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.

Calendar View
Dome Dining at Frind (Wednesday-Sunday)
Nov
1
to Mar 29

Dome Dining at Frind (Wednesday-Sunday)

Join Us This Winter in Our Lakeside Domes at Frind Estate Winery!

Cozy up in one of our stunning lakeside domes and enjoy our specially crafted Winter Menu by Chef Ryan Lauzon, available Wednesday through Sunday each week until March 29th!

✨ Happy Hour from 2:00 PM to 5:00 PM! ✨

Reserve your spot online, with the last seating at 7:30 PM. Walk-ins are welcome on a first-come, first-serve basis, pending availability. We look forward to welcoming you for a memorable winter dining experience by the lake!!

Book your dome here.

View Event →
The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club
Feb
1

The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club

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.

Book your spot here: https://crownthieves.com/pages/events

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.

Shows occurring on the following days:

  • March 1, 2026,

  • March 15, 2026

  • March 29, 2026

  • April 12, 2026

  • April 26, 2026

  • May 10, 2026

  • May 24, 2026

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.

View Event →
Femme Fatale at Broken Hearts Club
Feb
6

Femme Fatale at Broken Hearts Club

Femme Fatale is Kelowna's longest-standing burlesque and dance group, celebrating their 10th anniversary this year - and 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.

Book your spot here: https://crownthieves.com/pages/events

Shows on Feb 6, March 6, April 3, and May 1.

View Event →
Sip With Your Sweetheart
Feb
7

Sip With Your Sweetheart

Celebrate your sweetheart, besties, and loved ones on the Westside Wine Trail! Join the wineries of West Kelowna this Valentine's Day. Our wineries will be offering special sweetheart wine tastings of two wines and a pairing to welcome you into Valentine's season! Tickets are limited - be sure to get yours before they sell out.

Plan your route with the interactive Google map here!

Get your tickets here.

Participating wineries include:

  • Beaumont Family Estate Winery

  • Black Swift Vineyards

  • Crown & Thieves

  • Frind Estate Winery

  • The Gallery Winery

  • Grizzli Winery

  • the hatch

  • Kalala Organic Estate Winery

  • Little Straw Vineyards

  • Mission Hill Family Estate

  • Mt. Boucherie Estate Winery

  • Niche Wine Company

  • Off the Grid Organic Winery

  • Quails’ Gate Winery

  • Volcanic Hills Estate Winery

View Event →
Aidan Mayes at Crown & Thieves Broken Hearts Club
Feb
7

Aidan Mayes at Crown & Thieves Broken Hearts Club

Join Aidan Mayes for an Unforgettable Night at The Broken Hearts Club at Crown & Thieves.

Book your table here: https://www.showpass.com/aidan-mayes/

Don't miss this opportunity to be part of a night filled with authentic connection and unforgettable melodies. Join us at the Speakeasy at Crown & Thieves in West Kelowna and let the journey resonate long after the last note fades!!! Doors will open at 7pm, with curtains at 8pm. As always - wine, cocktails, beer & more are available for purchase.

Hailing from Penticton, BC, Aidan Mayes is a mesmerizing singer-songwriter whose music captivates the heart and soul. With a unique blend of 90's alternative pop influences and the spirit of the Lilith Fair movement, Aidan crafts enchanting melodies that delve into the complexities of love, resilience, and joy. Celebrate the release of her highly anticipated sixth studio album, "LOVE," a collection that marks a significant evolution in her artistry. This special evening not only showcases Aidan's powerful voice and heartfelt lyrics but also offers the chance to pre-order an exclusive vinyl pressing of "LOVE," with all proceeds from the night supporting this creation. Known for her engaging performances that seamlessly weave personal storytelling with musical artistry, Aidan invites you to experience the magic of her Okanagan-inspired songs.

View Event →
Valentine's Day Dinner at Mission Hill Family Estate
Feb
13

Valentine's Day Dinner at Mission Hill Family Estate

Celebrate Valentine’s Day with an intimate four-course, wine-paired dinner, where each moment is crafted with the same care and intention we bring to our wines. Beautifully set tables welcome you into an evening of elegance and warmth, unfolding amidst the enduring romance of the Okanagan. Each course honours passion and provenance, thoughtfully crafted to reflect the timeless beauty of our estate.

Book your spot here: https://www.opentable.com/booking/experiences-availability?rid=59695&restref=59695&experienceId=616870&utm_source=external&utm_medium=referral&utm_campaign=shared

View Event →
Culinary Class | Valentine's Day
Feb
13

Culinary Class | Valentine's Day

Celebrate Valentine’s Day with an intimate four-course, wine-paired dinner, where each moment is crafted with the same care and intention we bring to our wines. Beautifully set tables welcome you into an evening of elegance and warmth, unfolding amidst the enduring romance of the Okanagan. Each course honours passion and provenance, thoughtfully crafted to reflect the timeless beauty of our estate.

