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.

JPC Trail Hop On + Hop Off Bus
Jun
26
to Sep 5

JPC Trail Hop On + Hop Off Bus

  • Delta Grand Okanagan Resort (map)
  • Google Calendar ICS

Want to explore the West Kelowna wineries, but don't want to drive. Not to worry, Jason Parkes Customs (JPC) has you covered! Start your Hop On + Hop Off day at the Delta Grand Okanagan Resort and be wine tasting in minutes — no designated driver required! Purchase a Day Pass for $80 per person and enjoy the freedom to Hop On and Hop Off at any JPC Trail Tour Bus location throughout the day + receive 20% off all JPC Experiences (excluding food) across our properties. Plus, tasting fees are waived at Crown & Thieves and The Hatch with the purchase of a bottle of wine. Ride for the full journey and return to the Delta Grand at the end of the day, or join the tour from any stop along the route — it’s completely flexible. With rotating shuttle service between top Okanagan wineries, you can build your perfect tasting itinerary without worrying about transportation, parking, or timing. Simply arrive at your pickup location 5 minutes early, hop aboard, and let the good times roll. More wine. Less worry. Maximum fun. The JPC Trail Tour Bus is the easiest (and most fun) way to experience Okanagan wine country. No BS. Just great wine, beer, cider, and barbeque.

Find More Details and Schedule HERE

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Book Club at Off the Grid
Jul
3

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!

Book your spot here.

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

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Latin Dance Nights
Jul
3

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!

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Yoga & Mimosa at Frind Estate Winery
Jul
4

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!

Book your spot here.

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Morning Yoga, Bubbles & Bites
Jul
4

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!

Book your spot here.

Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20

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The Next Chapter, featuring Aaron Volpatti, Antonia Greenway, and Jeff Johnson
Jul
4

The Next Chapter, featuring Aaron Volpatti, Antonia Greenway, and Jeff Johnson

Three Artists. Three Journeys. One Unforgettable Night. Join Aaron Volpatti, Antonia Greenway, and Jeff Johnson for an intimate evening of country music and storytelling as three artists step into exciting new chapters of their lives and careers.

Aaron Volpatti Aaron Volpatti is a former NHL player who defied extraordinary odds throughout his life and career. After suffering second and third-degree burns over 40% of his body in a devastating accident, Aaron fought his way back to the ice, earning a scholarship to Brown University before signing with the Vancouver Canucks and later playing for the Washington Capitals.

Following a career-ending spinal injury, Aaron faced another chapter of adversity that ultimately led him toward personal growth, coaching, public speaking, and now music. Drawing on a lifetime of resilience, perseverance, and reinvention, Aaron is making his country music debut, sharing songs and stories inspired by a journey unlike any other.

Antonia Greenway Originally from Germany, Antonia Greenway is a singer-songwriter whose music is deeply influenced by her solo travels around the world and the people and places she has encountered along the way. Now beginning a new chapter in Canada, Antonia combines elements of country, folk, and Americana with heartfelt storytelling and authentic songwriting. Her performances invite audiences into moments of vulnerability, adventure, love, and self-discovery, creating an emotional connection that lingers long after the final note.

Jeff Johnson Award-winning songwriter, producer, and founder of Bailey Way Entertainment, Jeff Johnson has spent decades helping artists bring their music to life. A JUNO Award nominee and five-time consecutive BCCMA Producer of the Year, Jeff is one of the most respected names in Canadian country music. As a producer, songwriter, mentor, and performer, Jeff’s passion for storytelling and authentic connection shines through every song. This special evening highlights not only the producer behind the music, but the artist and storyteller at its heart.

The Next Chapter is more than a concert—it’s an evening of stories, songs, resilience, and new beginnings. Every New Chapter Begins With A Story.

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

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Yoga in the Vineyard at Off the Grid
Jul
5

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)

Book your spot here.

View Event →
Hot Diggity Dog
Jul
5

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!

