- Ra Sonic
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- Rabo de Galo
- Radical Mood
- RadikalClub
- Radio Babylon
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- Radio Bistro
- Radio Kolectivo
- Radio Revuelta
- Radio Rocksteady
- Rafa Shine
- Rafiki
- Rage Against the Marmottes
- Raggamuffin Men
- Raise the Bridges
- Raiz da Videira
- Raiz Reggae Music
- RAJEM
- Rambanbám
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- RAMM TAMM TILDA
- Rancid
- RANCID
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- Ranking Roger
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- RAZAS QUE AMENAZAN
- Raztlan
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- Ready Steady
- Reality Mug
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- Rebel A Zion
- RebelSkaClub
- RECICLAJE CUMBIA SKA
- Red Five Point Star
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- Refrigerators
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- Reggaedemmi
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- Rey Aventurero
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- REzA
- RFC
- Rhoda Dakar
- Rhythm Doctors
- Riana Khan
- Ricci Tensor
- Richard
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- Richie Stephens
- Richie Stephens & The Ska Nation Band
- Rico
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- Rico and Co.
- Rico Rodriguez
- RIDDIMATES
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- Ringišpil
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- Rocio Igarzabal
- Rockabye Baby!
- Rocket Ship
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- Rocksteady Fred
- Rocksteady Sporting Club
- Rocky Leon
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- Rodrigoso
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- Roka Hueka
- Roland Alphonso
- Rolando Random & The Young Soul Rebels
- Roller Starter
- Romeo Rocha
- ROMERO OFICIAL
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- Rones & Shop
- Ronkatonk
- Root Diamoons
- Root System
- Rootdown
- Roots of Creation
- Rootvälta
- Rope Inaugural
- Roselia Ghita
- Rosemann
- Rotterdam Ska-Jazz Foundation
- ROUGHHOUSE
- Roy de Roy
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- Roy Richards
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- Royal Club
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- Ruta Alterna
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- RX Bandits
- Ryan Problems
- RZMGN