What’s Happening on the Trail
From wine-paired dinners to crafting events, farm tours, and vineyard yoga, immerse yourself in the Westside Wine Trail beyond the tasting room! Our member wineries host a vibrant calendar of events throughout the year, offering something for everyone. From live music under the summer sky to educational tastings and workshops, enhance your visit with unique experiences.
Grizzli September Cinema series FEATURING Liar Liar (1997
Tickets: $10 advance | $15 at the door
Doors Open: 6:00 PM
Movies Begin: At dusk
A hilarious comedy under the stars! Join us at Grizzli Winery for an unforgettable evening featuring Liar Liar (1997), a beloved comedy starring Jim Carrey, Maura Tierney, and Justin Cooper.
Follow a fast-talking lawyer whose biggest strength becomes his greatest challenge when a mysterious birthday wish suddenly forces him to tell the truth. Filled with outrageous moments, classic Jim Carrey humor, and plenty of heart, this is a perfect movie for a night of laughs.
Each evening includes general admission seating, lawn games before the movie, an outdoor bar featuring wine, beer, cider, and non-alcoholic options, plus popcorn and movie snacks available for purchase.
Get Tickets HERE
Yoga in the Vineyard at Off the Grid
Weather permitting join us in the Vineyard with a panoramic view of Okanagan Lake. This yoga class is good for all levels of experience - Class runs every Sunday Morning 10am-11am (June 7th - September 28th)
Happy Hour at Black Swift Vineyards
Enjoy Happy Hour every Monday–Wednesday from 11 AM–4 PM, featuring $7 glasses of wine in one of the Okanagan's most stunning vineyard settings.
Happy Hour at The Hatch
Happy Hour is on at The Hatch every Monday–Wednesday from 11AM–4 PM with $7 glasses of wine.
Cheap therapy, good wine.
Happy Hour- Crown & Thieves
Make your getaway to Crown & Thieves for Happy Hour every Monday–Wednesday from 11 AM–4 PM. Enjoy 6oz glasses of wine for just $7. Come raise a glass to a little weekday indulgence.
Pour Decisions: A Comedy Night at Grizzli Winery
Join us on Sept 17 from 7:00–8:30 pm for Pour Decisions, an evening of stand-up comedy, wine, and laughter at Grizzli Winery!
Enjoy a 90-minute comedy showcase featuring some of the Okanagan’s funniest performers. Hosted by Kelowna favourite Kate Belton, with performances from Bonnie Esson and headliner Jordan Strauss, this night will deliver plenty of laughs, relatable stories, and hilarious takes on everyday life.
Grab a glass of award-winning Okanagan wine, enjoy delicious food from the kitchen, and settle into our beautiful outdoor courtyard for the perfect summer evening under the stars.
Tickets can be purchased here
Live Music Fridays at 31 Charkay featuring Jon Burden
Enjoy Live Music Fridays at 31 Charkay, featuring a rotating lineup of local artists from 4:00–6:00 PM. Relax with seasonal dishes, local wines, cocktails, beer, cider, and non-alcoholic options. Arrive early for Social Hour from 2:00–5:00 PM and stay for dinner from 5:00 PM.
Free admission with indoor and outdoor seating available.
Table booking HERE
Grizzli September Cinema series FEATURING 13 Going on 30 (2004)
Tickets: $10 advance | $15 at the door
Doors Open: 6:00 PM
Movies Begin: At dusk
A charming feel-good romance under the stars! Join us at Grizzli Winery for an unforgettable evening featuring 13 Going on 30 (2004), a beloved romantic comedy starring Jennifer Garner, Mark Ruffalo, and Judy Greer.
Follow Jenna Rink as she gets the chance to skip ahead from age 13 to 30 overnight, only to discover that growing up isn’t quite what she imagined. Filled with friendship, romance, nostalgia, and plenty of laughs, this is the perfect movie for a cozy night out.
Each evening includes general admission seating, lawn games before the movie, an outdoor bar featuring wine, beer, cider, and non-alcoholic options, plus popcorn and movie snacks available for purchase.
Get your tickets HERE
Proper Man
Proper Man is back with brand new material! Expect a full house packed to the rafters in true roaring 20's fashion. Purchase a general admission seated ticket for you and your friends to guarantee a table and seating, or purchase one of our general admission tickets if you want to spend the night on the dance floor.
Cocktails, wine and more available for purchase.
Doors open at 8:00pm, show starts at 9:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form. You will be getting up close and personal with those around you in this fun and energetic atmosphere, so we encourage you to make new friends and enjoy your time on the dancefloor!
Reserve your Spot HERE
Grizzli September Cinema series FEATURING Freaky Friday (2003)
Tickets: $10 advance | $15 at the door
Doors Open: 6:00 PM
Movies Begin: At dusk
A hilarious family comedy under the stars! Join us at Grizzli Winery for an unforgettable evening featuring Freaky Friday (2003), a beloved comedy starring Jamie Lee Curtis and Lindsay Lohan.
When a mother and daughter mysteriously switch bodies, they’re forced to experience life from each other’s perspective. Packed with laughs, heart, and plenty of chaotic moments, this feel-good classic is the perfect movie for a fun night under the stars.
Each evening includes general admission seating, lawn games before the movie, an outdoor bar featuring wine, beer, cider, and non-alcoholic options, plus popcorn and movie snacks available for purchase.
Get Your Tickets HERE
Morning Yoga, Bubbles & Bites
Yoga & Bubbles… could there be a better way to spend a morning? We think not! Join Aleena McKinnon from Buddha Beats Yoga for an outdoor yoga session at Volcanic Hills Estate Winery. Bring your mat, calm your mind, and celebrate the weekend with Yoga, Bubbles & Bites!
Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20
Yoga in the Vineyard at Off the Grid
Weather permitting join us in the Vineyard with a panoramic view of Okanagan Lake. This yoga class is good for all levels of experience - Class runs every Sunday Morning 10am-11am (June 7th - September 28th)
Happy Hour- Crown & Thieves
Make your getaway to Crown & Thieves for Happy Hour every Monday–Wednesday from 11 AM–4 PM. Enjoy 6oz glasses of wine for just $7. Come raise a glass to a little weekday indulgence.
Roseanarig
About Roseanarig Roseanarig is the captivating duo of Annarose Thomson and Paolo Rigoni, performing speakeasy-vibe jazz, blues and vintage covers in the Broken Hearts Club at Crown & Thieves.
Join us for an intimate evening of velvety vocals, killer grooves, wine, cocktails and dancing. Cocktails, wine and more available for purchase.
Doors open at 7:00pm, show starts at 8:00pm. Seating for events in the speakeasy is preassigned, not first come first served.
If you would like to be seated with a group that purchased tickets separately, please include their name in the order form.
Reserve your spot HERE
ONCE UPON A VINE: THE ULTIMATE PRINCESS PARTY AT GRIZZLI WINERY
Get ready for a magical evening where fairytales come to life at Grizzli Winery!
Join us Friday, Sept 25 from 3:30–6:30 PM for “Once Upon a Vine,” an enchanting princess party packed with music, magic, characters, creativity, and unforgettable family fun!
Your little royals will step into a storybook world featuring SPECIAL appearances from beloved princesses, a charming prince, and everyone’s favourite web-slinging superhero, Spider-Man!
Get your tickets HERE
Live Music Fridays at 31 Charkay featuring Okanagan Sax
Enjoy Live Music Fridays at 31 Charkay, featuring a rotating lineup of local artists from 4:00–6:00 PM. Relax with seasonal dishes, local wines, cocktails, beer, cider, and non-alcoholic options. Arrive early for Social Hour from 2:00–5:00 PM and stay for dinner from 5:00 PM.
Free admission with indoor and outdoor seating available.
Table booking HERE
September Cinema Series Featuring Top Gun: Maverick
✈️ Feel the need for speed with an unforgettable night of cinema under the stars!
Join us at Grizzli Winery for an action-packed evening featuring Top Gun: Maverick (2022), the blockbuster sequel starring Tom Cruise, Miles Teller, and Jennifer Connelly.
Get Tickets Here
Femme Fatale
Femme Fatale is Kelowna's longest-standing burlesque and dance group, celebrating their 10th anniversary this year they cannot wait to perform for you in the speakeasy at Crown and Thieves. Be prepared to be teased, temped and totally titillated during their up close and very personal shows in our intimate venue of only 60 people. Everyone has a great view, and the view is beyond anything you've ever imagined. Doors at 7:00pm - Show at 8:00pm. Cocktails, wine, beer, cider, and non-alc beverages are available for purchase. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form.
Reserve your Spot HERE
Grizzli September Cinema series FEATURING You’ve Got Mail (1999)
Tickets: $10 advance | $15 at the door
Doors Open: 6:00 PM
Movies Begin: At dusk
A charming romantic comedy under the stars! Join us at Grizzli Winery for an unforgettable evening featuring You’ve Got Mail (1999), a beloved romantic comedy starring Tom Hanks and Meg Ryan.
Follow two business rivals who unknowingly fall for each other through anonymous online messages, while their real-life relationship couldn’t be more complicated. Filled with romance, witty banter, and classic New York charm, this is the perfect feel-good movie for a cozy evening under the stars.
Each evening includes general admission seating, lawn games before the movie, an outdoor bar featuring wine, beer, cider, and non-alcoholic options, plus popcorn and movie snacks available for purchase.
Get your tickets HERE
Nashville Style “Listening Room” featuring Dan Tait, Makayla Charleen & Cole Blakely
SINGER-SONGWRITER SESSIONS
An intimate, Nashville-style listening room experience featuring three singer-songwriters sharing the stage for an evening of original music, stories, and conversation.
Rather than a traditional concert, the artists take turns performing their songs and sharing the stories behind them, creating a relaxed, personal experience where the audience gets to know the artists and the inspiration behind the music.
Three artists. One stage. Songs, stories, and the moments behind them.
COLE BLAKELY
Cole Blakely is a singer-songwriter, storyteller, comedian, and entertainer from Revelstoke, British Columbia.
From ghostwriting for record labels and performing on international stages to producing his own sold-out shows, Cole brings a unique combination of experience, personality, and storytelling to every performance.
With indie and pop roots, his music focuses on shared human experiences and the emotions and connections they create. Known for earworm melodies, clever songwriting, a distinctive vocal style, and his larger-than-life personality, Cole blends music, storytelling, humour, and audience interaction into a performance that feels as personal as it is entertaining.
At the heart of it all is an honesty and vulnerability that allows Cole to connect with audiences and make every performance memorable.
DAN TAIT
Singer-songwriter, storyteller, and community-builder.
Dan Tait is a Kelowna-based singer-songwriter, educator, and community-builder known for his warm, witty storytelling and soulful live performances. Rooted in folk and Americana traditions with a modern honesty, Dan’s songs blend acoustic soul, hard-won insight, and a deep sense of place.
Over more than two decades in the Canadian music landscape, Dan has become a respected voice both on and off the stage. He is a weekly music columnist for CBC Radio One in British Columbia and an experienced show producer and event curator behind community-focused series including Red Bird Brewing’s Three Little Birds, Frog City Café’s Nashville Rounds, and his digital town hall for musicians, The Listening Room.
Whether performing on a festival stage, in a brewery, or around an intimate songwriter circle, Dan creates the kind of space where songs and stories can genuinely be heard. His performances invite audiences into moments of connection, reflection, humour, and genuine human warmth.
MAKAYLA CHARLEEN
Makayla Charleen is a Canadian country artist and songwriter based in British Columbia, known for blending a bold, modern country sound with raw, honest storytelling. Drawing from contemporary country, soulful influences, and roots-driven elements, her songwriting is grounded in lived experience, emotional honesty, and a love for songs that connect through both the story and the lyric.
