Kelowna Wine Tasting: A Beginner’s Guide to Touring like a Pro

If you’ve never been wine touring in the Okanagan before, here’s the thing: it’s not just about sipping wine. It’s about the whole day: laughing with your friends, seeing the valley from a new angle, and meeting people who love what they do. That’s what we build into every Cheers! tour.
Sure, we’ll get you from A to B in comfort (and back to your hotel in one piece), but we also make the trip legendary. From Kelowna wine tours to Osoyoos wine tours, we know the roads, the wineries, and the little spots that make the day feel special. And if you pick one of our premium or accessible tours with our “Wine 101”, you’ll get a friendly crash course on how to taste, what you’re tasting, and a few intelligent-sounding facts about the bottle you bring to your next dinner party.
Our Wine Tour Lineup
- Spontaneous Public Wine Tours: Join other wine lovers for a fun, social half-day. We visit 3 wineries in 3.5 hours. All tasting fees, tax, and gratuity are included. The tour runs twice daily from downtown Kelowna.
- Private Wine Tours: Your group, your pace, our local know-how—plus “Wine 101”. Half Day (4 wineries) or Full Day (5 wineries with a lunch stop). Add a sixth winery or a picnic lunch if you want to go big.
- Top-Tier Wine Tours: Our VIP experience. Includes “Wine 101”, paired tastings, behind-the-scenes access, charcuterie lunch, and a few surprise touches.
- Self-Guided (DIY) Wine Tours: You plan the route, we do the driving. Keep the group together, play your music, and leave the logistics to us.
- High Spirits Top-Tier Tour: Enjoy a mix of small-batch beer, wine, cider, mead, and spirits on a private, memorable tour.
- Accessible Wine Tours: This tour ensures that everyone, including guests with mobility challenges, can experience the best of Okanagan wine country, with “Wine 101” included.
There’s so much to learn about our various tours, and so much we can teach you about Canada’s wine country! Please feel free to give us a call or browse our site if you’re curious about what’s best for you.

Past Performance is the Best Indicator of Future Performance
Read our latest review on TripAdvisor to understand the one-in-a-lifetime experiences we create for our passengers:
Unexpectedly Private and Wonderfully Educational Wine Tasting Tour!
“My daughter and I went on our very first winery tasting tour yesterday with Cheers Okanagan Tours, and it exceeded all expectations. We booked a public tour, but to our surprise, we were the only two booked for that time slot.
Our tour included visits to three wineries, and each stop gave us a unique and memorable experience. What made the tour truly exceptional was Lou, our guided tour/driver. She was incredibly knowledgeable on wines and took time to walk us through the entire wine-tasting process — from how to pace ourselves during tastings, to learning about different grape varietals and harvest seasons.
There was no rushing at all, which made the experience feel relaxed and enjoyable. As first-timers, we felt comfortable and well-oriented. We left feeling not only more informed about wines but also grateful for such a fun bonding experience with my daughter.
Lou, from start to finish was excellent, and her professionalism and passion as our guide really stood out. If you’re looking for a wine tour that’s informative, well-paced, and genuinely enjoyable, I highly recommend Cheers Okanagan Tours.
Thanks Lou, for making our first winery tour experience very memorable!”
Pro Tip
Want to look like you’ve been touring for years? Book something with “Wine 101”. You’ll learn how to swirl, sniff, and sip like a champ (and actually know what you’re tasting). By the end of the day, you’ll have great stories, a few new favourite wines, and maybe a couple of new friends too.
Because with Cheers!, it’s never just a wine tour; it’s your incredible Okanagan adventure.
Cheers! Okanagan Tours creates unforgettable wine, beer, cider, and spirit-tasting adventures across the Okanagan Valley. From public to private, Top-Tier, accessible, and custom tours, we handle the details so you can relax and enjoy. Our signature “Wine 101” tasting education helps you sip like a pro while exploring the best of Canada’s wine country.