buffett tunes. Krawczyn’s professional appearance and attitude adds to any clas... more

7. Island Girl & The Beach Bum

(1 Reviews)

Location:: Tampa, FL (71 mi. from Orlando)
Pay Range:: $250-$1000 per event
Member Since:: 2009
Category:: Steel Drum Band / Calypso Band Orlando

Bickley Rivera, as "Island Girl", brings you the soothing sounds of the tropical steel drums, performing classics such as "Yellow Bird", fun pop tunes like "Tequila!", reggae favorites "One Love" and island songs "Teaser", "Dolla-Dolla". With Bickley's improvisational style, you will enjoy every genre and reminise of your trips to the Caribbean, or just melt away under a Florida coconut tree! ... more

8. Jamm Balaya

Location:: Tampa, FL (72 mi. from Orlando)
Pay Range:: $300-$2000 per event
Member Since:: 2008
Category:: Caribbean Band / Calypso Band Orlando

Jamm Balaya conjures up "heat and spice" and that's what you get from this dynamic steel pan duo. Their specialty is island music and they perform various types of popular music with an island beat. These tunes can be relaxing and soothing or pulsating and invigorating. Listening and swaying, you will be transported to a quiet moonlit beach or the midst of a colorful island carnival. Jimmy is a... more

9. Mr. Charles Entertainment - Ma...

Location:: Tampa, FL (75 mi. from Orlando)
Pay Range:: $850-$3000 per event
Member Since:: 2009
Category:: Variety Band / Calypso Band Orlando

We are live nightclub entertainers. We play and sing different styles of music (popular [Frank Sinatra, Neil Diamond, Lou Rawls], R&B [Marvin Gaye, Lionel Richie, O'jays, Main Ingredient], Jazz [George Benson, Mel Torme, Nat King Cole], Latin [Santana], Blues [BB King],Calypso [Harry Belafonte], among other styles. I'm also a recording artist who still has records on the market. Record and sang... more

10. Islandboys

(20 Reviews)

Location:: Gulfport, FL (98 mi. from Orlando)
Pay Range:: $300-$1500 per event
Member Since:: 2008
Category:: Steel Drum Band / Calypso Band Orlando

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. (Winston...keyboards- steel drums- vocals) (Josh........steel drums- vocals) (Jesse .....st... more

Showing 1-10 of 53 Results

Sort by

Page 1 of 6 | Next

Please note these Calypso Bands will also travel to Winter Park, Lake Jem, Maitland, Goldenrod, Altamonte Springs, Clarcona, Fern Park, Gotha, Casselberry, Ocoee, Windermere, Apopka, Longwood, Winter Springs, Winter Garden, Kissimmee, Oviedo, Oakland, Lake Mary, Plymouth, Chuluota, Killarney, Sanford, Zellwood, Montverde, Lake Monroe, Saint Cloud, Ferndale, Intercession City, Sorrento