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 The Art of Magic & Illusion - Mind Games
Jul
5

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

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Tom Cochrane and Red Rider - Summer Concert Series
Jul
8

Tom Cochrane and Red Rider - Summer Concert Series

For nineteen years, the Mission Hill Concert Series has been an anticipated summer tradition in the Okanagan Valley, welcoming exceptional artists to our iconic open-air Amphitheatre set among vineyard rows and sweeping lake vistas. Tom Cochrane’s legendary career spanning more than 40 years, from his early years as the lead singer and main songwriter for Red Rider to the solo work that brought him global success, Cochrane has earned 8 JUNO Awards, a Grammy nomination, and a place among the nation’s most influential singer‑songwriters. Celebrated for his artistic contributions and his extensive humanitarian and charitable work, he continues to embody the standard of what it means to be a Canadian Music Hall of Fame icon.

Book your spot and learn more here.

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Live Music Thursdays at Off the Grid
Jul
9

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.

Book your spot here.

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Vineyard, Plant & Sip
Jul
10

Vineyard, Plant & Sip

Join us for a fun and relaxing outdoor terrarium workshop at Off the Grid Winery. Surrounded by beautiful vineyard views, you will create your own mini jungle terrarium while enjoying a layed back evening in a stunning setting guided by Tara, owner of Glasshouse. Along the way you will learn a little about off the grid, their organic wines and what makes this winery such a special place to visit. Sip wine, take in the scenery, and enjoy a creative experience outdoors as you build a living terrarium to take home.

*No experience needed

*All materials provided- just bring yourself and enjoy the evening!

*Welcome wine, mid break wine and small snack included

* Care sheet & special thank you suprise to take home

Register HERE

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Plant & Sip Terrarium Workshop
Jul
10

Plant & Sip Terrarium Workshop

Join us for a fun and relaxing outdoor terrarium workshop at Off the Grid Winery. Surrounded by beautiful vineyard views, you will create your own mini jungle terrarium while enjoying a laid back evening in a stunning setting guided by Tara, owner of Glasshouse. Along the way you will learn a little about off the grid, their organic wines and what makes this winery such a special place to visit.

Sip wine, take in the scenery, and enjoy a creative experience outdoors as you build a living terrarium to take home.

No experience needed

All materials provided- just bring yourself and enjoy the evening!

Welcome wine, mid break wine and small snack included Care sheet & special thank you surprise to take home

Reserve your spot HERE

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Market Long Table Dinners
Jul
10

Market Long Table Dinners

We are delighted to invite you to an intimate outdoor dining experience at Quails’ Gate. Set amidst the natural beauty of The Market Garden, this al fresco evening will feature a four-course dinner thoughtfully crafted by our culinary team and paired with a selection of award-winning Quails’ Gate wines.

Book Your Spot HERE

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Yoga & Mimosa at Frind Estate Winery
Jul
11

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!

Book your spot here.

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Runway for Rescues Fashion Show
Jul
11

Runway for Rescues Fashion Show

Runway for Rescue - Shopping, Fashion Show, Charcuterie Grazing Table, Dessert Buffet & Welcome Wine

We have partnered with Casual Chic Couture to host an amazing fashion show & shopping experience to raise money for a new winter barn, so we can adopt more rescue animals! 5-6pm Welcome Wine, Charcuterie & Pre-shopping, silent auction 6-7pm Fashion Show 7-8pm Dessert, Shopping, Raffles, Door Prizes

*Seating is runway style, wine by the glass will be for sale all evening

Reserve your spot HERE

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Windmills
Jul
11

Windmills

Pilot Episode by Windmills Bigger, bolder, & beautifully unpredictable — Pilot Episode is the sound of an artist finally finding the scale his stories have always deserved. A massive, cinematic reinvention: This isn’t a sequel—it’s a season premiere.

Since the release of lead single Ask Your Bones — Windmills has been hinting at reinvention. Known for a career built on lyrical transparency & a "moody indie swoon pop" foundation, the 2026 era marks a definitive shift toward a sound that is fresh, expansive, & undeniably human.

Pilot Episode is a bold departure from the past. It is Windmills’ embracing a vibrant, indie rock energy that captures the chaotic state of the world while remaining grounded in hope. This isn’t just a new album, it's a massive reinvention that explores the nerves of starting over & the thrill of a fresh perspective. If the previous era was about the internal, the new one is about the world outside—& finding your place within it. Themes of vulnerability, global uncertainty, & the hope found in starting over fill the record, all while maintaining a 100% human-crafted ethos. In a digital age, Pilot Episode stands as a testament to authentic creation, backed by Creative BC & celebrated by a community that pre-sold 30% of the album's limited vinyl run in the first week.

