Castro's

Isaak Bonk & The Roast Chicken Ramblers
2026-07-01 15:00 - 17:00 (America/Toronto)

Rob Quail Trio
2026-07-02 17:30 - 19:30
The ROB QUAIL TRIO is a Toronto-based blues and rock ensemble led by veteran guitarist and vocalist Rob Quail with Hap Roderman on bass / keyboards and Dave Patel on drums.
The group performs a mix of gritty blues, roots and rock. Rob was a lifelong friend and frequent collaborator of Jeff Healey. In 2020, Rob was selected to represent Canadian blues at the International Blues Challenge in Memphis. He also co-fronts The Cerveza Brothers, an all-star Toronto band.

Sugar Rush
2026-07-03 17:30 - 19:30, 2026-07-17 17:30 - 19:30, 2026-07-31 17:30 - 19:30
Sugar Rush is the ultimate party band, playing really fun, upbeat covers spanning different genres from classic rock, funk, soul, blues, country, jazz, disco, 80s, motown, hard rock, reggae, oldies, R&B, and folk! Get ready for a full evening of dancing, singalongs and just really good music!
Sugar Rush has been a GTA staple since 2007, returning to the circuit after a brief hiatus, familiar to many a musician and music fan for their jam nights at the Curzon, their Friday night residency at the Loaded Dog, beach parties and corporate events. Anchored by Frankie Dee and Tony Carpino with a rotation of top notch players with special surprise guests and currently featuring Gary Lee Hill. This dynamic crew brings all the best classic rock, funk, soul, blues and much more to keep the floor filled. Always guaranteed sweet sounds with Sugar Rush.

DJ Rob
2026-07-03 22:00 - 2026-07-04 02:00

FIFA - Canada vs. Morocco
2026-07-04 16:30 - 23:30
Come watch all the Canadian games at Castro’s!
1:00pm Round of 16 – Canada vs. Morocco

Gary Lee Hill featuring Jessica Soule
2026-07-04 18:00 - 20:00
Join Gary Lee Hill, Stacie Tabb and killer rhythm section for an evening of rocking tunes.
Jessica Soule – Vocals & Percussion
Gary Lee Hill – Guitar & Vocals
Joe Palawan – Keyboards
S.P. Rodriguez – Drums

The Shivs
2026-07-05 15:00 - 18:00
The SHiVS are a band based in Toronto, Canada.
Vocals – Sleahy
Guitar – Eric Walker
Bass – Gary Boudreau
Drums – Mat Pataki

Tom Waits Appreciation Congregation
2026-07-06 19:30 - 22:00
The Tom Waits Appreciation Congregation (TWAC) comprise of some of the best musicians in all of Toronto coming together for their love of Tom Waits and paying Tribute to him and his music!

Trivia Night @ Castros
2026-07-07 19:00 - 21:00
Join us for a fun and friendly trivia night on the 1st Tuesday of every month at Castros. Free to play and prizes for the winners.

FIFA - France vs. Morocco
2026-07-09 16:00 - 19:00
Come watch all the semi final games at Castro’s!
4:00pm game

Mike Daley & Wayne DeAdder
2026-07-09 18:00 - 20:00
POSSIBLE 1-hour delay due to World Cup games being shown.
Mike Daley is a guitarist and singer based in Toronto. A professional musician for over 30 years, Mike has toured Canada, the United States and England and has recorded extensively in a variety of musical styles. He is a longtime member of Fraser/Daley with bassist Alec Fraser and is also proud to work with a variety of bands around Toronto including the Tom Waits Appreciation Congregation, the Travellers and others.
Wayne DeAdder is a “musician extraordinary” and a JUNO nominated songwriter. Wayne has contributed his inspirational talent to dozens of American and Canadian bands and solo artists. He has worked with the likes of Michael Pickett, Jeff Healey, David Wilcox, and Richard Bell (The Band, Bonnie Raitt), and written songs for two-time JUNO nominee Johnny Max Band, and Project 360, among others. He also toured in Europe in 2010 with the JUNO nominated band of an award winning singer and song writer Jimmy Bowskill.

FIFA - Spain vs. Belgium
2026-07-10 15:00 - 18:00
Come watch all the semi final games at Castro’s!
3:00pm game

Fraser / Daley / Cross
2026-07-10 17:30 - 19:30
POSSIBLE 1-hour delay due to World Cup games being shown.
A popular concert and recording act for over 14 years, Toronto-based Fraser/Daley has released three CDs of original music and performed widely, consistently entertaining audiences with their large and varied repertoire, big sound and spontaneous sense of fun. Alec Fraser hails from Glasgow, Scotland and is a respected bassist and Juno and Maple Blues Award winner. Mike Daley was dubbed by Jeff Healey ‘one of Canada’s finest guitarists’ and has a long list of live and studio credits. Alec and Mike met while working in Healey’s touring band in the mid-2000s and found that they enjoyed singing together after the gig. In 2008 they began playing together regularly in Toronto as Alec perfected a unique bass-drums combination instrument that gives this duo the unmistakable sound of a trio. Their three albums, Fraser/Daley, The Whole Fam Damily and Fifty Miles of Elbow Room have garnered steady sales and strong airplay on blues and folk radio, and Alec and Mike have become sought after for their versatile performances, playing everything from intimate house concerts to street dances. Learn more at fraserdaley.com.

