The allure of calypso music: a journey into the world of passionate Caribbean classics

Obeah WeddingMighty Sparrow

Mighty Sparrow – Obeah Wedding (With Lyrics)

A gem of a song that blends heartwarming satire and humor, like the gentle sunshine melting into the Caribbean Sea.

The Mighty Sparrow, a leading figure of Trinidad and Tobago, masterfully uses the folk practice of Obeah as its theme.

Released in 1966, the piece lovingly portrays a woman yearning for love, set to a lively calypso rhythm.

It deeply moved audiences across the Caribbean, winning the Road March title at that year’s carnival.

Covered by many artists—including Denis Sindrey and Anslem Douglas—it remains a timeless classic.

Here’s a track you’ll want to enjoy by a sun-drenched seaside, carried by a pleasant ocean breeze.

Mary AnnRoaring Lion

Roaring Lion – Mary Ann (original)

A masterpiece born from the rhythms of the Caribbean and bathed in sunlight.

Recorded in 1945 by Rolling Lion from Trinidad and Tobago, this work is a gem that blends playful lyrics about women working by the seaside with a soothing calypso groove.

The characteristic humor of calypso and its heartwarming melody harmonize beautifully, evoking blissful moments spent by the beach.

In the United States, Terry Gilkyson and the Easy Riders’ 1957 cover reached No.

4 on the Billboard chart, while the Hilltoppers’ version climbed to No.

3.

With a breezy freshness like a gentle sea wind, this piece is perfect for times when you want to feel free and open—such as summer drives or holiday BBQs.

Small Island CarnivalThe Mighty Spoiler

The Mighty Spoiler – “Small Island Carnival”

This calypso track features a cheerful, uplifting melody that evokes the sunshine of the Caribbean.

Hailing from Trinidad and Tobago, Mighty Spoiler was a leading singer of calypso’s golden age in the 1940s and 1950s, renowned for his satirical lyrics and rich sense of humor.

This piece skillfully weaves together the splendor of island carnivals with sharp social commentary and is included on the album “Unspoilt.” It showcases the essence of an artist who won the Calypso Monarch title three times—in 1948, 1953, and 1955.

Recommended for anyone who wants to experience Caribbean culture through lively music.

WhenKing Short Shirt

King Short Shirt – When

King Short Shirt is a singer from Antigua who has been active since 1962.

He is known as the longest-running and most successful calypsonian in Antigua.

This track is included on the album “Ghetto Vibes,” released in 1976.

DifferentologyBunji Garlin

Bunji Garlin – Differentology

Bunji Garlin is a reggae and soca artist from Trinidad and Tobago who has been active since 1999.

This track was released as a digital download in 2012.

It was highly praised by many soca music fans and critics, and it reached No.

9 on the iTunes World Music Chart.

Jean and DinahMighty Sparrow

The Mighty Sparrow – Jean and Dinah

Mighty Sparrow is a calypso singer-songwriter and guitarist who has been active since 1949.

He is the most famous and successful calypsonian and is known as the “Calypso King of the World.” This track became an international hit in 1956.

Mr. BissessarDrupatee

Drupatee – Mr. Bissessar

Drupatee Ramgoonai is a soca musician from Trinidad and Tobago.

In 1987, she coined the term “chutney soca” to describe a new musical genre.

This track features a sound that incorporates elements of reggae into calypso and soca.