Book your spot here: https://www.opentable.com/booking/experiences-availability?rid=59695&restref=59695&experienceId=616870&utm_source=external&utm_medium=referral&utm_campaign=shared

View Event →
Wine & Paint Night: Monet Meets Merlot
Feb
13

Wine & Paint Night: Monet Meets Merlot

We are beyond excited to announce that Monet Meets Merlot is back, bringing another class of creativity, laughter, and unforgettable memories to our beautiful winery. Treat yourself to a night he won't forget! Join us on Friday, February 13th for an evening where art and wine flow together effortlessly. Whether you're an experienced artist or picking up a brush for the first time, we've got you covered!

Book your spot here: https://www.exploretock.com/anniesatfrindestatewinery/event/585506/wine-paint-night-monet-meets-merlot-feb-13th

View Event →
Coverboy: The Lover Boys Valentine's Edition
Feb
13

Coverboy: The Lover Boys Valentine's Edition

Coverboy: The Lover Boys Valentine's Edition. One Night only - Friday, February 13th. A playful, one‑night‑only twist on the exhilarating cover‑song experience you already love. For this special Valentine’s week show, the boys will be dressed to impress and ready to serenade the room with a curated mix of iconic love songs, heartfelt classics, and a few cheeky surprises. Expect the same high‑energy twist on your favourite hits, now with an extra dash of flirtation.

Book your table here: https://www.showpass.com/coverboy-the-lover-boys-special-valentines-edition/

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!

View Event →
Valentine's Day Dinner at Mission Hill Family Estate
Feb
14

Valentine's Day Dinner at Mission Hill Family Estate

Celebrate Valentine’s Day with an intimate four-course, wine-paired dinner, where each moment is crafted with the same care and intention we bring to our wines. Beautifully set tables welcome you into an evening of elegance and warmth, unfolding amidst the enduring romance of the Okanagan. Each course honours passion and provenance, thoughtfully crafted to reflect the timeless beauty of our estate.

Book your spot here: https://www.opentable.com/booking/experiences-availability?rid=59695&restref=59695&experienceId=616870&utm_source=external&utm_medium=referral&utm_campaign=shared

View Event →
Culinary Class | Valentine's Day
Feb
14

Culinary Class | Valentine's Day

Celebrate Valentine’s Day with an intimate four-course, wine-paired dinner, where each moment is crafted with the same care and intention we bring to our wines. Beautifully set tables welcome you into an evening of elegance and warmth, unfolding amidst the enduring romance of the Okanagan. Each course honours passion and provenance, thoughtfully crafted to reflect the timeless beauty of our estate.

Book your spot here: https://www.opentable.com/booking/experiences-availability?rid=59695&restref=59695&experienceId=616870&utm_source=external&utm_medium=referral&utm_campaign=shared

View Event →
Valentine's Dinner at 31 Charkay
Feb
14

Valentine's Dinner at 31 Charkay

Fall in love all over again this Valentine’s Day at 31 Charkay. Join us on Friday, February 14, from 6:00–8:00 pm, for an intimate evening filled with exceptional cuisine, live music, and unforgettable moments.

Treat your special someone to a decadent three-course dinner while being serenaded for two magical hours with live love songs and crowd-favourite covers performed by AllenSONG band. The music will have you smiling, singing along, and perhaps even dancing hand-in-hand with your sweetheart.

Book your spot here: https://www.grizzliwinery.com/events/valentines-dinner-at-31-charkay

View Event →
Scoundrel and The Wench Valentine's Dinner & Show
Feb
14

Scoundrel and The Wench Valentine's Dinner & Show

Love is in the air this Valentine's Day at Crown and Thieves. Nothing says love more than sharing a long, saucy spaghetti noodle with your lover. Relax and unwind to the enchanting musical serenades of opening performer, Danaii, followed by Josh + Bex.

Tickets are priced per couple! Includes a welcome glass of sparkling wine, individual Caesar salad followed by shared spaghetti and meatballs and finished with a piece of decadent chocolate cake.

Price - $179, plus gratuity & taxes ($208.47 all inclusive)

Fan Club Price - $149, plus gratuity & taxes ($176.97 all inclusive) * Fan Club members - check your email for the code.

