The Westside Wine Trail in West Kelowna is a perfect mix of history, charm, and award-winning wines! Home to some of the oldest vineyards in the Okanagan, it also features quirky boutique wineries that will wow you with every sip. This half-day “Sip Disturber” tour treats you to tastings at four top-notch wineries with up to 20 unique wines to sample, all while soaking in stunning vineyard views and Okanagan Lake. Just a short drive from downtown Kelowna, this trail guarantees a deliciously fun wine adventure! On this approximately 4 hour tour, enjoy VIP pick up and drop off, all tasting fees, and tour guide gratuity is included!
The Slamka family made their mark on West Kelowna's wine scene after moving from Czechoslovakia and planting their first vineyard in 1969. Originally, they planned to sell grapes to big commercial wineries, but by 1996, the three Slamka sons had launched Little Straw Vineyards! Their debut release in 1994 captured the essence of West Kelowna's summer grapes, and ever since, their wines have reflected decades of passion and tradition. With new vineyard blocks and modern winemaking techniques, their 12-acre parcel has produced unique wines like the fan-favorite Auxerrois in their Frizzante and Tapestry, as well as their delicious Foch wine. After over 50 years, the Slamka family passed the torch to Kalala Organic Estate Winery in 2021, leaving behind a lasting legacy in every bottle. Enjoy 4-5 wine tastings, with time to shop for your favourite wine!
Duration: 30 minutes
Welcome to Frind Estate Winery on 3725 Boucherie Road in West Kelowna, BC, where history and wine blend perfectly! This scenic spot was once home to BC Premier Bill Bennett and his family, and it’s steeped in legacy, with Bill’s dad, W.A.C. Bennett, being the longest-serving Premier and president of the Okanagan’s first winery, Calona Wines. Every bottle of Frind Estate wine proudly features a golden pinecone, symbolizing science, Bacchus’ wine magic, and the beautiful Ponderosa Pines that inspired it. Founder Markus Frind, a math genius, drew inspiration from the Fibonacci sequence found in pinecones, which also appears in the Kelowna city logo. Cheers to a sip of history and a nod to the land we cherish! Enjoy 4-5 wine tastings, with time to shop for your favorite wine!
Duration: 30 minutes
Great wines come from places where winemakers put their hearts and souls into crafting bottles that truly reflect their unique surroundings—where wine is more about artistry and less about just another product. Enter the Okanagan/Similkameen, a winemaking paradise where grapes defy the odds at the northern edge of the wine world. Here, the challenge of a shorter growing season makes the vines work harder, resulting in wines with a distinctively British Columbian flair. With the magic of our lakes, hills, and soils, it's no wonder our grapes thrive and produce something truly extraordinary! Enjoy 4-5 complimentary tastings and time to shop for your favorite wine!
Duration: 30 minutes
Sarwan Gidda's dream of crafting world-class wines began with his father, Mehtab, who arrived in Canada in 1958 with just $5 and a set of metal dinnerware. Settling in the Okanagan Valley, Mehtab, an experienced mango farmer from India, adapted his skills to apple farming before Sarwan and his wife Sudarshana ventured into grape growing in 1978. They supplied top wineries like Gray Monk and Mission Hill while gradually turning their orchards into vineyards. Although Mehtab has passed, his legacy continues with Sarwan and his family running the Volcanic Hills Estate Winery, established in 2010. When you visit, you'll be greeted by Sarwan’s children, Christina, Bobby, and Amit, who are always ready to share their family’s winemaking story. Enjoy 4-5 complimentary wine tastings with time to shop for your favorite wine!
Duration: 30 minutes
Back in 1980, Kirstin and Natasha’s parents bought a plot of land that had an old, abandoned vineyard, not knowing it would one day become The Gallery Winery! Fast forward to 2013, when things got serious—leveling the land’s tricky terrain kicked off the adventure. In 2015, they planted their very first vine and, by fall, snagged their trusty tractor, officially swapping paintbrushes for farm tools! The barn construction started in 2018 and, after some creative upgrades, transformed into The Gallery Winery by 2020. Their first harvest rolled in during 2018, and in 2021, they planted a gorgeous Cabernet Franc block and wrapped up the winery’s renovation just in time for fall. Cheers to this artistic, wine-loving duo! Here you will enjoy 4-5 tastings with time to shop!
Duration: 30 minutes
Kalala Organic Estate Winery, or "Miracle Place," is all about harmony with nature, crafting award-winning wines from organic grapes in beautiful West Kelowna. Karnail Sidhu, a third-generation organic farmer, turned his passion for sustainable farming into a thriving winery after moving to Canada in 1993. Starting at Summerhill Pyramid Winery, Karnail eventually planted his own organic vineyards, officially opening Kalala in 2008. With a fun and welcoming atmosphere, you can stroll the vineyard, enjoy tastings, and chat with Karnail himself while savoring crisp whites, bold reds, and their renowned organic Icewines! Here you will taste 4-5 wines with time to shop for your favourite wine!
Duration: 30 minutes
Nestled in the picturesque hills of West Kelowna, Black Swift Vineyards is a wine lover’s dream come true. Bold flavors and stunning views are in order at this must-visit destination. Established with the vision to celebrate the best in single-vineyard winemaking, Black Swift draws its name from the swift bird, known for elegance and able to soar to great heights-elegance and lofty heights that perfectly mirror the approach of the winery in crafting exceptional wines. Since its inception, the vineyard has been all about showcasing the unique terroir of the Okanagan Valley through wines that tell a story of place and passion.
Duration: 30 minutes
Hidden in plain sight on winemaker Jason Parkes’ home property, Crown & Thieves is what happens when you give the madman the keys to the castle. Born in secrecy and built on a stash of misfit barrels too bold to blend away, this Okanagan winery has always broken the rules; in the cellar, on the stage, and at the table. What started as a playground for small-batch experiments has become a full-blown destination for those who like their wine with a side of rebellion. Inside a crumbling four-story faux-ruin tucked into the vines of West Kelowna, we pour for people ready to experience the rebellious side of wine.
Duration: 30 minutes

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