She has steadily built momentum through a growing catalogue of original music and live performances across Western Canada. Her releases have received national exposure, with songs including “Marlboro Might,” “Hot As Texas,” and “Roughin’ Up My Sole” featured on SiriusXM’s Top of the Country Radio.
As a songwriter, Makayla is deeply involved in the creative process behind her music, writing her own material while regularly collaborating with artists and songwriters throughout British Columbia, Alberta, Ontario, and Nashville. Through songs including “Aftermath", "Relentless" and "Over The Moon", she continues to develop a distinct voice as a storyteller while building an ever-growing catalogue of unreleased material.
Makayla continues to expand her craft through collaborative writing environments and songwriter-focused performances. She has participated in the 2024 Boots ’N Boats Singer-Songwriter Festival and the 2025 BCCMA Nashville Afternoons Songwriter Rounds at Sunfest, alongside an expanding network of co-writers across Canada and Nashville.
In an acoustic songwriter-round setting, Makayla brings her songs back to where they began — a voice, a guitar, and the stories behind the lyrics. Her stripped-back performances offer audiences an intimate look into her songwriting process and the experiences, ideas, and moments that inspired each song.
This isn’t just a concert.
It’s the kind of night where the artists stay on stage together, songs lead to stories, stories lead to laughter, and friends occasionally convince each other to play something they hadn’t planned on playing.
Three friends. Three stories. One stage.
Come for the music. Stay for the stories.
Doors at 7:00pm - Show at 8:00pm. Cocktails, wine, beer, cider, and non-alc beverages are available for purchase.
Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form.
Yoga in the Vineyard at Off the Grid
Weather permitting join us in the Vineyard with a panoramic view of Okanagan Lake. This yoga class is good for all levels of experience - Class runs every Sunday Morning 10am-11am (June 7th - September 28th)
Happy Hour at The Hatch
Happy Hour is on at The Hatch every Monday–Wednesday from 11AM–4 PM with $7 glasses of wine.
Cheap therapy, good wine.
Happy Hour- Crown & Thieves
Make your getaway to Crown & Thieves for Happy Hour every Monday–Wednesday from 11 AM–4 PM. Enjoy 6oz glasses of wine for just $7. Come raise a glass to a little weekday indulgence.
Book Club at Off the Grid
Each month we will chat about this month's book and intro next months book. You will get a glass of wine and charcuterie to enjoy whilst you chat! Come to one month or come to them all!
Recurring book club dates:
In the morning at 11am: May 7th, June 4th, July 2nd, Aug 6th, Sept 3rd Oct 1st, Nov 5th, Dec 3rd
In the evening at 5:30pm: May 1st, June 5th, July 3rd, Aug 7th, Sept 4th, Oct 2nd, Nov 6th, Dec 4th
Book Club at Off the Grid
Each month we will chat about this month's book and intro next months book. You will get a glass of wine and charcuterie to enjoy whilst you chat! Come to one month or come to them all!
Recurring book club dates:
In the morning at 11am: May 7th, June 4th, July 2nd, Aug 6th, Sept 3rd Oct 1st, Nov 5th, Dec 3rd
In the evening at 5:30pm: May 1st, June 5th, July 3rd, Aug 7th, Sept 4th, Oct 2nd, Nov 6th, Dec 4th
Coverboy
About Cover Boy What happens when the Proper Man lads have one too many drinks together with there old friend Calvin? Well.. Obviously they decide to create a new project to bring to The Broken Hearts Club. Introducing "COVERBOY". An exhilarating experience of cover songs done with a Proper twist! Playing all your favorite hits from rock classics to new and fresh hip tunes! Cocktails, wine and more available for purchase. Doors open at 8:00pm, show starts at 9:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form. You will be getting up close and personal with those around you in this fun and energetic atmosphere, so we encourage you to make new friends and enjoy your time on the dancefloor!
Get your tickets HERE
Jeff Piattelli
Jeff Piattelli is a Professional Musician based out of the Okanagan. He has been the most booked and sought after musician in the Okanagan for over half a decade due to his large repertoire of music, his stage presence, crowd work, but mostly for his vocal and guitar ability. His unforgettable voice and masterful playing keeps audiences entertained for the entire show. Performing with his 4-piece band they deliver rich 3 part harmonies, tight rhythmic playing, a wide range of musical styles and an energy that is simply unmatched in the valley. They are a band that keeps audiences engaged, dancing and wanting more till The very end! You do not want to miss this show!
Doors at 8:00pm - Show at 9:00pm. Cocktails, wine, beer, cider, and non-alc beverages are available for purchase.
Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form.
Reserve your spot HERE
Proper Man
Proper Man is back with brand new material! Expect a full house packed to the rafters in true roaring 20's fashion. Purchase a general admission seated ticket for you and your friends to guarantee a table and seating, or purchase one of our general admission tickets if you want to spend the night on the dance floor.
Cocktails, wine and more available for purchase.
Doors open at 8:00pm, show starts at 9:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form. You will be getting up close and personal with those around you in this fun and energetic atmosphere, so we encourage you to make new friends and enjoy your time on the dancefloor!
Reserve your Spot HERE
Roseanarig
About Roseanarig Roseanarig is the captivating duo of Annarose Thomson and Paolo Rigoni, performing speakeasy-vibe jazz, blues and vintage covers in the Broken Hearts Club at Crown & Thieves.
Join us for an intimate evening of velvety vocals, killer grooves, wine, cocktails and dancing. Cocktails, wine and more available for purchase.
Doors open at 7:00pm, show starts at 8:00pm. Seating for events in the speakeasy is preassigned, not first come first served.
If you would like to be seated with a group that purchased tickets separately, please include their name in the order form.