From sold-out shows to a sound that feels both new & inevitable, Windmills continues to prove that the most compelling stories are the ones told without a filter.

Doors will open at 7, with curtains at 8pm. As always - wine, cocktails, beer & more 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

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Yoga in the Vineyard at Off the Grid
Jul
12

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)

Book your spot here.

View Event →
The Art of Magic & Illusion - Prophecy
Jul
12

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.

Buy Tickets HERE

View Event →
Live Music Thursdays at Off the Grid
Jul
16

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.

Book your spot here.

View Event →
Sad Tom & The Noodles
Jul
16

Sad Tom & The Noodles

Sad Tom and The Noodles dive into life's authentic experiences with their upbeat tunes, intertwining relatable lyrics with energetic melodies. Their fusion of indie, modern, and alt rock ensures a groovin' sound that is both inviting and expressive. The band consists of Tom Knoll on vocals, Caleb Howes on guitar, Rob Larkin on drums, Shiloh Taetz on bass, and Robin Despres on Keys. By staying curious about big feelings and small moments, they have created a signature story-driven identity, promising to never take themselves too seriously.

Originally dubbed "Sad Tom" for his introspective songwriting, the band humorously adopted the name "The Noodles" to embrace the juxtaposition between their heartfelt music and carefree lifestyle. If adopting a whimsical title like that of a pool noodle encourages fans to not take themselves too seriously, then the name has served its purpose.

Sad Tom and The Noodles have been making waves since the release of their debut EP Aquaphobia in 2020. They gained further recognition with the success of their single 'I Don't Mind,' released in 2023, followed by the release of their EP Here I Am in 2024.

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

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Market Long Table Dinners
Jul
17

Market Long Table Dinners

We are delighted to invite you to an intimate outdoor dining experience at Quails’ Gate. Set amidst the natural beauty of The Market Garden, this al fresco evening will feature a four-course dinner thoughtfully crafted by our culinary team and paired with a selection of award-winning Quails’ Gate wines.

Book Your Spot HERE

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Freeze the Fall
Jul
17

Freeze the Fall

Join us on July 17th at 8:00 PM at Crown and Thieves for an amazing evening of live music and community as Freeze the Fall takes the stage for a purpose!.

This special fundraising concert is part of a larger initiative to help send the band to perform at Louder Than Life Festival this September, a career-defining moment and the opportunity of a lifetime. With your support, we’re hoping to raise $7,000 during the evening to help make this dream a reality.

And there’s a twist: if we hit our fundraising goal that night, attendees will be treated to a pretty amazing surprise live at the concert. Come be part of something special, support local music, and help send Freeze the Fall to one of the biggest stages in rock.

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

View Event →
Yoga & Mimosa at Frind Estate Winery
Jul
18

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!

Book your spot here.

View Event →
Morning Yoga, Bubbles & Bites
Jul
18

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!

Book your spot here.

Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20

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Comedy with Chris Gordon
Jul
18

Comedy with Chris Gordon

When Chris Gordon isn’t telling jokes to people for money, he has a steady schedule of making out with babes, doing max bench, driving sports cars fast and firing uzis. He has made an impact: from his break out performances at the Just For Laughs Festival in Montreal, Toronto, and Andy Kindler's Alternative Show in Vancouver; being featured on NBC's Last Comic Standing; to losing his virginity ‪on June 16th 2:52am… 2026; his (sex) appeal is undeniable. In short, his comedy will make you dumber but hotter. "Gordon lives so in the moment that each individual show becomes a legendary 'you had to be there' night, leaving his fans collecting his individual show stories like badges." - Beatroute Magazine In his first year of comedy Chris was selected as the #1 pick in Canada on CBC's "So You Think You Are Funny" and can also be heard on CBC's “LOL”. He has appeared at the Hot Tub show in LA, San Francisco Sketch Fest, New Orleans Hell Yes Fest and the Red Clay Comedy Festival in Atlanta, Georgia. Chris’ new album reached #1 on iTunes Canada’s comedy charts and can be heard on Sirius XM radio. His television appearances include Hell on Wheels on AMC, Wynona Earp on SyFy, and Tacoma FD on Crave and CTV! "One of the weirdest comics in the country. The infectious goofiness of Chris Gordon is a thing to behold... a one-of-a-kind experience." - The Georgia Straight.

