Your Guide to the City’s Must-See Entertainment.
September 20, 2026 | Chocolate lovers will have the opportunity to celebrate the final weekend of summer aboard one of Toronto’s most indulgent events. The Chocolate Ball: Cocoa Fever Sunset Cruise returns, offering an evening that combines gourmet desserts, entertainment and spectacular waterfront scenery. Presented...
November 7, 2026 | The Oakville Remembrance Trail Run returns for its second annual edition bringing together runners, families, veterans, and community supporters for a meaningful day of remembrance and connection. Beginning at 10:00 a.m. from Upper Middle Park in Oakville, the event combines scenic...
September 18 – 19, 2026 | Niagara 5000, Canada’s premier luxury automotive and lifestyle show, returns to Niagara Falls, bringing together exotic automobiles, private aviation, luxury hospitality and charitable giving for a memorable weekend in one of the country’s most iconic destinations. More than just...
November 21, 2026 | An evening of fine dining, community spirit and meaningful impact returns this autumn as Homes for Dinner: The Next Chapter brings supporters together in support of one of Toronto’s leading homelessness service providers. The special fundraising event will be held at...
July 8, 2026 | Toronto Summer Music will welcome guests to an elegant evening of live performance, fine dining, and philanthropy when its highly anticipated 2026 Gala takes place on July 8, 2026, at the scenic Hunt Club in Toronto. Following the sold-out success of...
July 26, 2026 | The 2026 Volta Luso Charities event is set to bring communities together once again in support of individuals living with disabilities and their families. Organised by the Luso Canadian Charitable Foundation, the annual fundraiser encourages participants to walk, run or cycle...
October 22, 2026 | The Canadian Opera Company welcomes audiences and supporters to Centre Stage: Ensemble Studio Competition & Gala, a signature fundraising event that shines a spotlight on the future of Canadian opera. Presented at the Four Seasons Centre for the Performing Arts, the...
October 28 and 30, 2026 | Toronto’s most prestigious food and wine fundraiser is set to return this autumn with the 22nd annual UHN Grand Cru Culinary Wine Festival. Known for blending exceptional gastronomy with philanthropic impact, the event supports life-saving research and care at...
June 26 – August 23, 2026 | The Toronto Outdoor Picture Show returns for its 16th season in 2026, once again bringing free outdoor film screenings to parks across the city. Celebrated as one of Toronto’s signature summer events, the festival invites audiences to experience...
September 12, 2026 | Hope Air is once again bringing the community together for its signature fundraiser, This thrilling event invites teams of colleagues, friends, and families to take on the ultimate test of teamwork: pulling a 67,000-lb Porter Airlines aircraft a distance of 75...
