About the Sessions Platform - From the Motherlan
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FROM THE MOTHERLAN

THE MOVEMENT.

Rooted in Caribbean culture, SESSIONS brings people together through music, media, and storytelling.

We’re a media and entertainment brand dedicated to building community in Toronto, Canada and across the Caribbean diaspora.

Creating community through connection.

Mission

From day one, SESSIONS has been about creating an authentic space for Caribbean people, by Caribbean people. A home away from home to celebrate who we are, stay connected to the culture, and express our creativity through events, fashion, and media.

Vision

Our vision is to become the leading platform for Caribbean cultural expression. Connecting the diaspora through authentic storytelling, culture, and creativity while celebrating the vibrancy of our heritage worldwide.

THE PILLARS OF OUR BRAND

Style, Sounds, & Storytelling From The Motherlan.

1

EVENTS

From intimate events and pop-ups, to authentic fetes and big stage shows, SESSIONS will always create a space where patrons can experience real Caribbean music & culture.

2

FASHION & MERCHANDISE

Designed in-house, inspired by Caribbean aesthetics and lifestyle, our merchandise blends style, comfort, and heritage.

3

MEDIA PRODUCTION

High-end production that highlights Caribbean creatives through interviews, blog posts, DJ sets, and event recaps. 

Passionate about the mission?

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LATEST MERCH

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Clothing

Sounds By Tee

Clothing

Sessions Basic Tee

CAD$15.00

Clothing

Sessions West Indies Jersey

CAD$100.00

BROWSE SESSIONS TV

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AIKOSESSIONSTV

THE ONE W/ CHEF AIKS
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LIQUID POOL PARTY
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UNDER DE INFLUENCE
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72 HOURS W/ FRIENDS
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THE ONE W/ JORDAN ENGLISH
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THE ONE W/ NOA FAITH

BROWSE STORIES

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DOEJAYWEBSITE

ONES TO WATCH: Doejay’s Boyz 2 Men Taking Over Barbados

He kept his music clean so his grandmother could listen, and turned his coming-of-age story into the #1 album in the country. A look inside the deeply personal, highly intentional rise of Bajan artist Doejay.

Music Blog
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ONES TO WATCH: Mastaa T Number 1 in Trinidad & Tobago

In March 2026, Mastaa T’s “Tea Tea” claimed the #1 spot on Trinidad’s Apple Music Top 100. For a Bajan artist to top the notoriously protective Trinidian chart is unheard of. Behind the streams lies a mysterious persona and a raw Caribbean hip-hop hybrid quietly reshaping the region’s soundscape.

Music Blog
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