** Want to become a JPC Fan Club member to receive your special pricing? Send us an email and learn more.

Get your tickets here: https://www.exploretock.com/jason-parkes-customs-kelowna/event/588781/scoundrel-and-the-wench-valentines-dinner-show-per-couple-pricing

Josh + Bex are a Monashee Mountain Folk duo from the Okanagan Valley of BC. Their spellbinding harmonies and honed yet rustic sound, meet at the intersection of hope and sorrow as they intuitively and vulnerably craft songs that explore the wondrous realm of the human experience. This sonically approachable duo bring a unique synthesis of east and west coast in their warm onstage banter, performance and storytelling. Josh engages the audience, influenced by a broad lineage of eclectic song-smithing, while Bex, adds a charmingly introspective aptitude. Together they have woven their flawlessly blended harmonies into their mindful and dynamic performance—presenting a juxtaposition of pin-drop moments with intentionally arranged pockets of heartfelt intensity and jubilation.

Danaii is a Canadian singer-songwriter based in Kelowna, BC. She draws musical inspiration from plant life and human connection. She finds music and nature both have a way of drawing our attention in on the delicate. Through melody, she hopes to share a sense of attention and softness with her listeners.

View Event →
Blind Wine & Cheese Tasting
Feb
15

Blind Wine & Cheese Tasting

Join us on Sunday, February 15th for another educational and delicious evening of Blind Wine and Cheese Tasting led by one of our brilliant Tasting Associates. No blindfolds involved, but we won't reveal the wines or cheeses you're tasting until the very end! This isn't about getting it "right" or "wrong"—it's about expanding your palate, exploring new flavors, and perhaps, just maybe, blindly discovering your new favorite Frind Wine. Don’t miss this chance to taste, learn, and fall in love with something unexpected!

Book your spot here: https://www.exploretock.com/frindestatewinery/event/591374/blind-wine-and-cheese-tasting-february-15

View Event →
Press Book Club with Alex at The Gallery Winery
Feb
15

Press Book Club with Alex at The Gallery Winery

Join the newest book club in West Kelowna! The Press Book Club with Alex is having itsFirst Meeting at The Gallery Winery!

Book your spot here: https://www.thegallerywinery.com/product/press-book-club-with-alex-february-15

Join us for the very first Press Book Club, hosted by Alex, on Sunday, February 15 from 6-8pm at The Gallery Winery. We will be diving into People We Meet on Vacation by Emily Henry - a beloved, feel good read about friendship, love and the moments that change everything.

Your $15 ticket includes entry, a glass of wine (or alternative beverage) and light snacks to enjoy while we chat. We'll start with a relaxed, thoughtful discussion of the book, then - because we are all about cozy, community vibes - you're invited to stay afterwards and watch the movie with your new book friends. Come solo or bring a friend, meet fellow readers and help us kick off what we hope will be a regular, welcoming book club at The Gallery. No pressure, no homework vibes - just good conversation, good wine and good stories.

View Event →
Prohibited - A Freida Whales Drag Show
Feb
20

Prohibited - A Freida Whales Drag Show

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!

Book your spot here: https://crownthieves.com/pages/events

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.

View Event →
Frind Estate Winery: Perfect Pairing
Feb
21

Frind Estate Winery: Perfect Pairing

Join us for our next Perfect Pairing and upgrade your tasting experience! Enjoy 5 wines from our Tasting Menu, then elevate your palate with an exclusive Perfect Pairing pour - bringing your total to 6 wines. Savor a delightful bite specially curated to complement our featured wine! Whether you're a wine enthusiast or just beginning your journey, this is an experience not to be missed! Reserve your spot today and elevate your wine-tasting adventure with us. 🍇 Just $15 per guest - this is a non-refundable tasting fee payable upon arrival. 🍷 Wine Club Members can receive this complimentary upgrade as our way of saying thank you!

Book your spot here: https://www.exploretock.com/frindestatewinery/event/591379?date=2026-02-21&size=1&time=12%3A00

View Event →
Coverboy at the Broken Hearts Club
Feb
21

Coverboy at 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!

Book your spot here: https://crownthieves.com/pages/events

Coverboy is playing at the Broken Hearts Club on the following dates:

  • Feb 21, 2026

  • March 14, 2026

  • April 17, 2026

  • May 8, 2026

  • May 29, 2026

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.

View Event →
Let's Raclette! Featuring Grate Cheesery
Feb
22

Let's Raclette! Featuring Grate Cheesery

We’ve partnered with our friends at The Grate Cheesery to bring one of our favourite winter traditions to the farm: wine & raclette, served hot and melty, Swiss-market style.

Join us on Sunday, February 22 for the grate-est kind of Sunday—grilled raclette cheese scraped fresh onto a crusty baguette, a glass of small batch Niche wine in hand, and vineyard views stretching out in every direction.

