Welcome to

Wine Boss Tours

A small family owned business with some large experience.

Located in the heart of the Okanagan Valley serving Vernon, Kelowna, Summerland and Osoyoos. Open year round for your wine touring experience.

Prepare to be inspired. Relax and spend the day tasting wines. Visit first class wineries, each with a character as rich as the wine they produce. Feast your eyes on the endless mountain views, rugged shoreline of Lake Okanagan and ancient vineyards stretching across the landscape.

Our professional tour guides are friendly, funny and extremely knowledgeable of the wine industry. They will provide you with an unforgettable experience, while sharing some history, folklore, and a general feel for the culture of the region.

Whether you are new to the wine scene or an expert, we are happy to customize a tour for you.

As our guest, we are committed to giving you the highest quality wine tour in the business. We look forward to hosting you.

Those who started out as strangers finish as friends.

Choose Your Experience

West Kelowna Wine Tour Full Day

West Kelowna Wine Tour Full Day

Enjoy a casual full day West Kelowna Wine Tour with a stop for lunch. We offer a memorable experience that will leave you feeling relaxed, pampered, and maybe a little buzzed. Delight in the regions unique blend of marquee and boutique wineries, each offering their own award winning hand crafted wines. From the doorsteps of the wineries feast your eyes on the extraordinary Okanagan views. Savour seasonal cuisine using local ingredients and prepared by skillful and passionate culinary teams. We invite you to rise above the ordinary. Learn more about the Westside Wine Trail. Check out one of our most popular wine tours West Kelowna Half Day Tour.  

West Kelowna Wine Tour Half Day

West Kelowna Wine Tour Half Day

Escape and enjoy a half day West Kelowna Wine tour. Deepen your appreciation for the Reds, Whites, and Vines.  Take in the breathtaking scenic beauty, picturesque views in all directions, while tasting some of the finest selections of wines the region has to offer. The Westside Wine Trail is home to some of the oldest and most well established vineyards in the Okanagan, rich in the history of grape growing and winemaking industry, and still essentially family owned operations. Embrace the mellow, sit back and enjoy our individualized service, a perfect blend of class and comfort. Full Day wine tours West Kelowna, Oliver and Osoyoos


Lake Country Wine Tour Full Day

Lake Country Wine Tour Full Day

We invite you to experience our Full Day Lake Country Wine tour. A day worth remembering. Enjoy extraordinary views, embrace the warm hospitality of the wineries, indulge in quality hand crafted wines blended with a warm friendly educational experience. Casual dining overlooking the grape vines, featuring farm to table delicacies prepared by talented passionate culinary teams. We strive to create a unique experience and contribute to life’s special moments. See our shorter Lake Country Scenic Sip Wine Tour Half Day To learn more about the Lake Country Wine Trail, visit the Scenic Sip.  

Lake Country Wine Tour Half Day & Cheese Pairing

Lake Country Wine Tour Half Day & Cheese Pairing

Nestled in the beautiful rolling hills of Lake Country. The Scenic Sip wine trail is situated on one of the most beautiful plateaus in wine country. The breathtaking vista showcases sweeping mountain and pristine lake views.  It is also home to some of the finest varietals in the region. Indulge and experience the elegant list of quality hand crafted award winning wines. We invite you to embark on this exciting experience with us, renew yourself in the luxury. Wine enthusiasts satisfy your curiosity Lake Country’s Scenic Sip. Enjoy the perfect blend of charm and hospitality these unique wineries have to offer Allow us to host you on one of our Full Day Tours, West KelownaEast Kelowna.  

Private and Corporate Tours Available

Contact us for a


What our new friends are saying

  • I have nothing but amazing things to say about both Terryl and Gerry! I was referred to Wine Boss Tours from another company and Terryl was professional, accommodating, friendly, and approachable right from the tart on the phone- she made me very comfortable and at ease. She was not only able to accommodate the date/time a short time out, but also my special requests. As for Gerry – a wealth of knowledge and a fun personality made the experience phenomenal! Such a great experience and would 10/10 recommend to anyone looking to book a tour in the Okanagan!

    Tegan W.
  • Hands down, choose Wine Boss. Gerry makes you feel at home and comfortable with your wine experience. He went over and above!

    Penny M.
  • This was the best experience ever. It was our first time doing a wine tour and it blew our expectations. Gerry was very accommodating and went above and beyond to make our day extremely fun and relaxing. I would definitely recommend anybody to choose this company for any tours in Kelowna!

    Gabriel R.
  • This was the BEST wine tour we have ever been on. We were a group of 8 girls in town for a Bachelorette. Gerry was AMAZING, he took great care of us and planned an unforgettable tour of West Kelowna wineries. We had one non-drinker in the group and Wine Boss Tours provided her with a sampling of non-alchoholic ciders for each stop so she didn’t feel left out. It was a great touch, one that we really appreciated. Thank you to Wine Boss Tours and Gerry for a tour that we will never forget!!

    Inderdeep T.

    Socialize with Us!

    Meet Gerry and Terryl,

    owners of Wine Boss Tours

    We first visited the Okanagan during a hockey road trip with our son and daughter. Although we didn’t know much about wine at the time (besides loving to drink it), we were definitely taken by the majestic beauty of this region, the vast vineyards, orchards, and amazing people. We were charmed. So much so that a short time later we decided to make this beautiful place our home. 

    After spending several years as an employee with another wine tour company, Gerry was ready to venture out on a home grown adventure of his own. Gerry has worked hard to build solid relationships within the wine industry. His passion for people and connecting with them is obvious to anyone he meets. He’s known on a first-name basis at almost all the wineries you’ll visit and his energy and love for what he does is contagious. His local knowledge, talent for the perfect group shot and sense of humor will have you giggling from stop to stop. His reputation as one of the best tour guides in the Okanagan is unsurpassed. 

    This was solidified in 2020 when he was voted the “Best Customer Service” award by B.C. Tourism. 

    Terryl has a keen eye for detail and works hard behind the scenes when it comes to planning your perfect day. Whether you’re crossing off a bucket list of wineries, enjoying a special occasion in a group or simply along for the adventure, we’ve got you covered. 

    Wine Boss Tours was born out of a love for the wine industry, pride in excellent hospitality service, and a desire to give guests the best possible experience. 

    Whatever you’re looking for, let Wine Boss take care of all the details, sit back, relax and enjoy the moment.  

    We truly value your support and look forward to being part of your next visit to wine country.



    Gerry won the Tourism Customer Service Award!

    This award recognizes those whose amazing customer service contribute to outstanding tour and travel experiences for visitors in British Columbia.

    Gift certificates

    Have you got that one person on your list that has everything?

    Worry no more; Wine Boss Tours has got you covered.

    Whether the gift is for a Special Occasion, Birthday, Anniversary, Wedding, or Holiday Gift, we can accommodate.

    Treat your loved ones to a gift with lasting memories; get ready to experience BC Wine Country, with Wine Boss Tours.

    Redeemable against any of our tours all year round, no expiry dates.


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