Classic Okanagan Wine Tours

Fun Choices! Half-Day, Full-Day, or Multi-Day Okanagan Wine Tours.

Fulfilling your Okanagan Wine touring desires, Cheers! Okanagan Tours and Transportation is delighted to offer a choice of relaxing, leisurely half-day, full-day, multi-day or customized top-tier Okanagan Wine Tours: Kelowna Wine Tours (West Kelowna or East Kelowna), Lake Country Wine Tours, Summerland Wine Tours, Naramata Bench Wine Tours, Oliver Wine Tours, Osoyoos WIne Tours, and Similkameen Valley Wine Tours. Fully customized Okanagan wine tastings can include blending wine tours with other top Kelowna attractions such as Myra Canyon

All-Inclusive Pricing!

Avowing “Customer Enthusiasm Is Our Obsession”, Cheers! is pleased to feature All-Inclusive Pricing to prevent any awkwardness and safeguard the dignity of our guests during our Okanagan Wine Tours – even the taxes and gratuities are included!

All wine tour prices are per person, in Canadian Dollars, and include the tax, tasting fees, tour fees, a charcuterie picnic, guide gratuities and pick-up/drop-off. Exclusions apply where indicated.

Absolutely Exceeded My Expectations! “I was blown away with how easy and fun Reign and Allen made it”

Eric O’Sullivan – GM at Sherwood Park Chevrolet & Sherwood Buick GMC

Read More Reviews on TripAdvisor

With over 270 wineries to choose from, it’s no surprise that first-time visitors to the Okanagan are often overwhelmed by the number of wineries to visit. Always eager to help out a fellow wine lover, we’ve lined up a few favorite experiences to showcase the Okanagan’s diverse terroir and to educate the public about wine and wine tasting in an unpretentious environment.

If you are looking for an amazing staff outing experience, I would look no further! Reign and Allen put together an amazing package for our staff event and everyone was very impressed. The service was second to none and we highly recommend the Cheers team. – Jamie Kaban, GM Kelowna Toyota

Overlooking a beautiful view of a West Kelowna Vinyard with the Okanagan Lake in the background. Cheers! Okanagan Tours and Transportation

West Kelowna Wine Tour

4 wineries   ~5 hours   from $230
6 wineries   ~7 hours   from $310

Experience an amazing West Kelowna wine tour of organic, rustic and charming boutique wineries, breathtaking views and pure liquid happiness.

*Includes Lunch, Gratuity, & GST.

Friends Toasting with Wine Glasses at a Cheers! Okanagan Wine Tour East Kelowna Wine Tour

East Kelowna Wine Tour

4 wineries   ~5 hours   from $230
6 wineries   ~7 hours   from $310

Award-winning wines from a 1922 packinghouse to luxurious modern estate wineries in East Kelowna, enjoy a spectrum of fantastic wine tasting experiences.

*Includes Lunch, Gratuity, & GST.

Lake Country Wine Tours Cheers Okanagan Wine Tours

Lake Country Wine Tours

4 wineries   ~5 hours   from $230
6 wineries   ~7 hours   from $310

Lake country wine tours are amazing! Situated on the outskirts of Kelowna in Lake Country you can experience a private wine barrel room tasting*, 92 point wines, and the most divine view in the Okanagan.

*Includes Lunch, Gratuity, & GST.

Extremely accommodating – amazing experience with a very knowledgeable host! So much fun wine tasting and having a good time with our tour guide. Reign is the best! Cheers! – Roxy C.

4 friends toast each other outdoors with red wine on a Cheers Okanagan Wine Tour in West Kelowna

High Spirits Tour

4 venues   ~5 hours   from $230
6 venues   ~7 hours   from $310

Experience Kelowna’s craft beer revolution, BC’s oldest craft micro-distillery, plus BC’s first commercial winery on this guided tour that includes beer, cider, wine and spirits.

*Includes Lunch, Gratuity, & GST.

Rows of Grape Vines at a vineyard overlooking Okanagan Lake | Cheers Okanagan Tours and Transportation | Kelowna Wine Tours

Summerland Wine Tours

4 wineries   ~7 hours   from $280

Experience Summerland’s Bottleneck Drive wineries; a unique group of award-winning Summerland wineries offering distinctive wines and charming personalities.

*Includes Lunch, Gratuity, & GST.

Jumping in Vineyards Kelowna Wine Tours | Cheers! Okanagan Tours

Naramata Bench Wine Tours

4 wineries   ~7 hours   from $280

Back-to-back Naramata Bench winery and wine tastings offer a neighbourhood feel and an expansive selection of wines that will keep you coming back time and time again.

*Includes Lunch, Gratuity, & GST.

Absolutely awesome experience. Highly recommend Cheers Okanagan Tours and Transportation. Reign was very friendly and knowledgeable. Definitely exceeded my expectations. – Kristofer W.

Hundreds of rows of Grape Vines at a vineyard overlooking Okanagan Lake | Cheers Okanagan Tours and Transportation | Naramata Wine Tours

Okanagan Falls Wine Tours

4 wineries   ~7 hours   from $280

The Okanagan’s most photographed vineyard views and producing some of BC’s best wines and wine tastings, you may pinch yourself after experiencing the Okanagan Falls Wine Tours. This is not a dream, this is – The Heart of Wine Country™

*Includes Lunch, Gratuity, & GST.

Father and Son smiling while toasting white wine glasses in a Vineyard

Oliver & Osoyoos Wine Tours

4 wineries   ~8 hours   from $330

Nestled in the beautiful south Okanagan, Oliver can proudly call itself the Wine Capital of Canada. One sip, and you’ll know why Oliver and Osoyoos Wine Tours are a top choice for our Okanagan Wine Tours.

*Includes Lunch, Gratuity, & GST.

Grapes on a vine | Okanagan Wine Tours Cheers Okanagan Tours

Similkameen Valley Wine Tours

4 wineries   ~8 hours   from $330

Pristine vineyards, dramatic and awe-inspiring rugged mountains. Known for small producers dedicated to creating extraordinary award-winning wines.

*Includes Lunch, Gratuity, & GST.

Corporate Tours  •  Private Tours  •  Custom Tours

Looking for a unique experience to do with friends, your employees, or customers? Mix and match to make something all your own. Private tours can be based on your own interests and wine preferences while corporate options can combine tours with other team buildings activities.