Book your spot here: https://nichewinecompany.com/reservation/type/lets-raclette/

Indoor seating will be available, but we highly recommend bundling up and enjoying your raclette outdoors—fresh air, blue skies, and that unbeatable farm view included. Your $25 ticket includes: • Traditional grilled raclette on a baguette • A glass of small-batch wine • A side of Swiss cornichons (obviously)

View Event →
The Prohibition Party featuring The Anna Jacyszyn Trio
Feb
26

The Prohibition Party featuring The Anna Jacyszyn Trio

"Prohibition Party" 2026: 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.”

Book your spot here: https://crownthieves.com/pages/events

Doors open at 6:30 p.m.; show starts at 7:00 p.m. 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.

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.

View Event →
iNSTARiO at The Broken Hearts Club
Feb
28

iNSTARiO at The Broken Hearts Club

iNSTARiO is a high-energy five piece cover band from Kelowna delivering the best of classic rock, dance and pop. From timeless hits to crowd-favorite party songs, we keep the dance floor full all night long. Featuring dynamic lead vocals, guitar, bass, drums and keys, iNSTARiO recreates the sound and spirit of the legendary artists while adding their own tight, modern edge!

Book your spot here: https://crownthieves.com/pages/events

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!

View Event →
The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club
Mar
1

The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club

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.

Book your spot here: https://crownthieves.com/pages/events

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.

Shows occurring on the following days:

  • March 1, 2026,

  • March 15, 2026

  • March 29, 2026

  • April 12, 2026

  • April 26, 2026

  • May 10, 2026

  • May 24, 2026

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.

View Event →
Femme Fatale at Broken Hearts Club
Mar
6

Femme Fatale at Broken Hearts Club

Femme Fatale is Kelowna's longest-standing burlesque and dance group, celebrating their 10th anniversary this year - and 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.

Book your spot here: https://crownthieves.com/pages/events

Shows on March 6, April 3, and May 1.

View Event →
Coverboy at the Broken Hearts Club
Mar
14

Coverboy at 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!

Book your spot here: https://crownthieves.com/pages/events

Coverboy is playing at the Broken Hearts Club on the following dates:

  • Feb 21, 2026

  • March 14, 2026

  • April 17, 2026

  • May 8, 2026

  • May 29, 2026

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.

View Event →
The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club
Mar
15

The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club

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.

Book your spot here: https://crownthieves.com/pages/events

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.

Shows occurring on the following days:

  • March 1, 2026,

  • March 15, 2026

  • March 29, 2026

  • April 12, 2026

  • April 26, 2026

  • May 10, 2026

  • May 24, 2026

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.

View Event →
The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club
Mar
29

The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club

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.

Book your spot here: https://crownthieves.com/pages/events

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.

Shows occurring on the following days:

  • March 1, 2026

  • March 15, 2026

  • March 29, 2026

  • April 12, 2026

  • April 26, 2026

  • May 10, 2026

  • May 24, 2026

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.

View Event →
Femme Fatale at Broken Hearts Club
Apr
3

Femme Fatale at Broken Hearts Club

Femme Fatale is Kelowna's longest-standing burlesque and dance group, celebrating their 10th anniversary this year - and 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.

Book your spot here: https://crownthieves.com/pages/events

Shows on April 3, and May 1.

View Event →
iNSTARiO at The Broken Hearts Club
Apr
11

iNSTARiO at The Broken Hearts Club

iNSTARiO is a high-energy five piece cover band from Kelowna delivering the best of classic rock, dance and pop. From timeless hits to crowd-favorite party songs, we keep the dance floor full all night long. Featuring dynamic lead vocals, guitar, bass, drums and keys, iNSTARiO recreates the sound and spirit of the legendary artists while adding their own tight, modern edge!

Book your spot here: https://crownthieves.com/pages/events

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!

View Event →
The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club
Apr
12

The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club

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.

Book your spot here: https://crownthieves.com/pages/events

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.

Shows occurring on the following days:

  • March 1, 2026

  • March 15, 2026

  • March 29, 2026

  • April 12, 2026

  • April 26, 2026

  • May 10, 2026

  • May 24, 2026

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.

View Event →
Coverboy at the Broken Hearts Club
Apr
17

Coverboy at 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!

Book your spot here: https://crownthieves.com/pages/events

Coverboy is playing at the Broken Hearts Club on the following dates:

  • Feb 21, 2026

  • March 14, 2026

  • April 17, 2026

  • May 8, 2026

  • May 29, 2026

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.

View Event →
The Prohibition Party featuring The Anna Jacyszyn Trio
Apr
23

The Prohibition Party featuring The Anna Jacyszyn Trio

"Prohibition Party" 2026: 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.”