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

View Event →
Yoga in the Vineyard at Off the Grid
Jul
19

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)

Book your spot here.

View Event →
Hot Diggity Dog
Jul
19

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!

View Event →
The Art of Magic & Illusion - Prophecy
Jul
19

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

Buy Tickets HERE

View Event →
Burton Cummings and His Band - Summer Concert Series
Jul
22

Burton Cummings and His Band - Summer Concert Series

One of the most celebrated voices in Canadian rock, Burton Cummings brings his legendary catalogue to Mission Hill. For more than sixty years, Cummings has shaped music history as the lead singer and a principal songwriter of The Guess Who. His era‑defining hits, including “American Woman,” have cemented his legacy, making him the first artist in Canada to achieve triple‑platinum certification. Widely regarded as Canadian rock ’n’ roll royalty, he now brings this legacy to our hilltop venue.

Book your tickets and learn more here.

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Live Music Thursdays at Off the Grid
Jul
23

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.

Book your spot here.

View Event →
Market Long Table Dinners
Jul
23

Market Long Table Dinners

We are delighted to invite you to an intimate outdoor dining experience at Quails’ Gate. Set amidst the natural beauty of The Market Garden, this al fresco evening will feature a four-course dinner thoughtfully crafted by our culinary team and paired with a selection of award-winning Quails’ Gate wines.

Book Your Spot HERE

View Event →
Pottery in the Vineyard at Off the Grid
Jul
24

Pottery in the Vineyard at Off the Grid

Get ready to relax in the vineyard at Off the Grid Winery while enjoying a hands-on pottery session like no other. During this 2-hour experience, you’ll hand-build your very own item with expert guidance from Pearl & Fern Pottery Studio — no experience needed! Enjoy a wine tastings and snack while you create. Your piece will be professionally glazed and fired, ready for pickup within 2 week. 

July 24 - Salads and make salad bowls.

Book your spot here.

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Coverboy
Jul
24

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

View Event →
Yoga & Mimosa at Frind Estate Winery
Jul
25

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!

Book your spot here.

View Event →
Proper Man
Jul
25

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

View Event →
Yoga in the Vineyard at Off the Grid
Jul
26

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)

Book your spot here.

View Event →
The Art of Magic & Illusion - Mind Games
Jul
26

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

View Event →
Latin Dance Nights
Jul
27

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!

View Event →
Live Music Thursdays at Off the Grid
Jul
30

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.

Book your spot here.

View Event →
Market Long Table Dinners
Jul
30

Market Long Table Dinners

We are delighted to invite you to an intimate outdoor dining experience at Quails’ Gate. Set amidst the natural beauty of The Market Garden, this al fresco evening will feature a four-course dinner thoughtfully crafted by our culinary team and paired with a selection of award-winning Quails’ Gate wines.

Book Your Spot HERE

View Event →
Roseanarig
Jul
30

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

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Sip & Paint at OTG
Jul
31

Sip & Paint at OTG

In this 2-hour guided workshop, our instructor will walk you step-by-step through painting your own serving tray / charcuterie board using vinyl stencils. You’ll be able to choose from a variety of designs, customize your piece with colours that match your style and create something beautiful and functional to take home.

Book HERE

View Event →
Yoga & Mimosa at Frind Estate Winery
Aug
1

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!

Book your spot here.

View Event →
Yoga in the Vineyard at Off the Grid
Aug
2

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)

Book your spot here.

View Event →
Hot Diggity Dog
Aug
2

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!

View Event →
Ryan Michael Magic with Special Guest Ben Price
Aug
2

Ryan Michael Magic with Special Guest Ben Price

Ryan welcomes special guest and close friend Ben Price for a one-night-only performance that blends world-class magic, mind reading, and unforgettable moments of connection.

Ben Price is an internationally acclaimed magician and mentalist, performing across North America and regularly featured on luxury cruise ships around the world. Known for his sharp wit and impossible demonstrations, Ben brings a dynamic, high-energy style that perfectly compliments Ryan’s signature impossible mentalism and magic.It will be an evening filled with astonishment, laughter, and impossibility with both performers taking the stage performing their favourite shows- Mind Games and M-A-G-I-C!