Reserve your spot HERE
Coverboy
About Cover Boy What happens when the Proper Man lads have one too many drinks together with there old friend Calvin? Well.. Obviously they decide to create a new project to bring to The Broken Hearts Club. Introducing "COVERBOY". An exhilarating experience of cover songs done with a Proper twist! Playing all your favorite hits from rock classics to new and fresh hip tunes! Cocktails, wine and more available for purchase. Doors open at 8:00pm, show starts at 9:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form. You will be getting up close and personal with those around you in this fun and energetic atmosphere, so we encourage you to make new friends and enjoy your time on the dancefloor!
Get your tickets HERE
Femme Fatale
Femme Fatale is Kelowna's longest-standing burlesque and dance group, celebrating their 10th anniversary this year they cannot wait to perform for you in the speakeasy at Crown and Thieves. Be prepared to be teased, temped and totally titillated during their up close and very personal shows in our intimate venue of only 60 people. Everyone has a great view, and the view is beyond anything you've ever imagined. Doors at 7:00pm - Show at 8:00pm. Cocktails, wine, beer, cider, and non-alc beverages are available for purchase. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form.
Reserve your Spot HERE
Book Club at Off the Grid
Each month we will chat about this month's book and intro next months book. You will get a glass of wine and charcuterie to enjoy whilst you chat! Come to one month or come to them all!
Recurring book club dates:
In the morning at 11am: May 7th, June 4th, July 2nd, Aug 6th, Sept 3rd Oct 1st, Nov 5th, Dec 3rd
In the evening at 5:30pm: May 1st, June 5th, July 3rd, Aug 7th, Sept 4th, Oct 2nd, Nov 6th, Dec 4th
The Prohibition Party featuring The Anna Jacyszyn Trio
After five years of monthly, sold-out Thursday nights, the Anna Jacyszyn Trio is dialing up the energy and exclusivity for 2026 at the legendary Crown & Thieves Winery. The “Prohibition Party” concerts have become a signature experience at the winery’s basement speakeasy, where velvet intimacy and top-tier acoustics meet Vegas-style showmanship. Regulars and first-timers alike leave buzzing, calling it “so much fun,” “a real show,” and “the best Thursday in town.” As one recent concertgoer put it simply: “I’m coming back for sure.” Fronted by Kelowna’s own Anna Jacyszyn, a vocalist known for her magnetic performing style and unmistakable tone—the trio reimagines jazz standards, originals, and well-loved classics, giving each set a fresh, unpredictable spin. Jacyszyn’ s rapport with her bandmates (guitarist Loni Moger and double bassist Stefan Bienz) is effortless: their repartee is the real deal, and their genre-hopping setlists keep the room spellbound. Anna’s story runs deep in the fabric of the Okanagan music scene. After launching her career in the U.K., she spent two decades performing around the globe, honed her craft and ultimately returned home to start the acclaimed Jazz Café series at the Black Box Theatre. Post-pandemic, her partnership with Moger and Bienz gave birth to the current trio and arguably her tightest and most exciting project yet. Doors open at 6:30 p.m.; show starts at 7:00 p.m. Crown & Thieves - Broken Hearts Club | 3887 Brown Road, West Kelowna, BC V4T 2J3 Doors Open at 6:00pm - Show Starts at 7:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately please include their name in the order form.
Reserve your spot HERE
Book Club at Off the Grid
Each month we will chat about this month's book and intro next months book. You will get a glass of wine and charcuterie to enjoy whilst you chat! Come to one month or come to them all!
Recurring book club dates:
In the morning at 11am: May 7th, June 4th, July 2nd, Aug 6th, Sept 3rd Oct 1st, Nov 5th, Dec 3rd
In the evening at 5:30pm: May 1st, June 5th, July 3rd, Aug 7th, Sept 4th, Oct 2nd, Nov 6th, Dec 4th
Coverboy
About Cover Boy What happens when the Proper Man lads have one too many drinks together with there old friend Calvin? Well.. Obviously they decide to create a new project to bring to The Broken Hearts Club. Introducing "COVERBOY". An exhilarating experience of cover songs done with a Proper twist! Playing all your favorite hits from rock classics to new and fresh hip tunes! Cocktails, wine and more available for purchase. Doors open at 8:00pm, show starts at 9:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form. You will be getting up close and personal with those around you in this fun and energetic atmosphere, so we encourage you to make new friends and enjoy your time on the dancefloor!
Get your tickets HERE
The Art of Magic & Illusion - Mind Games
Mind Games Prepare for an intimate journey into the depths of the mind. This show creates unforgettable moments between audience members as you find yourself immersed in a world of mystery and connection. With real-time mind reading and a finale that is absolutely mind-bending, this show is an exploration of the extraordinary power of the human mind. Ryan has been featured exclusively at Crown and Thieves since January 2024. Mind games has won Ryan the title of "Stage Magician of the Year" through PCAM (Pacific Coast Association of Magicians). Visit ryanmichaelmagic.com to learn more! Join us for an evening of magic and mystery in the Broken Hearts Club Speakeasy with our resident magician Ryan Michael Magic! Ryan’s blend of astonishing mentalism, comedy and unbelievable illusions create a truly impossible and unforgettable experience. And it all happens in the hands and minds of the audience. Doors Open 7:00pm - Show Start 8:00pm. From 7-8pm Ryan does close-up magic. Arrive early so you don't miss it!! Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately please include the name in our order form.
Reserve your spot HERE
Proper Man
Proper Man is back with brand new material! Expect a full house packed to the rafters in true roaring 20's fashion. Purchase a general admission seated ticket for you and your friends to guarantee a table and seating, or purchase one of our general admission tickets if you want to spend the night on the dance floor.
Cocktails, wine and more available for purchase.
Doors open at 8:00pm, show starts at 9:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form. You will be getting up close and personal with those around you in this fun and energetic atmosphere, so we encourage you to make new friends and enjoy your time on the dancefloor!