Book your spot here: https://crownthieves.com/pages/events

Doors open at 6:30 p.m.; show starts at 7:00 p.m. 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.

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.

View Event →
Prohibited - A Freida Whales Drag Show
Apr
24

Prohibited - A Freida Whales Drag Show

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!

Book your spot here: https://crownthieves.com/pages/events

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.

View Event →
Proper Man at The Broken Hearts Club
Apr
25

Proper Man at The Broken Hearts Club

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!

Book your spot here: https://crownthieves.com/pages/events

View Event →
The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club
Apr
26

The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club

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.

Book your spot here: https://crownthieves.com/pages/events

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.

Shows occurring on the following days:

  • March 1, 2026

  • March 15, 2026

  • March 29, 2026

  • April 12, 2026

  • April 26, 2026

  • May 10, 2026

  • May 24, 2026

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.

View Event →
Ryan McMahon: Under the Influence Tour
Apr
30

Ryan McMahon: Under the Influence Tour

Long scaling the perimeter walls of Canada's music industry, Ryan McMahon has never fit into any one box. He brandishes folk, roots, Americana & contemporary rock songwriting, all the while delivering a show where one can expect plenty of interaction, laughs & tears. Ryan recently toured with Burton Cummings & Tom Cochrane (Western Canada) and has released 9 full length records, including 2 with his side-project, indie folk stalwarts Lion Bear Fox. He's had his music licensed to film & television (Californication, Chesapeake Shores) & share the stage with everyone from Odds & Mother Mother to Lisa Loeb & folk legend Dan Navarro. A true music lifer, Ryan spends upwards of 150 days on the road each year, singing his heart out and entertaining audiences of all ages wherever he goes.

Book your spot here: https://crownthieves.com/pages/events

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.

View Event →
Femme Fatale at Broken Hearts Club
May
1

Femme Fatale at Broken Hearts Club

Femme Fatale is Kelowna's longest-standing burlesque and dance group, celebrating their 10th anniversary this year - and 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.

Book your spot here: https://crownthieves.com/pages/events

View Event →
Coverboy at the Broken Hearts Club
May
8

Coverboy at 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!

Book your spot here: https://crownthieves.com/pages/events

Coverboy is playing at the Broken Hearts Club on the following dates:

  • Feb 21, 2026

  • March 14, 2026

  • April 17, 2026

  • May 8, 2026

  • May 29, 2026

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.

View Event →
The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club
May
10

The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club

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.

Book your spot here: https://crownthieves.com/pages/events

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.

Shows occurring on the following days:

  • March 1, 2026

  • March 15, 2026

  • March 29, 2026

  • April 12, 2026

  • April 26, 2026

  • May 10, 2026

  • May 24, 2026

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.

View Event →
Windmills at The Broken Hearts Club
May
16

Windmills at The Broken Hearts Club

Perhaps the most fitting artist to grace our Broken Hearts Club Speakeasy - We invite you to join us on the emotional roller coaster that is Windmills. However, we won't ask you to remain seated with hands, arms, feet, and legs inside this vehicle - there is dancing in the forecast. Those suffering from conditions of a broken heart are encouraged to ride, and mothers with hopes of expectation should bring their partners.

Book your spot here: https://crownthieves.com/pages/events

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.

About Windmills: On a very basic level, windmills convert energy. As an artist, Windmills does much the same thing, taking personal tragedies, triumphs & memories & transforming them into songs dripping with heartbreak & anguish. Windmills is the moniker of multi-instrumentalist pop artist/composer, Cory Myraas. A clever songwriter with strong lyrical command, the words in a Windmills song are always accompanied by a soundscape that tells you how to feel. A genuine one-man show, this is a musician in charge of his craft. Since 2011 Windmills has released 4 full-length records and two EPs, most recently 2017’s EP “Death Of A Ladies’ Man” & 2022’s full-length, “what need is there to weep?”. Windmills has completed multiple North American tours, secured performance spots at festivals like Rifflandia, Canadian Music Week, Shambhala, Khatsalano Festival, & reached the Top 12 of the prestigious 2015 PEAK Performance Project. All the while his popularity continues grows, breaking 1,000,000 plays on Spotify in one short year. As a composer, Windmills has been represented since 2014 by North America’s largest music licensing group: Musicbed. His work has been featured in film, television, documentary projects & ad placements globally, as well as having written original scores for short films, theatre, & YouTube series. Compared to Jon Hopkins, Ólafur Arnalds & Johan Johannson, Windmills has proven he can’t be classified by any one genre or any one label itself. In January of 2022, “what need is there to weep?” was released to critical acclaim, with the songs landing on major blogs & playlists worldwide, a limited run of 100 vinyl selling out in 3 weeks; shipped to 5 continents & 8 countries, & praised globally. With one major blog writing: “A deviation from his well-loved ‘moody indie swoon pop,’ “what need is there to weep?” is a masterpiece of Windmills’ technical prowess. Each song is a study in texture, playing with layered melodies and tempo. The album is truly an exploratory landscape for themes that many of us can relate to, and it is a poetic, evocative listen.” - windmills, truly keep moving.

