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JUNO Award-winning artist Sammy Jackson is an emerging Jamaican-Canadian singer-songwriter recognized for her distinct sound, fusing elements of Jazz, R&B and Pop. Growing up, she regularly found opportunities to perform and develop as a musician, which led her to pursue a Bachelor of Music in Performance specializing in Jazz Voice from the University of Toronto. 

As a rising presence in Toronto and Niagara, Sammy has performed at notable venues and events such as the Glenn Gould Studio, TD Toronto and Niagara Jazz Festivals, The Rex Hotel Jazz and Blues Bar, Luminato, and TIFF Bell Lightbox to name a few. In addition to performing and leading her own band, Sammy has shared the stage with renowned musicians such as Barbra Lica, Robi Botos, Rich Brown, and Larnell Lewis.


This year, Sammy Jackson’s latest release With You won a Juno Award for “Vocal Jazz Album of the Year”. This project is a 5-track EP featuring original compositions in collaboration with vocalist and songwriter Jacqueline Teh. It showcases music that is honest and relatable while exploring themes of vulnerability, broken relationships, and love. Sammy’s distinct approach to songwriting captivates a diverse audience through her blend of Jazz, R&B, and Pop. Additionally, With You features some of Canada’s most outstanding musicians, including Tom Fleming, Chris Pruden, Mark Godfrey and Ian Wright.

2021 JUNO Award Winner  Vocal Jazz Album of the Year
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Tropical Leaves

September 12, 2021 at 7pm


(Campbellford, ON)


September 8-11, 2021 at 8:30pm

The Rex Hotel
(Toronto, ON)


August 27, 2021 at 9pm

In The Soil Arts Festival 
(St. Catharines, ON)

August 1, 2021 at 5:30pm
TD Niagara Jazz Festival: Emancipation Day Event

July 27, 2021
Play The Parks: Jazz Bistro

July 9, 2021
TD Toronto Jazz Festival: Summer Concert SeriesJazz.FM91


June 2nd, 2021
CBC Music in Studio at the Junos: The Jazz Session


April 30th, 2021

Waveland: Everbloom Virtual Music Festival

September 3rd, 2020

With You EP Pre-Release

Jazz Bistro

February 6th, 2020

Jazz.FM91: One-Stop Jazz Safari

Lula Lounge 

Previous Shows:

Upcoming Shows:

October 9, 2021 at 8pm
BSMT 254

(Toronto, ON)

October 16, 2021 at 7:30pm 
FirstOntario Performing Arts Centre

(St. Catharines, ON)

Photography by Vanessa Paxton
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Photography by Vanessa Paxton
press to zoom
Photography by Vanessa Paxton
press to zoom

Feel free to send me a message regarding bookings or collaborations. Looking forward to hearing from you!

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© 2021 Sammy Jackson