Imagine spending a day wandering through scenic vineyards along West Kelowna’s Westside Wine Trail, sampling exceptional wines, and learning about the area’s unique wine culture—all in the comfort of a private vehicle. This 6-hour guided experience offers flexibility, intimacy, and the chance to explore some of the region’s most beloved wineries without the hassle of planning it yourself. For $859.22 per person, you get hotel pickup, expert guidance, and visits to five carefully chosen wineries, each with its own story and flavor profile.
What we love about this tour is how it balances luxury and authenticity. The private guide, presumably friendly and knowledgeable (based on what travelers say), makes the experience feel tailored and relaxed. Plus, the beautiful vineyard landscapes and lake views at certain stops add a scenic backdrop that makes tasting wine even more enjoyable. Another highlight is the visit to Indigenous World Winery, which not only offers great wines but also enriches your understanding of local Syilx traditions—an unexpected cultural bonus.
A possible consideration is the cost—$859.22/person might seem steep, but when you break down the value of tastings, transportation, and a personalized experience, it’s quite reasonable for a day of indulgence. Keep in mind, lunch is not included in the price; you’ll need to pay separately at the winery restaurant, which offers a chance to enjoy some of the area’s fresh, elevated cuisine.
This tour suits wine enthusiasts, couples seeking a romantic outing, or groups of friends eager to explore West Kelowna’s wine scene in comfort. If you’re looking for a well-organized, intimate, and scenic experience, this tour hits the mark.
- Private, guided experience offers personalized attention and comfort
- Visits to five boutique wineries showcase diverse styles and stories
- Beautiful vineyard and lake views enhance the tasting journey
- Includes tastings and a vineyard-view lunch reservation (lunch paid separately)
- Convenient hotel pickup and drop-off simplifies travel logistics
- Covers all tasting fees, providing cost clarity
Traveling with a guide in a modern, air-conditioned vehicle transforms what could be a hectic day into a hassle-free adventure. You’ll be picked up from your hotel in Kelowna, a convenient starting point that saves time and energy. The guide likely introduces the itinerary and provides some background at each stop, making the experience both educational and engaging.
What to Expect at Each Winery

Rollingdale Winery
Your first stop is Rollingdale Winery, a family-run, certified organic operation known for its small-batch wines. The tasting experience here is intimate, set inside a charming barn-style tasting room with panoramic lake vistas that set the perfect tone for the day. Visitors often appreciate the minimal intervention practices, which highlight the natural qualities of their wines. Travelers have praised the “sweeping lake views” and the warmth of the tasting atmosphere, making it a memorable start.
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Indigenous World Winery
Next, you’ll visit Indigenous World Winery, a 100% Indigenous-owned estate. This stop offers more than just wine; it’s an opportunity to learn about Syilx traditions while sampling wines crafted to reflect the land’s character. The tasting here is paired with a cultural narrative, enriching your appreciation of the region’s heritage. Reviewers have called this visit “a highlight”, especially for those interested in local stories and authentic experiences.
Mt. Boucherie Estate Winery
The longest stop is at Mt. Boucherie Estate Winery, which boasts over 200 acres of estate-grown grapes. The guided tasting here is more extensive, often including estate wines that showcase the bold, modern style of the region. After the tasting, you’ll enjoy a lunch reservation at the Modest Butcher restaurant, renowned for fresh, elevated Okanagan cuisine. This pairing of wine and food is a highlight for many, offering a relaxing break amid beautiful vineyard surroundings.
Little Straw Vineyards
A more boutique, rustic winery, Little Straw Vineyards is known for its whites and reds. The atmosphere is warm and welcoming, often enhanced by views of vineyards or lake. Tastings here are relaxed, perfect for savoring wines in a laid-back setting. Several reviewers mention the friendly staff and delightful wines, making this stop a favorite for its cozy ambiance.
Frind Estate Winery
Your final winery is Frind Estate Winery, notable as North America’s first beachfront winery. The setting is stylish and historic, blending old-world charm with modern flair. The approachable, fruit-forward wines are often praised for their easy-drinking quality. The tasting experience is complemented by the lakeside views, perfect for soaking in the scenery during your last stop.
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The Return Journey

After visiting the wineries, you’ll be driven back to your Kelowna hotel. The concierge service ensures your wine purchases are safely stored, so you can relax without worrying about transport. The entire trip lasts about 6 hours, offering ample time for wine tasting, sightseeing, and a leisurely lunch.
While the upfront price might appear high, it encompasses many elements that add value: private transportation, all tasting fees, and a guided experience that focuses on quality rather than quantity. You avoid the hassle of organizing multiple visits, and the personal touch of a private guide ensures a more tailored experience. The stops are thoughtfully selected, representing a mix of organic, cultural, estate, and boutique wineries.
Authenticity and Scenic Beauty
One of the best parts of this experience is the stunning scenery—vineyards stretching across rolling hills, with lake views that make each sip even more memorable. Reviewers consistently mention the “beautiful vineyard landscapes” and how these views elevate the tasting experience.
The Cultural Element

The visit to Indigenous World Winery stands out as an educational highlight, offering insight into local traditions and the land’s significance. It’s a reminder that wine is not only about flavor but also about stories and heritage.
Flexibility and Comfort

Traveling in a private vehicle means you get more flexibility compared to group tours, and the comfortable, air-conditioned transport keeps everyone relaxed, especially during warmer months. The hotel pickup and drop-off add a layer of convenience, making it a seamless day out.
This experience is best suited for wine lovers who appreciate a curated, high-quality journey. It’s ideal for couples or small groups seeking a luxurious, intimate outing. If you’re eager to learn about Indigenous culture alongside tasting local wines, this tour offers a memorable combination. It’s also perfect if you want a stress-free way to explore West Kelowna’s wine scene without worrying about driving or logistics.
The Sip & Savor private wine tour offers a well-rounded experience of West Kelowna’s best wineries in just one day. It combines scenic beauty, cultural insights, and wine craftsmanship, all delivered in a private, relaxed setting. The inclusion of five diverse wineries ensures you experience the region’s variety, from organic and boutique to estate-grown wines with lake views.
While the price may seem premium, the value lies in the personalized service, scenic stops, and all-included tastings. This tour is especially suitable for travelers who want a luxurious, educational, and scenic day without the stress of planning.
If you’re looking for a balanced blend of scenery, culture, and wine, and enjoy the comfort of a private guide, this is a worthy choice for your West Kelowna adventure.
Is transportation included in the tour price?
Yes, the tour includes modern, air-conditioned private transportation with pick-up and drop-off at your hotel in Kelowna.
How many wineries will we visit?
You will visit five wineries along the Westside Wine Trail, each offering tastings and different styles of wine.
Are tasting fees included?
Yes, all tasting fees are covered in the tour price, so you won’t need to pay extra at each winery.
Can I buy wine during the tour?
Absolutely, and your purchases will be safely stored for you thanks to the concierge service, making it easier to enjoy your wines after the tour.
Is lunch included?
Lunch is not included in the tour price; you’ll have a reservation at a winery restaurant, and the meal must be paid for separately.
What is the duration of the entire experience?
The total experience lasts about 6 hours, including travel, tastings, and the lunch break.
Embark on this private West Kelowna wine adventure for a perfect blend of scenic beauty, cultural richness, and good company. Cheers!
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