View Event →
The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club
May
24

The Art of Magic & Illusion - Mind Games with Ryan Michael Magic at the Broken Hearts Club

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.

Book your spot here: https://crownthieves.com/pages/events

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.

Shows occurring on the following days:

  • March 1, 2026

  • March 15, 2026

  • March 29, 2026

  • April 12, 2026

  • April 26, 2026

  • May 10, 2026

  • May 24, 2026

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.

View Event →
Coverboy at the Broken Hearts Club
May
29

Coverboy at 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!

Book your spot here: https://crownthieves.com/pages/events

Coverboy is playing at the Broken Hearts Club on the following dates:

  • Feb 21, 2026

  • March 14, 2026

  • April 17, 2026

  • May 8, 2026

  • May 29, 2026

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.

View Event →
Proper Man at The Broken Hearts Club
May
30

Proper Man at The Broken Hearts Club

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!

Book your spot here: https://crownthieves.com/pages/events

View Event →

Coverboy at the Broken Hearts Club
Jan
24

Coverboy at 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!

Book your spot here: https://crownthieves.com/pages/events

Coverboy is playing at the Broken Hearts Club on the following dates:

  • Feb 21, 2026

  • March 14, 2026

  • April 17, 2026

  • May 8, 2026

  • May 29, 2026

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.

View Event →
NYE at 31 CHARKAY
Dec
31

NYE at 31 CHARKAY

Start your night with a three-course Canadian-inspired dining experience, then raise a glass and celebrate the New Year in style! 🥂 Enjoy cocktails, champagne, and a full bar — 31 Charkay is the perfect place to share laughs, love, and good company in a warm and relaxed atmosphere.

Book your seat here!

View Event →
Great Gatsby NYE Party
Dec
31
to Jan 1

Great Gatsby NYE Party

Step into the glittering chaos of the 1920s this New Year’s Eve. This is one New Year’s Eve you won’t want to miss. Where scoundrels and royalty alike come together to toast the year ahead.

Crown & Thieves will be transformed into a roaring den of glamour, grit, and grape-fueled revelry. We’re throwing a party Jay Gatsby himself would crash—minus the bathtub gin, plus a whole lot of wine. Live music, dancing, and decadence await as we ring in the new year in true prohibition fashion.

Can’t make it for dinner? No problem—there’s still plenty of Gatsby-style revelry waiting for you. Join us later in the evening and dive straight into the fun with our reception-only experience. It’s a full night of music, dancing, and indulgence in the sultry depths of the Broken Hearts Club.

Choose to come early and have dinner, including a 3-Course wine paired dinner, or come later for the reception and party.

Your ticket includes:

  • 3-Course Wine Paired Dinner

  • Two drink tickets

  • Late-Night Bites & Gatsby Grazing

  • Champagne Toast at midnight (because resolutions taste better with bubbles)

  • Live entertainment and dancing deep in the Broken Hearts Club

Pearls, gloves, and Gatsby glam encouraged - we will be handing out prizes for the snazziest scoundrels and most dazzling dames. Our crew will be pouring, toasting, and stirring up trouble in true prohibition style. Limited tickets - book today!

View Event →
Christmas Ornament Painting at Little Straw Winery
Dec
20

Christmas Ornament Painting at Little Straw Winery

Christmas Ornament Painting at Little Straw Winery

Don't miss out on this chance to have fun and make a beautiful ornaments. We look forward to seeing you at the workshop!

Includes:

  • 4 Round or Rectangular wooden Ornaments (approx. 3.5” each)

  • Paint it in colours of your choice

  • Choose your set of designs for the 5 options

  • Glass of wine or organic juice

Cost: $50 per person (Kids 6 & under can share one project with an adult)

Book your spot here!

View Event →
Sip & Create Festive Doormats at Little Straw Winery
Dec
20

Sip & Create Festive Doormats at Little Straw Winery

Join us for a creative night out while enjoying some wine or organic juice at our cozy Little Straw Winery in West Kelowna.

You will start the evening with wine tasting and then continue with a Doormat Painting Workshop.