Two performers. Two distinct styles. Two shows. One incredible night. This is more than a magic show, this is one experience you don't want to miss!

Doors will open at 7pm, with curtains at 8pm. As always - wine, cocktails, beer & more 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

View Event →
Sunset Yoga & Wine at Frind Estate Winery
Aug
5

Sunset Yoga & Wine at Frind Estate Winery

Experience Sunset Yoga at our one-of-a-kind beachfront estate! Join us for two special evenings of serenity and movement on Wednesday, August 5th and Wednesday August 12th at 8:00pm. Flow through an all-levels yoga class led by the incredible instructors from Suka Fit, set against the breathtaking backdrop of the sun setting over Okanagan Lake. After class, unwind with a complimentary glass of wine and take in the view from our peaceful picnic area. Please bring your own yoga mat and water for this class!

Book your spot here.

View Event →
Book Club at Off the Grid
Aug
6

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!

Book your spot here.

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

View Event →
Live Music Thursdays at Off the Grid
Aug
6

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.

Book your spot here.

View Event →
Market Long Table Dinners
Aug
6

Market Long Table Dinners

We are delighted to invite you to an intimate outdoor dining experience at Quails’ Gate. Set amidst the natural beauty of The Market Garden, this al fresco evening will feature a four-course dinner thoughtfully crafted by our culinary team and paired with a selection of award-winning Quails’ Gate wines.

Book Your Spot HERE

View Event →
Amanda Marshall - Summer Concert Series
Aug
6

Amanda Marshall - Summer Concert Series

Singer-songwriter Amanda Marshall has released three multi‑platinum albums since 1995, beginning with her Diamond-certified debut—one of only 18 Canadian albums ever to reach that milestone. The record sold more than 6 million copies worldwide and produced seven Top 10 singles, including “Let It Rain,” “Beautiful Goodbye,” “Dark Horse,” and “Birmingham.” Marshall toured this album globally in support of Whitney Houston Marshall followed with Tuesday’s Child in 1999, a 6× platinum album produced by Don Was and featuring collaborations with Carole King and Eric Bazilian. In 2001, she shifted toward a more R&B‑influenced sound with Everybody’s Got a Story, produced by Peter Asher. The album delivered multiple Top 10 hits and was certified quadruple platinum within ten weeks of release.


Get your tickets and learn more here.

View Event →
Book Club at Off the Grid
Aug
7

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!

Book your spot here.

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

View Event →
Yoga & Mimosa at Frind Estate Winery
Aug
8

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!

Book your spot here.

View Event →
Morning Yoga, Bubbles & Bites
Aug
9

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!

Book your spot here.

Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20

View Event →
Yoga in the Vineyard at Off the Grid
Aug
9

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)

Book your spot here.

View Event →
The Art of Magic & Illusion - Mind Games
Aug
9

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

View Event →
Latin Dance Nights
Aug
10

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!

View Event →
Sunset Yoga & Wine at Frind Estate Winery
Aug
12

Sunset Yoga & Wine at Frind Estate Winery

Experience Sunset Yoga at our one-of-a-kind beachfront estate! Join us for two special evenings of serenity and movement on Wednesday, August 5th and Wednesday August 12th at 8:00pm. Flow through an all-levels yoga class led by the incredible instructors from Suka Fit, set against the breathtaking backdrop of the sun setting over Okanagan Lake. After class, unwind with a complimentary glass of wine and take in the view from our peaceful picnic area. Please bring your own yoga mat and water for this class!

Book your spot here.

View Event →
Live Music Thursdays at Off the Grid
Aug
13

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.

Book your spot here.

View Event →
Market Long Table Dinners
Aug
13

Market Long Table Dinners

We are delighted to invite you to an intimate outdoor dining experience at Quails’ Gate. Set amidst the natural beauty of The Market Garden, this al fresco evening will feature a four-course dinner thoughtfully crafted by our culinary team and paired with a selection of award-winning Quails’ Gate wines.

Book Your Spot HERE

View Event →
Yoga & Mimosa at Frind Estate Winery
Aug
15

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!

Book your spot here.