Reserve your Spot HERE
Coverboy
About Cover Boy What happens when the Proper Man lads have one too many drinks together with there old friend Calvin? Well.. Obviously they decide to create a new project to bring to The Broken Hearts Club. Introducing "COVERBOY". An exhilarating experience of cover songs done with a Proper twist! Playing all your favorite hits from rock classics to new and fresh hip tunes! Cocktails, wine and more available for purchase. Doors open at 8:00pm, show starts at 9:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form. You will be getting up close and personal with those around you in this fun and energetic atmosphere, so we encourage you to make new friends and enjoy your time on the dancefloor!
Get your tickets HERE
The Art of Magic & Illusion - Mind Games
Mind Games Prepare for an intimate journey into the depths of the mind. This show creates unforgettable moments between audience members as you find yourself immersed in a world of mystery and connection. With real-time mind reading and a finale that is absolutely mind-bending, this show is an exploration of the extraordinary power of the human mind. Ryan has been featured exclusively at Crown and Thieves since January 2024. Mind games has won Ryan the title of "Stage Magician of the Year" through PCAM (Pacific Coast Association of Magicians). Visit ryanmichaelmagic.com to learn more! Join us for an evening of magic and mystery in the Broken Hearts Club Speakeasy with our resident magician Ryan Michael Magic! Ryan’s blend of astonishing mentalism, comedy and unbelievable illusions create a truly impossible and unforgettable experience. And it all happens in the hands and minds of the audience. Doors Open 7:00pm - Show Start 8:00pm. From 7-8pm Ryan does close-up magic. Arrive early so you don't miss it!! Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately please include the name in our order form.
Reserve your spot HERE
Book Club at Off the Grid
Each month we will chat about this month's book and intro next months book. You will get a glass of wine and charcuterie to enjoy whilst you chat! Come to one month or come to them all!
Recurring book club dates:
In the morning at 11am: May 7th, June 4th, July 2nd, Aug 6th, Sept 3rd Oct 1st, Nov 5th, Dec 3rd
In the evening at 5:30pm: May 1st, June 5th, July 3rd, Aug 7th, Sept 4th, Oct 2nd, Nov 6th, Dec 4th
Book Club at Off the Grid
Each month we will chat about this month's book and intro next months book. You will get a glass of wine and charcuterie to enjoy whilst you chat! Come to one month or come to them all!
Recurring book club dates:
In the morning at 11am: May 7th, June 4th, July 2nd, Aug 6th, Sept 3rd Oct 1st, Nov 5th, Dec 3rd
In the evening at 5:30pm: May 1st, June 5th, July 3rd, Aug 7th, Sept 4th, Oct 2nd, Nov 6th, Dec 4th
The Prohibition Party featuring The Anna Jacyszyn Trio
After five years of monthly, sold-out Thursday nights, the Anna Jacyszyn Trio is dialing up the energy and exclusivity for 2026 at the legendary Crown & Thieves Winery. The “Prohibition Party” concerts have become a signature experience at the winery’s basement speakeasy, where velvet intimacy and top-tier acoustics meet Vegas-style showmanship. Regulars and first-timers alike leave buzzing, calling it “so much fun,” “a real show,” and “the best Thursday in town.” As one recent concertgoer put it simply: “I’m coming back for sure.” Fronted by Kelowna’s own Anna Jacyszyn, a vocalist known for her magnetic performing style and unmistakable tone—the trio reimagines jazz standards, originals, and well-loved classics, giving each set a fresh, unpredictable spin. Jacyszyn’ s rapport with her bandmates (guitarist Loni Moger and double bassist Stefan Bienz) is effortless: their repartee is the real deal, and their genre-hopping setlists keep the room spellbound. Anna’s story runs deep in the fabric of the Okanagan music scene. After launching her career in the U.K., she spent two decades performing around the globe, honed her craft and ultimately returned home to start the acclaimed Jazz Café series at the Black Box Theatre. Post-pandemic, her partnership with Moger and Bienz gave birth to the current trio and arguably her tightest and most exciting project yet. Doors open at 6:30 p.m.; show starts at 7:00 p.m. Crown & Thieves - Broken Hearts Club | 3887 Brown Road, West Kelowna, BC V4T 2J3 Doors Open at 6:00pm - Show Starts at 7:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately please include their name in the order form.
Reserve your spot HERE
The Art of Magic & Illusion - Mind Games
Mind Games Prepare for an intimate journey into the depths of the mind. This show creates unforgettable moments between audience members as you find yourself immersed in a world of mystery and connection. With real-time mind reading and a finale that is absolutely mind-bending, this show is an exploration of the extraordinary power of the human mind. Ryan has been featured exclusively at Crown and Thieves since January 2024. Mind games has won Ryan the title of "Stage Magician of the Year" through PCAM (Pacific Coast Association of Magicians). Visit ryanmichaelmagic.com to learn more! Join us for an evening of magic and mystery in the Broken Hearts Club Speakeasy with our resident magician Ryan Michael Magic! Ryan’s blend of astonishing mentalism, comedy and unbelievable illusions create a truly impossible and unforgettable experience. And it all happens in the hands and minds of the audience. Doors Open 7:00pm - Show Start 8:00pm. From 7-8pm Ryan does close-up magic. Arrive early so you don't miss it!! Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately please include the name in our order form.
Reserve your spot HERE
The Art of Magic & Illusion - Prophecy
Step into a world where chance collides with destiny, and your thoughts become the key to unlocking the impossible. Prophecy is a mind-bending journey through intuition, deception, and the power of choice. Throughout the evening, you’ll witness the lines blur between coincidence and inevitability. Secrets are uncovered, connections revealed, and impossible predictions come to life. Every moment builds toward a finale that will leave you questioning whether the choices you made were ever truly your own—or written long before you arrived. This is not just a performance. This is Prophecy—an unforgettable exploration of fate, free will, and the mysteries that lie between. Visit ryanmichaelmagic.com to learn more! Join us for an evening of magic and mystery in the Broken Hearts Club Speakeasy with our resident magician Ryan Michael Magic! Ryan’s blend of astonishing mentalism, comedy and unbelievable illusions create a truly impossible and unforgettable experience. And it all happens in the hands and minds of the audience. Doors Open 7:00pm - Show Start 8:00pm. From 7-8pm Ryan does close-up magic. Arrive early so you don't miss it!! Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately please include the name in our order form.
