Osoyoos Wine Tours

Award-Winning Okanagan Wine Tours

  • Most Popular
  • Clock 3 hours
  • Users Ages 19+

Golden Mile & Black Sage Winery Tours

Treat yourself to a day of sampling new wines and exploring the beautiful Okanagan! Visit award-winning wineries and enjoy a day of relaxation and fun.

  • Clock 6 hours

Osoyoos Bachelorette Party Wine Tours

The perfect bachelorette party celebration! Sample new wines and explore the beautiful Okanagan. We’re known for our focus on more unique, intimate winery visits.

  • Clock 4-12 hours

Private Bus Wine Tours in Osoyoos, BC

Rent our private bus and driver by the hour! Tasting fees excluded in the cost of this product. A great way to celebrate any special occasion or outing!

Discover Osoyoos Wine Tours

Locally owned and operated, Top Cat’s wine tours are led by knowledgeable wine experts who provide insights into each winery and the area’s history. To ensure you have the most informative and exciting experience possible, our team will provide insights into each.

Our guided Osoyoos wine tours are an incredible way to spend the day with friends and family. Many of our guides have either worked in the vineyards, cellars, or wine rooms of some of Canada’s top wineries or attended accredited wine schools, and we believe that is the key to offering a not only fun, but informative, experience.

a barrel sitting next to a wine glass

Why Choose Osoyoos Wine Tours?

Van icon

Friendly drivers and comfortable, air-conditioned vehicles.

event icon

Able to handle large group bookings and special events.

wine icon

Tasting fees and lunch are included, so you don’t have to pay extra.

limo

Ride in style with our new limos and buses.

group icon

Ample vehicle options and private custom tours catered to your taste in wine.

Wheelchair Accessible

We have wheelchair-accessible buses available.

Top-Rated Okanagan Wine Tours!

a close up of a stool

Our tour of the wineries between Osoyoos and Oliver that we went on with MJ in mid-July was simply wonderful. MJ was simply amazing! Knowledgeable, friendly, and courteous. Thank you so much for arranging the tour for us. We visited wineries we may not have gone to if we had done things on our own!

Osoyoos Wine Tours went above and beyond. We told them it was my birthday and they sent us out in the large SUV limo! Exceptional, very informative, and he adapted our tour based on what wines we wanted to try. A birthday I will never forget and we very much appreciate the extra steps they took to make it special.

I booked a South tour for the Oliver / Osoyoos area and it was a wonderful experience. We were picked up at our hotel, and the driver was very knowledgeable of both the area and the wine industry. Silver Sage is a must! I can't wait until next time! Already planning another tour with my girlfriends for this summer!

Spectacular wineries with incredible vistas of the valley. We were never rushed, got to taste some interesting and great tasting wines. Our guide's knowledge of the region was thorough. I had a great time, got to taste great wines, and did not have to worry about driving after tasting. All around a great experience!

THE BEST Wine Tours & Tastings in Osoyoos, British Columbia

Wine tours & tastings in osoyoos.

  • Wine Tours & Tastings
  • Private Tours
  • Walking Tours
  • Sightseeing Tours
  • Multi-day Tours
  • Up to 1 hour
  • 1 to 4 hours
  • 4 hours to 1 day
  • 5.0 of 5 bubbles
  • 4.0 of 5 bubbles & up
  • 3.0 of 5 bubbles & up
  • 2.0 of 5 bubbles & up
  • The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

okanagan wine tours osoyoos

1. Osoyoos & Oliver Sip Disturber Half Day Wine Tour

okanagan wine tours osoyoos

2. Oliver and Osoyoos Wine Tour from Kelowna - 4 Wineries

okanagan wine tours osoyoos

3. Osoyoos & Oliver Wine Trail Holy Sip Full Day Tour with Lunch Stop Shared Tour

Keep the fun going with other experiences in the area.

