Just before the summer concludes, the Trinbago Toronto Festival will paint Toronto red, black, and white, bringing rich flavours, vibrant culture, and island vibes of Trinidad and Tobago to the Nathan Phillips Square from September 5th to 7th.
Edward Chiazor
After its incredible last year, Roadmap to Billions Toronto 2025 returns for its second edition on October 5th and 6th, providing two unforgettable days of connections, community, conversations with leading entrepreneurs and investors, powerful workshops, and dynamic networking experiences.
Toronto’s longest-running street festival, Cabbagetown Festival, makes its return to Toronto on September 6th and 7th to Parliament Street (from Gerrard to Wellesley) and Carlton Street (from Parliament to Seaton), with more food, music, shops, performers, and family-friendly fun than ever!
Toronto is about to get more stylish this weekend with the return of African Fashion Week 2025, a showcase of African-inspired fashion in Toronto from August 22nd to 24th at various venues in Toronto, culminating in a vendor expo at the Sankofa Square.
Here is our round-up of fun things to do in Toronto this weekend, August 21st to August 24th, 2025.
Toronto’s first alcohol-free music festival, Sunflower Garden, will take place on August 23rd at the beautiful Campbell’s Cross Farms ( Just an hour drive from Toronto), where the music stage is fully immersed in a field of Sunflowers in full bloom, providing a full day of music, wellness, community, and fun
Get ready to immerse yourself in the unique sounds of Toronto’s emerging artists this weekend as the No Song No Surprises Music Festival (NOS!) makes its return to Toronto on August 17th at The Imperial Pub!
This weekend, UpFRONT Festival, an Indigenous-led festival, makes its return to downtown Toronto, providing 3 days of arts, music, culture, and community from August 15th to 17th across Berczy Park and Scott Street in the heart of downtown Tkaronto
Wassabi Collective, the high-energy tribal funk group that became a cult favourite across Canada’s festival circuit, is officially back and bringing the heat to Toronto’s The Rivoli venue this weekend on August 16th at 10:00 pm