Rollingdale is a family-owned farm gate winery in stunning West Kelowna, B.C., where the land's history is rooted in orchards of apples, peaches, and cherries. After lying bare for years, vines were first planted in 1999, including Marechal Foch, Pinot Gris, and Pinot Blanc. The winery opened in 2004 with its debut vintage, and over time, expanded its vineyard to include Merlot, Chardonnay, and more Pinot Blanc. Certified organic since 2007, Rollingdale takes pride in its organic practices, growing grapes and crafting wines that reflect their deep commitment to sustainability and the land. Cheers to wine with a conscience! Enjoy 4-5 wine tastings, with time to shop for your favourite wine!

Off the Grid Organic Winery has been in the Paynter family for over 100 years! Originally from Alnwick, England, Edwin Paynter came to Canada in 1909 with dreams of farming, buying 80 acres in Westbank. After a quick return to England for World War I, he and his wife came back in 1919 and started farming, eventually dividing the land among their seven children. Today, Edwin's great-grandsons, Travis, Sheri, Nigel, and Hayley, proudly run Off the Grid, keeping the family’s farming legacy alive with a modern twist! Here you will enjoy 4-5 tastings with time to shop for your favourite wine!

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!

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!

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!

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!

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!

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!

The Modest Butcher brings you farm-to-table dishes with zero pretension and the best dining vibe in Okanagan wine country! Serving up a killer cocktail menu, craft beers, and wines from around the world (plus their own award-winning Mt. Boucherie picks), it's the perfect spot for any occasion—fancy or casual. Sourcing local meats when possible, but never shying away from something amazing, they’ve been "Dining with Reckless Abandon" since 2020. So, whether you're celebrating or just hanging out, come on in and #DineRecklessly while staying a little #BeModest! Here you will enjoy lunch (cost of lunch is payable directly to the restaurant) Please note we may choose another restaurant on the wine trail depending on availability.