In the 1.5 hour workshop our instructor, Jennifer, will guide you through the process of painting a festive doormat (or year-round design) using vinyl stencils. Choose from variety of designs when you register and will have the opportunity to customize it in colours of your choice.

Cost:

  • 16”x23” - $75

  • 23”x35” - $90

Includes:

  • doormat project

  • wine tasting

  • glass of wine or non alcoholic beverage

Book your spot here!

View Event →
Christmas Ornament Painting at Little Straw Winery
Dec
19

Christmas Ornament Painting at Little Straw Winery

Christmas Ornament Painting at Little Straw Winery

Don't miss out on this chance to have fun and make a beautiful ornaments. We look forward to seeing you at the workshop!

Includes:

  • 4 Round or Rectangular wooden Ornaments (approx. 3.5” each)

  • Paint it in colours of your choice

  • Choose your set of designs for the 5 options

  • Glass of wine or organic juice

Cost: $50 per person (Kids 6 & under can share one project with an adult)

Book your spot here!

View Event →
Wine & Paint Night with Monet Meets Merlot
Dec
16

Wine & Paint Night with Monet Meets Merlot

We are beyond excited to announce that Monet Meets Merlot is back, bringing another class of creativity, laughter, and unforgettable memories to our beautiful winery. Treat yourself to a night he won't forget!

Join us for an evening where art and wine flow together effortlessly. Whether you're an experienced artist or picking up a brush for the first time, we've got you covered! Not confident in your artistic skills? No worries – Lynn's team will happily pre-trace your canvas, ensuring you can focus on the fun. After all, this is about FUN Art, not FINE Art! So, grab your friends, sip on some of our finest wines, and let your creativity run wild. Spaces are limited, so be sure to reserve your spot today. We can't wait to see you there!

Reservations Are Necessary. $65.00 per guest This experience includes a complimentary glass of Frind wine (white, red or rose)! *There is an option to add an individual charcuterie board (per guest) to your experience!*

Book your spot here

View Event →
The Prohibition Party featuring The Anna Jacyszyn Trio
Dec
11

The Prohibition Party featuring The Anna Jacyszyn Trio

The Anna Jacyszyn Trio will be performing inside the speakeasy Jazz Lounge at Crown & Thieves Winery, 3887 Brown Rd, West Kelowna from 7 – 9 p.m. Creating fresh stylings of Jazz, Latin and Blues peppered with classics you will be humming throughout the rest of your days! Cocktails, Wine, Beer, Cider and snacks will be available for purchase in The Broken Hearts Club Speakeasy.

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.

Book your tickets here.

View Event →
Sweet Sips & Clay Creations Pottery Night
Dec
9

Sweet Sips & Clay Creations Pottery Night

  • 3725 Boucherie Road West Kelowna, BC, V4T 0A8 Canada (map)
  • Google Calendar ICS

Treat yourself to an evening of pure indulgence at one of the most exclusive wineries in West Kelowna - Frind Winery. In this intimate workshop, you’ll hand-build your own custom pottery dessert bowl, perfect for your favorite treats at home. While your creativity flows, savor four exquisite sparkling / dessert wine tastings and enjoy a decadent mini dessert from Frind Winery’s kitchen.

What’s included:

  • A guided pottery hand-building workshop where you’ll create a beautiful dessert bowl

  • A tasting flight of 4 Frind wines from their sparkling/dessert collection

  • A delicious Frind chef-crafted dessert to enjoy during your session

Pearl & Fern will glaze and fire your pottery piece, ready within 2 weeks $120 per person. Choose from 2 limited edition dates! Reserve now to sip, savor, and sculpt something sweet this winter.

Book your spot today.

View Event →
Sip & Dip Silk Scarf Workshop
Dec
7

Sip & Dip Silk Scarf Workshop

We bring the beautiful, ancient art of water marbling to the 21st century by inviting you to be the artist. Come and make your own water marbled silk scarf, or art canvas. Each artist chooses their colours and floats the paint one drop at a time on the surface of the water, then uses marbling combs, rakes, or stylus to create the design of their liking.

Get your tickets here.

View Event →
Sip into the Season
Dec
6

Sip into the Season

We’re hosting our annual holiday event on Saturday, December 6! Complete with festive paired tastings, new releases, and a healthy dose of holiday spirit, Sip into the Season is sure to be a magical time!

🍷 Festive Tastings at 15 Wineries

🗓️ Saturday, December 6th from 12pm-5pm

🎟️ $20 Tickets

Get your tickets here!