okanagan wine tours osoyoos

Downtown Kelowna Walking Food Tour with 7 Tastings and Drinks

okanagan wine tours osoyoos

Lake Country Scenic Wine Tour With Wine Tasting Experience

okanagan wine tours osoyoos

Kelowna Wine Tour on an E-Bike with Lunch

okanagan wine tours osoyoos

Private Wine Tour with Horseback Riding and Lunch

okanagan wine tours osoyoos

West Kelowna 5 Winery Wine Trail

okanagan wine tours osoyoos

Osoyoos Wineries Tour

okanagan wine tours osoyoos

Half-Day East Kelowna Wine Tour

okanagan wine tours osoyoos

Kelowna Fab 5 & 5 Winery South Slopes Wine Tour

okanagan wine tours osoyoos

Lake Country 5 Winery Scenic Sip Wine Tour

okanagan wine tours osoyoos

Guided E-Bike Wine Tour with Tastings and Lunch

okanagan wine tours osoyoos

Half-Day West Kelowna Wine Tour

okanagan wine tours osoyoos

Half-Day Lake Country Wine Tour

okanagan wine tours osoyoos

West Kelowna Wineries Tour

okanagan wine tours osoyoos

East Kelowna Wineries Tour

okanagan wine tours osoyoos

Lake Country Wineries Tour

okanagan wine tours osoyoos

Penticton Wineries Tour

okanagan wine tours osoyoos

Kelowna Winery Holiday Light Up

okanagan wine tours osoyoos

Valentine's Cozy Up For Two in Kelowna Winery

okanagan wine tours osoyoos

Kelowna Snow E-Biking Adventure with Lunch, Wine Tasting & S'mores

  • Osoyoos & Oliver Sip Disturber Half Day Wine Tour
  • Oliver and Osoyoos Wine Tour from Kelowna - 4 Wineries
  • Osoyoos & Oliver Wine Trail Holy Sip Full Day Tour with Lunch Stop Shared Tour
  • Wine Tours Gone South
  • OK Wine Shuttle - Tours
  • Swiws Spirit Tours
  • Desert Country Wine Tours
  • Moxie Tours

Osoyoos: Wine Tours Information

Desert Country Wine Tours

Safely touring the award winning south okanagan wine region since 2001.

-.......................................................

----.......................................................

Let me handle the driving so you can enjoy yourself...

Relax, enjoy the company, breath in the scenery, savour the flavors of the day. The wine regions that our tours visit are Osoyoos, Oliver, The Golden Mile, The Black Sage Bench, Okanagan Falls, The Naramata Bench and the Similkameen Valley. See what our previous guests have to say.

​ Testimonials

Welcome to the South Okanagan

The Day is yours...

Owner Operator - Kent Munro.

At Desert Country Wine Tours, I specialize in providing fun personalized wine tours of the South Okanagan Valley. Over the years I've developed an intimate knowledge of the industry and have formed personal relationships with many of the wineries. I would like to share this knowledge with you..

Choose the wineries you have in mind, or let me select the wineries with you in mind.

It's your day, so let me guide you in comfort and discover the lush vineyards of Canada's only Pocket Desert. I'll pick you up at the location of your choice, along the way, I'll share stories about the Okanagan award winning wines and we'll meet the people who make the wines. Take a look at how much fun we have on our tours.

Copyright © www.desertcountrywinetours.com

Reservations:

Call: 250-498-7316 Office/Fax: 250-495-4854

Email: [email protected]

Experience all that Osoyoos has to offer when you play & stay at one of our hotels, parks, or B&B’s. Our accommodations have everything to fit your needs; whether you’re planning a family vacation, a fun weekend with the girls, or a romantic getaway for you and your loved one!

  • Hotels & Resorts
  • Bed & Breakfasts
  • RV & Camping
  • Travel Deals

Osoyoos is the number one destination for fun in the sun. We offer an array of year-round outdoor activities from swimming to hiking and everything in between.

  • Activities & Attractions
  • Beaches & Parks
  • Boating & Watersports
  • Hiking & Biking
  • Wellness & Body
  • Winter Activities

Osoyoos is nestled within grasslands, highlands and mountains, and hosts the warmest lake in Canada – ensuring that you can experience and enjoy Osoyoos year-round. Each season has something beautiful to offer – experience it yourself and see why Osoyoos is the place to be!