Yoga & Mimosa at Frind Estate Winery
Join us for vinyasa flow yoga at our one of a kind beachfront estate! Hosted every Saturday morning at 10am throughout the summer! Situated on the shore of Okanagan Lake, enjoy a yoga class brought to us by the amazing instructors at Suka Fit! Finish off with a refreshing mimosa in our picnic area. Please bring your own yoga mat and water for this class!
Grizzli September Cinema series FEATURING The Other Woman (2014)
Tickets: $10 advance | $15 at the door
Doors Open: 6:00 PM
Movies Begin: At dusk
A hilarious comedy under the stars! Join us at Grizzli Winery for an unforgettable evening featuring The Other Woman (2014), a fun-filled comedy starring Cameron Diaz, Leslie Mann, and Kate Upton.
Follow three women who unexpectedly team up after discovering they’re all involved with the same man. Packed with friendship, revenge, and plenty of laughs, this is the perfect movie for a fun night out with friends.
Each evening includes general admission seating, lawn games before the movie, an outdoor bar featuring wine, beer, cider, and non-alcoholic options, plus popcorn and movie snacks available for purchase.
Tickets can be purchased HERE
Live Music Fridays at 31 Charkay featuring James Hay
Enjoy Live Music Fridays at 31 Charkay, featuring a rotating lineup of local artists from 4:00–6:00 PM. Relax with seasonal dishes, local wines, cocktails, beer, cider, and non-alcoholic options. Arrive early for Social Hour from 2:00–5:00 PM and stay for dinner from 5:00 PM.
Free admission with indoor and outdoor seating available.
Table booking HERE
Happy Hour- Crown & Thieves
Make your getaway to Crown & Thieves for Happy Hour every Monday–Wednesday from 11 AM–4 PM. Enjoy 6oz glasses of wine for just $7. Come raise a glass to a little weekday indulgence.
Happy Hour at The Hatch
Happy Hour is on at The Hatch every Monday–Wednesday from 11AM–4 PM with $7 glasses of wine.
Cheap therapy, good wine.
Happy Hour at Black Swift Vineyards
Enjoy Happy Hour every Monday–Wednesday from 11 AM–4 PM, featuring $7 glasses of wine in one of the Okanagan's most stunning vineyard settings.
Grizzli September Cinema series FEATURING Back to the Future (1985)
Tickets: $10 advance | $15 at the door
Doors Open: 6:00 PM
Movies Begin: At dusk
A time-traveling adventure under the stars! Join us at Grizzli Winery for an unforgettable evening featuring Back to the Future (1985), the beloved sci-fi comedy starring Michael J. Fox, Christopher Lloyd, and Lea Thompson.
Travel back to the 1980s with Marty McFly and Doc Brown in this iconic adventure filled with humor, heart, and unforgettable moments. It’s the perfect movie to enjoy under the stars with friends, family, and a glass of your favorite drink.
Each evening includes general admission seating, lawn games before the movie, an outdoor bar featuring wine, beer, cider, and non-alcoholic options, plus popcorn and movie snacks available for purchase.
Purchase your tickets HERE
Yoga in the Vineyard at Off the Grid
Weather permitting join us in the Vineyard with a panoramic view of Okanagan Lake. This yoga class is good for all levels of experience - Class runs every Sunday Morning 10am-11am (June 7th - September 28th)
Morning Yoga, Bubbles & Bites
Yoga & Bubbles… could there be a better way to spend a morning? We think not! Join Aleena McKinnon from Buddha Beats Yoga for an outdoor yoga session at Volcanic Hills Estate Winery. Bring your mat, calm your mind, and celebrate the weekend with Yoga, Bubbles & Bites!
Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20
Grizzli September Cinema series FEATURING Sweet Home Alabama (2002)
Tickets: $10 advance | $15 at the door
Doors Open: 6:00 PM
Movies Begin: At dusk
A charming Southern romance under the stars! Join us at Grizzli Winery for an unforgettable evening featuring Sweet Home Alabama (2002), a beloved romantic comedy starring Reese Witherspoon, Patrick Dempsey, and Josh Lucas.
Enjoy this feel-good classic surrounded by vineyard views, great company, and a cozy outdoor cinema
Each evening includes general admission seating, lawn games before the movie, an outdoor bar featuring wine, beer, cider, and non-alcoholic options, plus popcorn and movie snacks available for purchase.
Purchase tickets HERE
Yoga & Mimosa at Frind Estate Winery
Join us for vinyasa flow yoga at our one of a kind beachfront estate! Hosted every Saturday morning at 10am throughout the summer! Situated on the shore of Okanagan Lake, enjoy a yoga class brought to us by the amazing instructors at Suka Fit! Finish off with a refreshing mimosa in our picnic area. Please bring your own yoga mat and water for this class!
Grizzli September Cinema series FEATURING School of Rock (2003)
Tickets: $10 advance | $15 at the door
Doors Open: 6:00 PM
Movies Begin: At dusk
Get ready to rock the vineyard! Join us at Grizzli Winery for a fun-filled evening featuring School of Rock (2003), the beloved comedy starring Jack Black.
Filled with laughter, heart, and an unforgettable soundtrack, School of Rock is the perfect feel-good movie for families, music lovers, and fans of nostalgic classics.
Each evening includes general admission seating, lawn games before the movie, an outdoor bar featuring wine, beer, cider, and non-alcoholic options, plus popcorn and movie snacks available for purchase.
Purchase tickets HERE
Latin Dance Nights
Join us for a night of beachfront dancing with the KSBK! No tickets Required just show up and get ready to DANCE!