FIFA - England vs. Norway
2026-07-11 17:00 - 20:00
Come watch all the semi final games at Castro’s!
5:00pm game

FIFA - Argentina vs. Switzerland
2026-07-11 21:00 - 23:59
Come watch all the semi final games at Castro’s!
9:00pm game

Generator Party
2026-07-12 15:00 - 18:00

FIFA - France vs. Spain
2026-07-14 14:30 - 18:30

Bring Your Own Vinyl Night
2026-07-14 19:00 - 21:00

FIFA - England vs. Argentina
2026-07-15 14:30 - 18:30

Mike Daley & Samantha Windover
2026-07-16 18:00 - 20:00
Mike Daley is a guitarist and singer based in Toronto. A professional musician for over 30 years, Mike has toured Canada, the United States and England and has recorded extensively in a variety of musical styles. He is a longtime member of Fraser/Daley with bassist Alec Fraser and is also proud to work with a variety of bands around Toronto including the Tom Waits Appreciation Congregation, the Travellers and others.
To hear Samantha Windover’s voice for the first time is nothing short of a musical revelation. Warm and rich like a classic record, it carries through the air with ease, delivering lyrics that capture life’s universal yet deeply personal moments.
It would be fair to say that music helped raise Samantha. By the time the Orillia-based singer was ten, she was already performing at music festivals and touring regularly. Now only in her mid-twenties, Samantha boasts an enviable career: having worked with industry legends such as Beau Dixon, Russell de Carle, and Lori Yates, played countless festivals and concerts, and released multiple singles—with a highly anticipated EP on the horizon.
Her first big break came through the Children’s Miracle Network, where she toured for a number of years as part of the show before her talents led her to taking part in the affiliated Patsy Cline tribute shows, touring multiple cities to raise money for the charity. Her connection to Cline’s music was unmistakable, and it wasn’t long before she became a staple at the annual Patsy Cline birthday concert, shared the stage with Duff MacDonald for the Hank and Patsy hoedown show in Orillia, and recorded demos of “Walking After Midnight” and “Crazy” for Heather Morgan in Toronto.
Alongside these performances, Samantha never stopped singing at gigs big and small. So far she has graced the stages of venues and events like the Showplace Performance Centre in Peterborough, Hugh’s Room in Toronto, and most notably, the main stage of the Mariposa Folk Festival, where local media gave her the title of “Mariposa Scene Stealer”.
While mostly known for her love of old country, her musical influences are broad, ranging from Led Zeppelin, Supertramp, Frank Sinatra and Joni Mitchell to Loretta Lynn, Bob Dylan, and of course Patsy Cline. Nowhere are these influences more apparent than in her own written songs.
Samantha’s songwriting process is deeply personal, drawing from life experiences and her own emotions, putting more of a focus on storytelling. At the age of 16, she made her debut as a songwriter with the folk-rock-infused Western Horizon. With lilting vocals that flow like the wind, the song’s words came to her while driving with her father in their home of Orillia. “I was driving with my dad, talking about what kind of song I wanted to write,” she explains. “At some point he looked at the western horizon we were driving past and said, ‘Let’s start with that.’ After that the words for the song, about my love of being in Orillia, just flowed.”
Other songs include the touching Life Goes On, about the death of a beloved family friend, and One of These Days, a honky-tonk style breakup song with the amazing line “One of these days you’ll call me back, but all you’ll get is my voicemail track,” and her latest, a cover on Caroll Baker’s heartfelt song, Picture My Love on You, recorded with the star’s blessing.
Currently, Samantha is working on an upcoming EP. The four-track Second Decade is slated for a 2025 release and will be produced by recording the album in Peterborough with producer James McKenty.
The road to success is a long one, but throughout the years Samantha Windover has proven time and time again that she’s willing to put in the miles. With a voice brought up by musical legends and songwriting that puts her heart out into the world, her incredible talent and dedication to the musical craft has taken her a long way already. Where she goes from here, only she knows.

Yukon Cigar
2026-07-18 16:00 - 2026-07-19 19:00
Yukon Cigar was lit in 2005. The idea? To take an earthy, hushed songwriting style and set it on fire. Now, after years on the Toronto club circuit (playing the likes of Cameron House, Castro’s Lounge, C’est What, El Mocambo, Rancho Relaxo, and the NXNE festival), mainstays Craig and Peter have taken to backyard parties and neighbourhood pubs, just two acoustics and a growing list of standards. With countless songs in the fire, here lies the promise of sweet sing-alongs to come.