View Event →
Wine & Paint Night with Monet Meets Merlot
Dec
2

Wine & Paint Night with Monet Meets Merlot

We are beyond excited to announce that Monet Meets Merlot is back, bringing another class of creativity, laughter, and unforgettable memories to our beautiful winery. Treat yourself to a night he won't forget!

Join us for an evening where art and wine flow together effortlessly. Whether you're an experienced artist or picking up a brush for the first time, we've got you covered! Not confident in your artistic skills? No worries – Lynn's team will happily pre-trace your canvas, ensuring you can focus on the fun. After all, this is about FUN Art, not FINE Art! So, grab your friends, sip on some of our finest wines, and let your creativity run wild. Spaces are limited, so be sure to reserve your spot today. We can't wait to see you there!

Reservations Are Necessary. $65.00 per guest This experience includes a complimentary glass of Frind wine (white, red or rose)! *There is an option to add an individual charcuterie board (per guest) to your experience!*

Book your spot here

View Event →
JPC Holiday Light Up - Santa's Cellar at Crown & Thieves
Nov
29

JPC Holiday Light Up - Santa's Cellar at Crown & Thieves

Join us for our 5th annual Family Fun Holiday Light Up on Saturday, November 29th — across all Jason Parkes Customs properties. Join us in your most outrageous festive gear as we light up our beautifully tacky JPC trees!

This year, Crown & Thieves is hosting Santa's Cellar.

Here's what is happening at Crown & Thieves:

  • Special tastings from back vintages

  • Speakeasy open for cocktails

  • Tasting fees donated to Central Okanagan Food Bank

  • New this year! JPC Socks and Scarves will be available for purchase at the light up!

Come dressed in your ugly socks or scarves and we will give you 15% off at all JPC locations until the end of March 2026!

Learn more here.

View Event →
JPC Holiday Light Up - Jingle Juice Jamboree at the hatch
Nov
29

JPC Holiday Light Up - Jingle Juice Jamboree at the hatch

Join us for our 5th annual Family Fun Holiday Light Up on Saturday, November 29th — across all Jason Parkes Customs properties. Join us in your most outrageous festive gear as we light up our beautifully tacky JPC trees!

This year, the hatch is hosting the Jingle Juice Jamboree.

Here's what is happening at the hatch:

  • Karaoke (4–6pm)

  • Mulled wine available

  • Tasting fees donated to Central Okanagan Food Bank

  • New this year! JPC Socks and Scarves will be available for purchase at the light up!

Come dressed in your ugly socks or scarves and we will give you 15% off at all JPC locations until the end of March 2026!

Learn more here.

View Event →
JPC Holiday Light Up - Chocolate & Cheers at Black Swift Vineyards
Nov
29

JPC Holiday Light Up - Chocolate & Cheers at Black Swift Vineyards

Join us for our 5th annual Family Fun Holiday Light Up on Saturday, November 29th — across all Jason Parkes Customs properties. Join us in your most outrageous festive gear as we light up our beautifully tacky JPC trees!

This year, Black Swift is bringing Chocolate and Cheers.

Here's what is happening at Black Swift Vineyards:

  • $15 wine and chocolate tasting. 3-4 chocolate bites paired with wine and welcome bubbles.

  • Kids hot cocoa station by donation

  • Live music by Ayla Buckberry

  • Tasting fees donated to Central Okanagan Food Bank

  • New this year! JPC Socks and Scarves will be available for purchase at the light up!

Come dressed in your ugly socks or scarves and we will give you 15% off at all JPC locations until the end of March 2026!

Learn more here.

View Event →
Swift Loves Cheese: Tasting Event
Nov
24

Swift Loves Cheese: Tasting Event

We’re bringing together two of life’s greatest pleasures: wine and cheese. Join us for a guided tasting featuring four Black Swift wines, each perfectly paired with artisan cheeses from Perseval & Young, Kelowna’s beloved cheesemongers known for sourcing some of the finest cheeses around. 4 tasting times available - reserve your spot now!

Your ticket include:

  • 4 Black Swift vineyard wines

  • 4 samples of Parseval & Young cheese

Tickets: $50, plus gratuity & taxes - book your spot here.

View Event →
hatch Loves Cheese: Tasting Event
Nov
24

hatch Loves Cheese: Tasting Event

We’re bringing together two of life’s greatest pleasures: wine and cheese. Join us for a guided tasting featuring four Hatch wines, each perfectly paired with artisan cheeses from Perseval & Young, Kelowna’s beloved cheesemongers known for sourcing some of the finest cheeses around. 4 tasting times available - reserve your spot now!

Your ticket include:

  • 4 Samples of Hatch Wines

  • 4 samples of Parseval & Young cheese

Tickets: $50, plus gratuity & taxes - book your spot here.

View Event →

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.