Book Club at Off the Grid
Each month we will chat about this month's book and intro next months book. You will get a glass of wine and charcuterie to enjoy whilst you chat! Come to one month or come to them all!
Recurring book club dates:
In the morning at 11am: May 7th, June 4th, July 2nd, Aug 6th, Sept 3rd Oct 1st, Nov 5th, Dec 3rd
In the evening at 5:30pm: May 1st, June 5th, July 3rd, Aug 7th, Sept 4th, Oct 2nd, Nov 6th, Dec 4th
Live Music Fridays at 31 Charkay featuring Anna Jacyszyn & Loni Moger
Enjoy Live Music Fridays at 31 Charkay, featuring a rotating lineup of local artists from 4:00–6:00 PM. Relax with seasonal dishes, local wines, cocktails, beer, cider, and non-alcoholic options. Arrive early for Social Hour from 2:00–5:00 PM and stay for dinner from 5:00 PM.
Free admission with indoor and outdoor seating available.
Table booking HERE
Book Club at Off the Grid
Each month we will chat about this month's book and intro next months book. You will get a glass of wine and charcuterie to enjoy whilst you chat! Come to one month or come to them all!
Recurring book club dates:
In the morning at 11am: May 7th, June 4th, July 2nd, Aug 6th, Sept 3rd Oct 1st, Nov 5th, Dec 3rd
In the evening at 5:30pm: May 1st, June 5th, July 3rd, Aug 7th, Sept 4th, Oct 2nd, Nov 6th, Dec 4th
Happy Hour- Crown & Thieves
Make your getaway to Crown & Thieves for Happy Hour every Monday–Wednesday from 11 AM–4 PM. Enjoy 6oz glasses of wine for just $7. Come raise a glass to a little weekday indulgence.
Happy Hour at The Hatch
Happy Hour is on at The Hatch every Monday–Wednesday from 11AM–4 PM with $7 glasses of wine.
Cheap therapy, good wine.
Happy Hour at Black Swift Vineyards
Enjoy Happy Hour every Monday–Wednesday from 11 AM–4 PM, featuring $7 glasses of wine in one of the Okanagan's most stunning vineyard settings.
The Art of Magic & Illusion - Mind Games
Mind Games Prepare for an intimate journey into the depths of the mind. This show creates unforgettable moments between audience members as you find yourself immersed in a world of mystery and connection. With real-time mind reading and a finale that is absolutely mind-bending, this show is an exploration of the extraordinary power of the human mind. Ryan has been featured exclusively at Crown and Thieves since January 2024. Mind games has won Ryan the title of "Stage Magician of the Year" through PCAM (Pacific Coast Association of Magicians). Visit ryanmichaelmagic.com to learn more! Join us for an evening of magic and mystery in the Broken Hearts Club Speakeasy with our resident magician Ryan Michael Magic! Ryan’s blend of astonishing mentalism, comedy and unbelievable illusions create a truly impossible and unforgettable experience. And it all happens in the hands and minds of the audience. Doors Open 7:00pm - Show Start 8:00pm. From 7-8pm Ryan does close-up magic. Arrive early so you don't miss it!! Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately please include the name in our order form.
Reserve your spot HERE
Hot Diggity Dog
Farm Fresh Franks!?! You better believe it. If you haven’t already heard the news, we’re kicking off a whole season of Small Batch Sundays with our pals at The Wienery Gourmet Hot Dogs — and we’d love for you to join us!
Your $25 ticket includes: 🌭Your choice of one fully loaded Signature Gourmet Hot Dog from the Wienery 🍷A 6-ounce glass of SMALL BATCH wine (or beer, if that’s your thing) The top-notch hospitality and a million-dollar view is on us!
Yoga in the Vineyard at Off the Grid
Weather permitting join us in the Vineyard with a panoramic view of Okanagan Lake. This yoga class is good for all levels of experience - Class runs every Sunday Morning 10am-11am (June 7th - September 28th)
Antonia Greenway, Louis Bigras & Courtney Hunt
ANTONIA GREENWAY • LOUIS BIGRAS • COURTNEY HUNT
Three Friends. Three Stories. One Stage.
Three friends. Three distinct musical journeys. One intimate night built around the songs and the stories behind them.
Antonia Greenway, Louis Bigras of Hillside Outlaws, and Courtney Hunt come together for a Nashville-style listening room experience where the music is stripped back, the stories are real, and you never quite know what might happen next.
Rather than traditional opening and headlining sets, the three artists will share the stage throughout the evening, trading songs, stories, laughs, and the moments that inspired the music. With three friends on stage together, expect plenty of personality, spontaneous conversation, and a few surprises along the way.
ANTONIA GREENWAY
German-born singer-songwriter Antonia Greenway brings an intimate blend of indie folk, Americana, and country-inspired storytelling to the stage. Now based in British Columbia’s Okanagan, Antonia has been steadily building a Canadian audience with performances that showcase her warm, distinctive voice and honest approach to songwriting.
There is an authenticity to Antonia’s music that feels perfectly suited to a listening room. Whether sharing an original song or putting her own stamp on a familiar favourite, she has a way of drawing an audience in and making a room feel a little smaller.
LOUIS BIGRAS
of Hillside Outlaws
Louis Bigras is one half of Canadian country act Hillside Outlaws, known for blending gritty guitar riffs, timeless country vocals, and a modern take on outlaw country.
Since the release of Country Jukebox in 2018, Hillside Outlaws have built an impressive catalogue while working with CCMA Award-winning producer Jeff Johnson. The group has earned multiple BCCMA nominations, achieved five chart-topping hits, shared stages with leading country artists, and signed with Royalty Records in 2023.
For this special listening room performance, Louis steps away from the full-band energy of Hillside Outlaws and into a more intimate setting, giving audiences a chance to experience the songs, stories, and personality behind the music.