View Event →
Coverboy
Aug
15

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

View Event →
Yoga in the Vineyard at Off the Grid
Aug
16

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)

Book your spot here.

View Event →
Hot Diggity Dog
Aug
16

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!

View Event →
The Art of Magic & Illusion - Prophecy
Aug
16

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.

Buy Tickets HERE

View Event →
Live Music Thursdays at Off the Grid
Aug
20

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.

Book your spot here.

View Event →
Market Long Table Dinners
Aug
20

Market Long Table Dinners

We are delighted to invite you to an intimate outdoor dining experience at Quails’ Gate. Set amidst the natural beauty of The Market Garden, this al fresco evening will feature a four-course dinner thoughtfully crafted by our culinary team and paired with a selection of award-winning Quails’ Gate wines.

Book Your Spot HERE

View Event →
Femme Fatale
Aug
21

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

View Event →
Yoga & Mimosa at Frind Estate Winery
Aug
22

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!

Book your spot here.

View Event →
Morning Yoga, Bubbles & Bites
Aug
22

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!

Book your spot here.

Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20

View Event →
Proper Man
Aug
22

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

View Event →
Yoga in the Vineyard at Off the Grid
Aug
23

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)

Book your spot here.

View Event →
Live Music Thursdays at Off the Grid
Aug
27

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.

Book your spot here.

View Event →
The Prohibition Party featuring The Anna Jacyszyn Trio
Aug
27

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

View Event →
Coverboy
Aug
28

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

View Event →
Yoga & Mimosa at Frind Estate Winery
Aug
29

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!

Book your spot here.

View Event →
Yoga in the Vineyard at Off the Grid
Aug
30

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)

Book your spot here.

View Event →
Hot Diggity Dog
Aug
30

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!

View Event →
The Art of Magic & Illusion - Mind Games
Aug
30

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

View Event →
Book Club at Off the Grid
Sep
3

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!

Book your spot here.

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

View Event →
Book Club at Off the Grid
Sep
4

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!

Book your spot here.

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

View Event →
Latin Dance Nights
Sep
4

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!

View Event →
Yoga & Mimosa at Frind Estate Winery
Sep
5

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!

Book your spot here.

View Event →
Morning Yoga, Bubbles & Bites
Sep
6

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!

Book your spot here.

Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20

View Event →
Yoga in the Vineyard at Off the Grid
Sep
6

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)

Book your spot here.

View Event →
Yoga & Mimosa at Frind Estate Winery
Sep
12

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!

Book your spot here.

View Event →
Yoga in the Vineyard at Off the Grid
Sep
13

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)

Book your spot here.

View Event →
Proper Man
Sep
18

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

View Event →
Morning Yoga, Bubbles & Bites
Sep
20

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!

Book your spot here.

Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20

View Event →
Yoga in the Vineyard at Off the Grid
Sep
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)

Book your spot here.

View Event →
Roseanarig
Sep
24

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

View Event →
Femme Fatale
Sep
25

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

View Event →
Yoga in the Vineyard at Off the Grid
Sep
27

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)

Book your spot here.

View Event →
Book Club at Off the Grid
Oct
1

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!

Book your spot here.

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

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Book Club at Off the Grid
Oct
2

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!

Book your spot here.

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

View Event →
Coverboy
Oct
3

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

View Event →
Jeff Piattelli
Oct
10

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

View Event →
The Prohibition Party featuring The Anna Jacyszyn Trio
Oct
15

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

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Proper Man
Oct
17

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

View Event →
Roseanarig
Oct
22

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

View Event →
Coverboy
Oct
24

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

View Event →
Book Club at Off the Grid
Nov
5

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!

Book your spot here.

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

View Event →
Book Club at Off the Grid
Nov
6

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!

Book your spot here.

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

View Event →
Book Club at Off the Grid
Dec
3

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!

Book your spot here.

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

View Event →
Book Club at Off the Grid
Dec
4

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!

Book your spot here.

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

View Event →
The Prohibition Party featuring The Anna Jacyszyn Trio
Dec
17

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

View Event →
The Art of Magic & Illusion - Prophecy
Jul
12

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.

