Toronto’s iconic Jamaica Day festival is back and bigger than ever—now celebrating its 35th anniversary with two unforgettable days of music, culture, and Caribbean pride. Mark your calendars for Saturday, September 6th and Sunday, September 7th, as Brampton Sports Park (7575 Kennedy Rd. South) transforms into the heart of Jamaica in the 6ix.

Gates open at 1:00 PM each day, welcoming festivalgoers to an explosion of non-stop culture, live entertainment, mouth-watering Jamaican cuisine, and pure island energy.

On Saturday, September 6th, international dancehall superstar Mr. Vegas will light up the stage with his infectious energy and chart-topping hits. While on Sunday, September 7th, legendary dancehall icon Spragga Benz will deliver a performance to remember. All weekend long fans will also be treated to the soulful sounds of Anthony Malvo, performing across both days of the festival.

While the performances are a major draw, Jamaica Day is also a celebration of heritage. Attendees can immerse themselves in authentic Caribbean food, artisan vendors, cultural showcases, and the unmistakable spirit of community that has kept this event thriving for 35 years.

Early bird tickets are available now via TicketGateway.

The Fox Theater in Salinas, California (241 Main Street) will be pulsating with rhythms of reggae on Sunday, August 31, 2025, as it hosts the highly anticipated 2025 Reggae Fest. This vibrant celebration of music and culture will feature an impressive lineup of internationally acclaimed artists, alongside food, drinks, vendors, and an array of entertainment.

Headlining the event is Mykal Rose, the Grammy Award–winning voice of Black Uhuru, whose timeless hits have made him a cornerstone of reggae history. Joining him are two other icons—Johnny Clarke, whose roots reggae classics continue to inspire generations, and Prezident Brown, known for his conscious lyrics and powerful stage presence. The bill also includes Kava Jah & The Remedy, Lujan & Militia of Love, and Wicked Paradise, adding their unique sounds to the night’s musical journey. The event will be hosted by Master of Ceremonies Rock Bailey, with several guest DJs keeping the vibe alive between performances.

Doors open at 5 p.m., with VIP ticket holders granted early entry at 4 p.m. This is a 21-and-over event, and attendees must present a valid photo ID at the door. Tickets are available now at tickets831.com.

Two of New York’s most dynamic reggae voices, Dollarman and Winston Irie, are set to bring their signature energy to the legendary Stephen Talkhouse in Amagansett on Sunday, August 24. Located at 161 Main Street, the venue has long been a hub for top-tier live music, and this night promises to be no exception.

The performance will be backed by the Selective Security Band, an accomplished ensemble that includes Winston Irie among its members. Adding to the evening’s lineup, Mesha Steele—a Belizean-born, New York-based vocalist—will deliver a set that blends soulful melodies with Caribbean flair.

Both headliners are arriving with fresh material. Dollarman is currently promoting his latest single, “Where Did Time Go”, released on May 1, 2025. Winston Irie, meanwhile, is spotlighting his track “Unto Thee O’Lord”, which hit streaming platforms in late January. Each artist is expected to bring their new songs to the stage, alongside fan favorites, for an unforgettable summer show. Click here to buy tickets.

Rastafest 2025 marks its 32nd anniversary on August 16 and 17. It will be staged in the Little Jamaica community in Toronto, Ontario, Canada. Stretching along the Eglinton West corridor from Marlee Avenue to Keele Street, the festival honors the neighborhood’s deep cultural roots, which have anchored Toronto’s Black and Caribbean communities since the 1970s.

On day 1 – Saturday, August 16 – the first night will showcase reggae legends and rising stars from 5:00 p.m. to 11:00 p.m. Audiences can look forward to electrifying performances by: Johnny Clarke, Empress Minott, King Ujah, Jakki James, and Barbara Dan.

On day 2 – Sunday, August 17 – the second day, running from 3:00 p.m. to 9:00 p.m., will focus on celebrating the life and legacy of Marcus Garvey, the Jamaican political leader, activist, and cultural icon. The stage will feature powerful spoken word, roots reggae, and cultural performances from: Mutabaruka, Ras Takura, Ragga Jahmari, Mystic Warrior, and the Foundation Sunday Crew.

Rastafest remains committed to accessibility, with free admission for all attendees. The festival offers not only a weekend of world-class entertainment but also an opportunity to celebrate Caribbean heritage, promote unity, and support the cultural heartbeat of Little Jamaica.