COURTNEY HUNT
Courtney Hunt is an award-winning Canadian country artist whose honest songwriting and powerhouse live shows have quickly made her one to watch. Named the 2023 BCCMA Emerging Artist of the Year and nominated for Female Artist of the Year in 2024, Courtney has released multiple singles to Canadian country radio while building a loyal fanbase across Western Canada.
A seasoned live performer, Courtney spent years touring Western Canada with veteran country band Appaloosa, experience that helped shape the confident and engaging performer she is today. She now takes the stage with her own music and the Courtney Hunt Band, bringing her distinctive voice and authentic approach to modern country wherever she performs.
Fresh off an exceptionally busy 2025 festival season, Courtney continues to captivate audiences with her authentic storytelling, energetic performances, and passion for creating music that connects. Whether on a festival stage or in an intimate listening room, she brings a down-to-earth presence and powerful delivery that leaves a lasting impression.
NASHVILLE STYLE • LIVE & INTIMATE
This isn’t just a concert.
It’s the kind of night where the artists stay on stage together, songs lead to stories, stories lead to laughter, and friends occasionally convince each other to play something they hadn’t planned on playing.
Three friends. Three stories. One stage.
Come for the music. Stay for the stories.
Doors at 7:00pm - Show at 8:00pm. Cocktails, wine, beer, cider, and non-alc beverages are available for purchase.
Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form.
Yoga & Mimosa at Frind Estate Winery
Join us for vinyasa flow yoga at our one of a kind beachfront estate! Hosted every Saturday morning at 10am throughout the summer! Situated on the shore of Okanagan Lake, enjoy a yoga class brought to us by the amazing instructors at Suka Fit! Finish off with a refreshing mimosa in our picnic area. Please bring your own yoga mat and water for this class!
Coverboy
About Cover Boy What happens when the Proper Man lads have one too many drinks together with there old friend Calvin? Well.. Obviously they decide to create a new project to bring to The Broken Hearts Club. Introducing "COVERBOY". An exhilarating experience of cover songs done with a Proper twist! Playing all your favorite hits from rock classics to new and fresh hip tunes! Cocktails, wine and more available for purchase. Doors open at 8:00pm, show starts at 9:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately, please include their name in the order form. You will be getting up close and personal with those around you in this fun and energetic atmosphere, so we encourage you to make new friends and enjoy your time on the dancefloor!
Get your tickets HERE
The Prohibition Party featuring The Anna Jacyszyn Trio
After five years of monthly, sold-out Thursday nights, the Anna Jacyszyn Trio is dialing up the energy and exclusivity for 2026 at the legendary Crown & Thieves Winery. The “Prohibition Party” concerts have become a signature experience at the winery’s basement speakeasy, where velvet intimacy and top-tier acoustics meet Vegas-style showmanship. Regulars and first-timers alike leave buzzing, calling it “so much fun,” “a real show,” and “the best Thursday in town.” As one recent concertgoer put it simply: “I’m coming back for sure.” Fronted by Kelowna’s own Anna Jacyszyn, a vocalist known for her magnetic performing style and unmistakable tone—the trio reimagines jazz standards, originals, and well-loved classics, giving each set a fresh, unpredictable spin. Jacyszyn’ s rapport with her bandmates (guitarist Loni Moger and double bassist Stefan Bienz) is effortless: their repartee is the real deal, and their genre-hopping setlists keep the room spellbound. Anna’s story runs deep in the fabric of the Okanagan music scene. After launching her career in the U.K., she spent two decades performing around the globe, honed her craft and ultimately returned home to start the acclaimed Jazz Café series at the Black Box Theatre. Post-pandemic, her partnership with Moger and Bienz gave birth to the current trio and arguably her tightest and most exciting project yet. Doors open at 6:30 p.m.; show starts at 7:00 p.m. Crown & Thieves - Broken Hearts Club | 3887 Brown Road, West Kelowna, BC V4T 2J3 Doors Open at 6:00pm - Show Starts at 7:00pm. Seating for events in the speakeasy is preassigned, not first come first served. If you would like to be seated with a group that purchased tickets separately please include their name in the order form.
Reserve your spot HERE
Live Music Thursdays at Off the Grid
Join us every Thursday for Live Music from 5–7pm, running all the way through September! Settle in on our garden patio, sip on your favourite wines, and enjoy the perfect evening atmosphere. Our food truck will be open as well, so you can grab a bite while you relax and take in the music.
Complimentary Live Music: The Market at Quails' Gate Winery
Experience the ease of summer with complimentary live music at The Market, offered each Wednesday throughout July and August. Bring the whole family and settle in with a wood-fired pizza or our Farm-to-Farm burger accompanied by a flight of wine.
Join us on the Estate and enjoy live performances from a rotating selection of talented artists. Wednesdays from 3:00 PM – 6:00PM
More information Here
Grizzli September Cinema series FEATURING Top Gun: Maverick (2022)
Tickets: $10 advance | $15 at the door
Doors Open: 6:00 PM
Movies Begin: At dusk
An action-packed adventure under the stars! Join us at Grizzli Winery for an unforgettable evening featuring Top Gun: Maverick (2022), the thrilling sequel starring Tom Cruise, Miles Teller, and Jennifer Connelly. Rated PG-13.
Return to the skies with Pete “Maverick” Mitchell as he takes on a new generation of elite pilots and faces the ghosts of his past. With breathtaking aerial sequences, high-stakes action, and plenty of heart, this is a movie night you won’t want to miss.
Each evening includes general admission seating, lawn games before the movie, an outdoor bar featuring wine, beer, cider, and non-alcoholic options, plus popcorn and movie snacks available for purchase.
Get your tickets HERE
Happy Hour- Crown & Thieves
Make your getaway to Crown & Thieves for Happy Hour every Monday–Wednesday from 11 AM–4 PM. Enjoy 6oz glasses of wine for just $7. Come raise a glass to a little weekday indulgence.