The UP Express Guide to Pride 2026
Published: June 1, 2026
At UP Express, we proudly support your journey and ensure safe connections for our international visitors to the vibrant 2SLGBTQ+ communities throughout the city.
This year's Pride festivities will occur from June 1st to June 30th, culminating in the iconic Pride Parade on June 28th. Most events will be centred around the Church-Wellesley Village. With just a quick 28-minute ride from Pearson Airport to Union Station and trains departing every 15 minutes, getting to Toronto for Pride has never been easier.
Celebrate with others by taking advantage of our Group Pass, offering fantastic savings of up to 36% on one-way fares for groups of 3-5 travelling together between Pearson Airport and Union Station in downtown Toronto. Join us in celebrating diversity and inclusion as we highlight the rich tapestry of experiences that make Toronto a welcoming destination for all.
The 2026 Pride Toronto Parade
This year’s Pride Parade in Toronto promises to be a vibrant celebration of diversity and inclusion on Sunday, June 28th, at 2:00 PM. As we come together to honour the LGBTQI+ community, Metrolinx will be participating in Pride Toronto’s parade activation, including the wrapped EV bus and support vehicle.
Getting to the parade has never been easier for those coming from out of town! The UP Express offers a hassle-free way to travel to and from the city, allowing you to focus on enjoying the celebrations without the stress of driving.
Must-see highlights:
Pride Pool Party with Juicy Love Lion and Athena Dion
Date: June 18 at 6 PM
Location: Cabana Poolbar, 11 Polson St, Toronto, ON M5A 1A4, Canada
Make a splash at one of Pride Month’s hottest events, the Pride Pool Party! Head to Cabana Toronto for a vibrant Mykonos-inspired pool party featuring electrifying DJs, drag performances from RuPaul’s Drag Race stars Juicy Love Dion and Athena Dion, refreshing drinks, and an unforgettable atmosphere celebrating love, inclusivity, and community. Dress in your best poolside look and get ready for an evening of sun-soaked fun and Pride celebrations.
PRESTO Perk: Save 15% on tickets with PRESTO Perks by using promo code PRESTO15 at checkout.
Drag Ball
Date: June 27, 2 PM-11 PM
Location: TD Main Stage at Nathan Phillips Square
Experience the biggest drag celebration of Pride weekend at Nathan Phillips Square, at the Drag Ball. This free, all-day spectacular features more than 70 drag performers from Canada and around the world, including stars from RuPaul’s Drag Race, Canada’s Drag Race, King of Drag, Call Me Mother, and more. Expect dazzling costumes, high-energy performances, incredible talent, and an unforgettable atmosphere as some of the best Drag Kings, Things, and Queens take the stage for nine hours of non-stop entertainment.
The Prideful Sinners
Date: June 27, 7-8PM
Location: OLG Central Stage
The Prideful Sinners will steal the spotlight with their dynamic routines that blend humour, elegance, and striking visuals. Known for their unforgettable performances, this talented troupe knows how to create an electric atmosphere that captivates audiences and leaves them wanting more. This set at the vibrant OLG Central Stage promises to celebrate sensuality, artistry, and pride.
Blockorama
Date: June 28, 2-11 PM
Location: Mill Street Wellesley Stage
Pride Toronto’s longest-running and largest stage was born from a vital need for representation and celebration of African, Black, and Caribbean LGBTQ community members during the annual Pride festival. This year, join Blockorama at the Wellesley Stage for a day filled with powerful performances, inspiring stories, and a vibrant showcase of talent that highlights the richness of these cultures within the LGBTQ community.
Closing Night
Date: June 28, 2-11 PM
Location: TD Main Stage at Nathan Phillips Square
Wrap up Pride Month at Pride Toronto’s Closing Night celebration at Nathan Phillips Square. Enjoy an electrifying evening of live music, performances, and community celebration, featuring BR House artists RAFA, KAIA, and HEL-D. We’re especially proud to highlight that Metrolinx’s Pride 365 Co-Chair, Rafael, will be taking over the decks as a DJ during the festivities. As a valued member of our Pride community, we’d love to spotlight Rafael’s performance and encourage customers to ride GO Transit to join the celebration in downtown Toronto.
From Toronto to the world:
At UP Express, we connect you to the heart of Toronto and support the vibrant 2SLGBTQ+ communities and the exciting events throughout June. Your journey with us is more than just transportation; it celebrates the rich experiences that unite us all. Whether you're coming from near or far, we are dedicated to making your travels safe and enjoyable.
Let’s continue to spread pride, both in Toronto and beyond. We look forward to welcoming you on board and celebrating together at this year’s festivities.