Venue
The Pilot
The Pilot, 22, Cumberland Street, Annex, Downtown, Toronto, Golden Horseshoe, Ontario, M4W 1J5, Canada
Keep up with the next gig
Follow this and find it in your account. You need a free account and will return here afterwards.
Located in Toronto’s downtown core, The Pilot is a live-jazz space showcasing a diverse range of performances. Upcoming acts include Rebecca Hennessy’s FOG Brass Band and the Free Spirits Band, highlighting the city’s thriving jazz scene. This intimate venue offers a unique setting for live music enthusiasts to experience Toronto’s vibrant jazz culture.
Plan your visit
- Address
- The Pilot, 22, Cumberland Street, Annex, Downtown, Toronto, Golden Horseshoe, Ontario, M4W 1J5, Canada
- City
- Toronto
- Upcoming shows
- 11
Check times, admission and availability on the event or official venue page.
Upcoming shows at The Pilot
Saturday, October 31, 2026
Jazz - Maurice Gordon’s Tribute to Grant GreenSaturday 31 October 2026 · 01:00 p.m.
The Pilot · Toronto
Buy tickets
Maurice Gordon’s Tribute to Grant GreenSaturday 31 October 2026 · 02:00 p.m.
The Pilot · Toronto
Official event details ↗
Saturday, November 7, 2026
JazzInToronto Presents: Chris Bezant Quartet: Tribute to Django ReinhardtSaturday 7 November 2026 · 01:00 p.m.
The Pilot · Toronto
Buy tickets
Saturday, November 14, 2026
Joel Harbans 487 GroupSaturday 14 November 2026 · 12:00 p.m.
The Pilot · Toronto
Official event details ↗
Jazz- Roberto Occhipinti QuartetSaturday 14 November 2026 · 01:00 p.m.
The Pilot · Toronto
Buy tickets
Saturday, November 21, 2026
JazzInToronto Presents: Rohaam Keyvani Trio: Tribute to Wynton KellySaturday 21 November 2026 · 12:00 p.m.
The Pilot · Toronto
Official event details ↗
Saturday, December 12, 2026
Jazz- Sugar Daddies - Annual Vince Guaraldi TributeSaturday 12 December 2026 · 01:00 p.m.
The Pilot · Toronto
Buy tickets
Venue history
Who has played here
Since September 2026, 6 musicians with a profile on Jazz Live Canada have played The Pilot, across 7 shows in our listings.
Jazz - Eric Liang (2 times) · Main Station · Jazz - Sugar Daddies · Jazz - ShortWayners · Jazz - Alex Manoukas · Jazz - Free Spirits
Plan your visit
Stay near The Pilot
Hotels and apartments near the venue for its next confirmed gig.
Hotel guide, gig dates and directions →Club Gre2Jazz
These listings are paid for by members.
We gather the shows at this venue and hundreds more across the country, and they will stay free for everyone to read. Membership is what pays for it.
Founding Member · $159 · one payment
More jazz venues in Toronto
What the audience says
Reviews
No published reviews yet. If you have been, say so — that is what helps someone on the fence.
Sign in to write a review.