View Event →

Femme Fatale
Jul
2

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

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Market Long Table Dinners
Jul
2

Market Long Table Dinners

We are delighted to invite you to an intimate outdoor dining experience at Quails’ Gate. Set amidst the natural beauty of The Market Garden, this al fresco evening will feature a four-course dinner thoughtfully crafted by our culinary team and paired with a selection of award-winning Quails’ Gate wines.

Book Your Spot HERE

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Live Music Thursdays at Off the Grid
Jul
2

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.

Book your spot here.

View Event →
Book Club at Off the Grid
Jul
2

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!

Book your spot here.

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

View Event →
Comedy with Brittany Lyseng
Jun
30

Comedy with Brittany Lyseng

Brittany Lyseng is an award-winning stand-up comedian and writer. Her comedy career began after 12 years as a tradesman with the desire to lift less and laugh more. In November 2024 she won the Seattle International Comedy Competition making her the first Canadian female to claim the title in its 44 year history. Her debut set on Don’t Tell Comedy has amassed over 30 million views online and she’s been featured CBCs Comics Unleashed, Kevin Hart’s LOL Network, CBC’s New Wave of Stand-Up Comedy and CTV’s The Stand-Up Show with Jon Dore. Her work on Roast Battles Canada was nominated for a 2022 Canadian Screen Award. Brittany regularly performs at clubs and festivals throughout North America including Just For Laughs Montreal, The Winnipeg Comedy Festival, JFL 42 and JFL Northwest. 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

View Event →
The Art of Magic & Illusion - Prophecy
Jun
28

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.

Buy Tickets HERE

View Event →
The Press Book Club at The Gallery Winery
Jun
28

The Press Book Club at The Gallery Winery

The Press with Alex Book Club

Come hang out with fellow book lovers for a cozy evening at The Gallery. We’ll be chatting about this month’s read, Our Perfect Storm by Carley Fortune, over drinks and good conversation. $20 tickets include your spot at the meetup plus a glass of wine or another beverage of your choice. Whether you come with friends or solo, it’s a relaxed night to meet new people, talk books, and enjoy a fun summer evening.
Limited spots available.

Book your Spot HERE

View Event →
Yoga in the Vineyard at Off the Grid
Jun
28

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)

Book your spot here.

View Event →
Morning Yoga, Bubbles & Bites
Jun
28

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!

Book your spot here.

Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20

View Event →
Coverboy
Jun
27

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

View Event →
Yoga & Mimosa at Frind Estate Winery
Jun
27

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!

Book your spot here.

View Event →
The Prohibition Party featuring The Anna Jacyszyn Trio
Jun
25

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

View Event →
Live Music Thursdays at Off the Grid
Jun
25

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.

Book your spot here.

View Event →
JJ Voss
Jun
24

JJ Voss

With over two decades of dedication to his craft, 9 time SCMA award winner JJ Voss has taken his passion for songwriting and performing, along with his many experiences in life, to build an authentic heartfelt solo career rooted in the soil of the working class. To date Voss has released 3 albums and 2 singles garnering a WMCA nomination, radio play and chart success followed by extensive touring in Canada, the US, Mexico,Western Europe and Colombia. Following in the footprints of many blue collar poets before him, JJ has toured the world sharing his truths through worn in chords and a whiskey flavoured, veteran's voice. Honest and true to his word, he goes all-in with every lyric and tells the stories that we all need to hear 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

View Event →
Chamber Music Kelowna Dinner Experience
Jun
23

Chamber Music Kelowna Dinner Experience

Please join us on Tuesday, June 23 for an intimate musical dining experience. Indulge in a delectable three-course dinner expertly prepared by our culinary team, paired perfectly with a selection of award-winning Quails’ Gate wines. Dinner will be located in the Quails' Gate Winery Stewart Family Room.

Book Your Spot Here

View Event →
 The Art of Magic & Illusion - Mind Games
Jun
21

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

View Event →
Hot Diggity Dog
Jun
21

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!

View Event →
Yoga in the Vineyard at Off the Grid
Jun
21

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)

Book your spot here.

View Event →
somebody1990
Jun
20

somebody1990

“somebody1990” is the ambiguous pen-name & pseudonym for the songs of Grayson Riordon. Inherently, there is a human desire to be somebody or something. These songs are immensely human, wrapped in acerbic wit & turns of phrase. Sponsored by all your biggest feelings….pairs well with Red. 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

View Event →
Yoga & Mimosa at Frind Estate Winery
Jun
20

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!

