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 (West Kelowna or East Kelowna, Lake Country, Summerland, Naramata Bench, Oliver, Osoyoos, Similkameen Valley). Fully customized Okanagan wine tours can include blending wine tours with other top Kelowna attractions such as Myra Canyon and high-octane boating or relaxing cruises on Lake Okanagan.

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

West Kelowna Wine Tour

4 wineries   ~4 hours   from $320
6 wineries   ~6 hours   from $440

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

*Includes Lunch, Gratuity, & GST.

Okanagan Wine Tours and transportation

East Kelowna Wine Tour

4 wineries   ~4 hours   from $320
6 wineries   ~6 hours   from $440

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

*Includes Lunch, Gratuity, & GST.

Lake Country Wine Tours Cheers Okanagan

Lake Country Wine Tours

4 wineries   ~4 hours   from $320
6 wineries   ~6 hours   from $440

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.

High Spirits Tour

4 venues   ~4 hours   from $320
6 venues   ~6 hours   from $440

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.

Summerland Wine Tours

4 wineries   ~5.5 hours   from $370

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

*Includes Lunch, Gratuity, & GST.

Naramata Bench Wine Tours

4 wineries   ~7 hours   from $421

Back-to-back Naramata Bench wineries 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.

Okanagan Falls Wine Tours

4 wineries   ~7.5 hours   from $469

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

*Includes Lunch, Gratuity, & GST.

Oliver & Osoyoos Wine Tours

4 wineries   ~8 hours   from $518

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.

Similkameen Valley

4 wineries   ~8 hours   from $518

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

*Includes Lunch, Gratuity, & GST.

The Joie de Vivre Tour

Myra Canyon Walking Tour • Picnic • Top-Tier Wine Tour • Private Yacht Club Dining • Lake Tour
Departure: 8:00 am Duration: 13 Hours

The Ultimate Okanagan daytrip featuring some of the best Okanagan’s Wine experiences!

Your Okanagan Wine Tour begins with a trip to a local artisan bakery where you can purchase your favourite morning beverage and baked goods.

Myra Canyon Trestles Expedition

Experience breathtaking views of Myra Canyon and Okanagan Lake while walking along the gentle grade of the historic Kettle Valley Railroad. Featuring trestles up to 180 feet (55m) tall and 722 feet (220m) long. An absolute engineering marvel to be experienced first-hand! A comfortable pace allows you to enjoy 11 trestles and two tunnels on a two-hour, round-trip trek back in time.


Picnic, East Kelowna Wineries and Local Farms

After feasting your eyes on the Myra Canyon, feast your taste buds at a collection of intriguing and unconventional wineries. Enjoy a glass of wine with your delicious picnic lunch while overlooking a vineyard, our valley, and Okanagan Lake. Depending on the day, we may also visit charming local farms including a Heritage or Honey Farm, Fruit Orchard, Lavender Farm, Fruit Stand or Father Pandosy Mission c1859.


Captain’s Club Sunset Cruise

As our Captain’s special guest, relax and enjoy a lakeside, members-only, upscale-casual dining experience. While dining, revel in stunning panoramic views of our lake, marina and mountains. To finish your exceptional day in this incredible valley, we’ll admire the fabulous Okanagan Lake on a sunset cruise aboard a luxurious Harris® pontoon boat. Your friendly Captain will showcase local history while exploring the Kelowna waterfront and exclusive views of dozens of celebrity lakeshore residences.

Boat tours operate with a minimum of 2 guests and a maximum of 10. Please contact us for current availability and tour options. 1 entree included per guest.  Alcohol at guest’s expense.

Click on LEARN MORE below for booking options and more information.

An awesome and amazing day… well over and above expectations! Loved the flexibility, promptness, fun, interest, and professionalism. We were surprised with an exotic picnic lunch! – Al T.

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.