High Flyer

Fri Jan 30 2026 at 07:00 pm to 11:00 pm UTC-05:00

The Pilot | Toronto

The Pilot
Publisher/HostThe Pilot
High Flyer
Advertisement
The Pilot presents High Flyer with Gavin McLeod
About this Event

Whether they’re lighting up Toronto stages, opening for Canadian icons, or stripping things back around an acoustic stage, High Flyer carries one message through every song: connection. Since forming in 2019, the band has built a following on the strength of honest songwriting, tight arrangements and the kind of chemistry that only comes from five guys who live for the music they make together.
Drawing on influences like The 1975, Arkells, and Donovan Woods, High Flyer blends contemporary alt-rock with thoughtful folk storytelling. Their sound is clean, dynamic and melodic, capturing both energy and nuance in every arrangement.
In 2022, they performed at The Andy Kim Christmas Show at Massey Hall in support of CAMH and joined Barenaked Ladies on their Hometown Holidays tour across Ontario. With their debut EP Manuka (2021) and two singles gaining international radio play, High Flyer continues to make music that moves people on stage, on record and everywhere in between.

Gavin McLeod is a 25-year-old rock artist from Toronto, Canada. A multi-talented singer-songwriter and guitarist, Gavin began playing music at just 10 years old. His passion led him from early gigs and festivals to forming a band with close friends, who now accompany him in creating vibrant, live-off-the-floor recordings.
Blending heartfelt lyricism with infectious melodies, Gavin draws inspiration from a range of influences—spanning 1970s singer-songwriters to modern UK indie rock. In 2019, he made his debut with the EP The Hollow, setting the stage for his upcoming full-length album, The Constant Astonishment, produced by industry veteran Ross Hayes Citrullo. The album showcases Gavin’s dynamic songwriting, his band’s natural chemistry, and a fusion of alt-country, pop rock, and 90s Brit-rock energy.
Beyond the studio, Gavin has appeared on television, founded successful charity initiatives, and built a strong online following through his engaging YouTube presence. His authenticity and dedication resonate with audiences, making him one of Canada’s most promising talents.

Follow High Flyer on , and

Follow Gavin McLeod on and


19+

All tickets are General Admission.

No Refunds

Doors Open at 7:30PM

Show starts at 8:00PM

Tickets: $20 In Advanced | $25 At The Door

Enjoy 10% off food with your ticket before or after the show - available on our main floor or rooftop patio!


By purchasing a ticket, you'll be added to The Pilot’s mailing list to receive updates on upcoming events and promotions. Your contact information may also be shared with the performers so they can keep you in the loop about future shows. You can unsubscribe at any time.


Advertisement

Event Venue & Nearby Stays

The Pilot, 22 Cumberland Street, Toronto, Canada

Tickets

CAD 22.60

Icon
Concerts, fests, parties, meetups - all the happenings, one place.

Ask AI if this event suits you:

More Events in Toronto

Charlie Huncho w\/ Randomleaf, Benched & Javy Kane
Fri, 30 Jan at 06:30 pm Charlie Huncho w/ Randomleaf, Benched & Javy Kane

Sneaky Dee's Concert Venue

IWB - The Benefactor Project. Partner Contribution
Fri, 30 Jan at 06:30 pm IWB - The Benefactor Project. Partner Contribution

IWB Partner Contribution

Vision Board 2026
Fri, 30 Jan at 06:30 pm Vision Board 2026

29 Singer Ct

MAX Stories Over Supper (1\/2)
Fri, 30 Jan at 06:30 pm MAX Stories Over Supper (1/2)

Galata Cafe

Neon Dreams: SKIN DEEP (1989)
Fri, 30 Jan at 06:45 pm Neon Dreams: SKIN DEEP (1989)

Revue Cinema

Glass Cactus w\/ Watch For Turtles, Pro Wrestling The Band
Fri, 30 Jan at 07:30 pm Glass Cactus w/ Watch For Turtles, Pro Wrestling The Band

Monarch Tavern

With Love, From Delhi - A Supper Club Experience
Fri, 30 Jan at 07:30 pm With Love, From Delhi - A Supper Club Experience

Mayil Coffee

Latihan: Trust & Surrender: Moving Into The Mystery
Fri, 30 Jan at 07:30 pm Latihan: Trust & Surrender: Moving Into The Mystery

Grateful Den

Slow Burn Comedy: Pro Comedians in Parkdale
Fri, 30 Jan at 07:30 pm Slow Burn Comedy: Pro Comedians in Parkdale

Osprey Cafe

TABOO - Oddities, Magic & Sideshow (Jan 30th)
Fri, 30 Jan at 07:30 pm TABOO - Oddities, Magic & Sideshow (Jan 30th)

Prehistoria Museum & SkullStore Oddity Shop

Toronto is Happening!

Never miss your favorite happenings again!

Explore Toronto Events