Book your spot here.

View Event →
Prohibited
Jun
19

Prohibited

Join the pod for an illustrious drag show at The Broken Hearts Club Speakeasy. We invite you to an intimate evening and a fabulous show - come support the fight against drag prohibition! 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. Our Speakeasy events are 19+ unless otherwise specified

Get Tickets HERE

View Event →
Wine 101 at Off the Grid ~ Red Wine & Grilled Meats Fathers Day Class
Jun
19

Wine 101 at Off the Grid ~ Red Wine & Grilled Meats Fathers Day Class

Sit down in our private event gardens, with a view of the lake surrounded by 40 year old vines. Learn about what makes pairing red wine & meat so amazing with one of our WSET educated staff members.

Book your spot here.

View Event →
Live Music Thursdays at Off the Grid
Jun
18

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.

Book your spot here.

View Event →
Yoga in the Vineyard at Off the Grid
Jun
14

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)

Book your spot here.

View Event →
Morning Yoga, Bubbles & Bites
Jun
14

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!

Book your spot here.

Happening all summer long: June 14, June 28, July 4, July 18, Aug 9, Aug 22, Sept 6, Sept 20

View Event →
Backyard Wild Medicine Workshop
Jun
13

Backyard Wild Medicine Workshop

Learn how to make wild medicine; tinctures, salves, supplements, and teas, with herbs and weeds found in your backyard! Taught by Erin Green, who grew up in West Kelowna, who started in her youth foraging for food and medicine. Then attending forestry programs in college, where she learned botany and plant identification. Start with a glass of wine and a walk around the winery to identify plants Then lunch and learning - choose your meal on next page Ending with making a take home medicine

Book HERE

View Event →
Yoga & Mimosa at Frind Estate Winery
Jun
13

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!

Book your spot here.

View Event →
Pottery in the Vineyard at Off the Grid
Jun
12

Pottery in the Vineyard at Off the Grid

Get ready to relax in the vineyard at Off the Grid Winery while enjoying a hands-on pottery session like no other. During this 2-hour experience, you’ll hand-build your very own item with expert guidance from Pearl & Fern Pottery Studio — no experience needed! Enjoy a wine tastings and snack while you create. Your piece will be professionally glazed and fired, ready for pickup within 2 week. 

June 12 - Flatbread and make bread boards

July 24 - Salads and make salad bowls.

Book your spot here.

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Beaumont Winery X The Cake MAMA "Summer cookie Decorating Class"
Jun
11

Beaumont Winery X The Cake MAMA "Summer cookie Decorating Class"

Join us for a fun evening of Cookie Decorating & Wine!

Book Here

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Sip & Step Line Dancing Class at Off the Grid Organic Winery
Jun
7

Sip & Step Line Dancing Class at Off the Grid Organic Winery

Join us May 24th from 3:00-4:30pm for an afternoon of wine and line dancing overlooking the lake. Enjoy a glass in hand while you learn fun, easy-to-follow dances, perfect for beginners and seasoned dancers alike. Bring your friends, soak up the views, and let's dance!

Book your spot here!

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Annual Events

  • A man and woman sitting in front of a fireplace, holding glasses of wine and smiling at each other.

    Sip into the Season

    A delightful Christmas event gleaming with sparkling lights and holiday decor. Join us for our annual holiday tasting experience in West Kelowna.

  • Two people holding glasses of pink wine, toasting each other.

    Sip with your Sweetheart

    Enjoy chocolate-paired wine tastings at our eleven member wineries at our annual Valentine’s event.

  • Man and woman enjoying wine and cheese at a cozy setting with a cheese platter and a fireplace in the background.

    Cheers to Cheese

    Celebrate spring and embark on a journey through the picturesque Westside Wine Trail with Cheers to Cheese: an unparalleled wine and cheese paired tasting experience.

  • A ghost model, wearing sunglasses, holding a glass of red wine, superimposed over a landscape of vineyards with mountains in the background.

    Trick or Sip

    Trick or Sip on the Westside Wine Trail is a spooktacular Halloween event. This hauntingly delightful gathering promises a fangtastic time for all attendees.