FIFA - Spain vs. Argentina
2026-07-19 14:30 - 18:30
Come watch the final game at Castro’s!
3:00pm game

The 501 East
2026-07-20 20:00 - 22:00

Music Bingo @ Castros
2026-07-21 19:00 - 21:00

Red Velvet
2026-07-26 15:00 - 18:00
Red Velvet is a high energy band that loves to entertain and get people to dance and rock out! We love playing music and we have a ton of fun doing it together!

Mike Daley & Wendell Ferguson
2026-07-30 18:00 - 20:00
Mike Daley is a guitarist and singer based in Toronto. A professional musician for over 35 years, Mike has toured and recorded with Jeff Healey, Classic Albums Live, the Killjoys, Nine Big Dogs and many more. Mike is a longtime member of Fraser/Daley and he holds the position of Assistant Music Director at Church of the Redeemer in Toronto. Mike’s lecture-concerts in Toronto and Richmond Hill under the name ‘Dr. Mike Daley Presents’ regularly attract sellout audiences. For more information, go to mikedaleymusic.com.
Born and still residing in Streetsville (Mississauga), Ontario, Wendell became fixated on being a guitar player after hearing Chet Atkins play the instrument. Although he took several years of formal guitar lessons, Wendell was off-and-running as a guitar player, fueled more by listening to and emulating the recordings of some of his guitar idols: Chet Atkins, Les Paul, The Ventures and other guitar gods. Fast forward to 1998 and we find Wendell Ferguson releasing the first in what would be a series of solo albums, mixing his guitar strengths with his off-the-cuff songwriting and his distinctive vocal styling. The first album, “I Pick Therefore I Jam”, was loaded with truly innovative work; not the least of which being a duet offering, “If You’re Gonna Be A Cowboy”, with Russell deCarle of Prairie Oyster fame – their effort earning a nomination for Collaboration of the Year at the 1999 CCMA Awards. Meanwhile Wendell’s guitar work was much in-demand, and he was often called upon to tour in support of top-level Canadian artists, including: Shania Twain, George Fox, Duane Steele, Tommy Hunter, Michelle Wright, etc. Wendell Ferguson’s work has not gone unrewarded. He was nominated for a Juno Award (in 1995, for Group of the Year with Coda The West) and he has been named the CCMA’s All-Star Band Guitar Player of the Year so many times that he is deemed no longer eligible. Wendell Ferguson was inducted into the Canadian Country Music Hall of Fame in 2014.

Danny Marks
2026-08-01 17:00 - 19:00
This iconic rocker’s roots go back to the sixties as a founding member of Capitol Records’ group, Edward Bear. After a span as a journey man session musician throughout the seventies, Danny settled in to the club scene, establishing a cult following as a genre bender in music and humor.
A house band gig at Toronto’s famed Albert’s Hall led him to host his own nation-wide TV show, Stormy Monday. Through the eighties, Danny starred in CBC radio’s hit series the Hum Line.
Most recently, Danny Marks recorded two original music albums, Guitarchaeology and True, before paying tribute to Toronto’s R&B roots with Big Town Boy in 2005.
Danny’s in his thirteenth year as the radio host of JAZZ.FM91’s Saturday night blues show, bluz.fm.
As a child, young Danny would lock himself in his room with a stack of 45’s, an old Seabreeze record player, and a fantasy of having his own radio show. More than a few years later this pre-pubescent propensity paid off.

The Del-Fis
2026-08-02 15:00 - 18:00
I don’t know what The Del Fi’s are; the more I think about it, the more I don’t know what to say. But I know it’s right, and I know it’s good. I know it works. I mean, it’s Jerry Leger’s thing, but when I asked him what he would say The Del Fi’s are, all he would tell me is that I (meaning me) am The Del Fi’s, just as you (meaning you) are The Del Fi’s. And because you are you, you understand. Don’t you?
Okay, maybe we should try this again. Jerry Leger is a Toronto singer/songwriter, and one of the best in the world, as far as I’m concerned. If you haven’t heard him, you have no right to be one of these people constantly moaning about how music was so much better when people actually played instruments, blah, blah, blah.
Jerry loves Bob Dylan, Neil Young and John Lennon. Sometimes it sounds as though all three are fighting for space in his songs. But those songs are his own, the product of a natural born storyteller with a sense of rhythm that would make Little Richard’s big toe shoot up in his boot.
Jerry’s songs hit deep in your soul, but he also often loves just making music with folks just to flex some of his old time rock and roll muscles, and explore some of the paths his songwriting normally doesn’t take. That’s kinda where The Del Fi’s come in.
It’s rock and roll that we all care about right? I’m sure you wouldn’t still be reading this if you didn’t agree. So I guess that does make you a Del Fi. Welcome aboard and grab an instrument, we’ve got a show to do.