  • Visitor Guide
  • Interactive Map
  • Accessible Travel
  • LGBTQ+ Travel
  • Getting Around
  • Conferences
  • Workcations

Local in Osoyoos are La Stella, Nk’ Mip Cellars, Adega on 45th, Moon Curser and Young & Wyse wineries. And they’re easy to find. Just ask for one of our winery maps or take a wine tour with one of several tour companies that offer exceptional visits to the wineries in our area.

  • Beer, Cider & Spirits
  • South Okanagan
  • Similkameen

Osoyoos has everything from street-side cafés to vineyard-view bistros – from casual to upscale dining experiences, sure to please foodies everywhere. Our chefs and restaurateurs are passionate about promoting what Osoyoos has always been known for – the traditional pleasures of using food grown locally and raised sustainably and prepared with seasonal fruits and vegetables.

  • Restaurants
  • Cafes & Bakeries
  • Fruit Stands & U-pick
  • Food Trucks

Destination Osoyoos

Listing Category: Wine Tours

okanagan wine tours osoyoos

Corks and Cactus Wine Tours

Our goal is to make your wine-tasting tour safe, fun, comfortable and memorable. We offer customized private tours with optional lunch or dinner stops. Your winery stops are scheduled to avoid rushing. Whenever possible we select wineries that have the option of indoor and outdoor venues in the event of weather extremes (as well as […]

okanagan wine tours osoyoos

Desert Country Wine Tours

At Desert Country Wine Tours, I specialize in providing fun personalized wine tours of the South Okanagan Valley. Over the years I’ve developed an intimate knowledge of the industry and have formed personal relationships with many of the wineries. I would like to share this knowledge with you.

okanagan wine tours osoyoos

DeVino Wine Tours

Wine should be fun! DeVino Wine Tours is dedicated to bringing a touch of European hospitality and culture to the sun-soaked vineyards of the South Okanagan, to make your next tasting tour an unforgettable experience. Book a half- or full-day tour, and choose from a number of incredible itineraries: Golden Mile Tour Black Sage Bench […]

okanagan wine tours osoyoos

Moxie Tours

Contact us for enquiries and booking. MOXIE TOURS is a boutique company that identifies with wine enthusiasts looking for a personal intimate experience. Book a 5 Star customer rated private signature tour that spares no detail in delivering the very best including tutored tastings, barrel sampling and vineyard tours at award winning wineries. Enjoy our […]

okanagan wine tours osoyoos

OK Wine Shuttle

Book a Tour OK Wine Shuttle is the Okanagan’s only hop-on hop-off wine shuttle service. OKWS offers the most wineries, the most choice and the most flexibility all for the lowest wine tour prices in the industry. OK Wine Shuttle is the south Okanagan’s #1 rated wine tour on TripAdvisor and was named by BC […]

okanagan wine tours osoyoos

South Okanagan Limo & Tours

Book a limousine today! We are a luxury limousine service located in the heart of Okanagan wine country in Osoyoos, BC. We are here to exceed your expectations. Whether you are planning a wine tour, trip to the airport or celebrating a very special occasion, we are devoted to providing you with first class personal […]

okanagan wine tours osoyoos

Sẁiẁs Spirit Tours

Discover the fascinating stories of Canada’s only desert and share in the rich living culture of the Okanagan people. Based in Osoyoos BC, we offer many winery and cultural tour options leaving from your accommodation door step. Sẁiẁs Spirit Tours offers a fun filled day with an authentic local experience by assuring excellent customer service […]

okanagan wine tours osoyoos

Wine Tours Gone South

Natasha Mitchener, owner / operator of Wine Tours Gone South, has had the luxury of watching the magical vineyards evolve since moving to the Osoyoos / Oliver area in 1978. She has always found the South Okanagan vineyards to be a special and tranquil setting, and she has gotten to know the area and its […]

Breathe the fresh air. Soak in the natural light. Connect with nature.

  • Like us on Facebook (opens new window)
  • Follow us on Twitter (opens new window)
  • Watch us on Youtube (opens new window)
  • Pin us on Pinterest (opens new window)
  • Follow us on Instagram (opens new window)

okanagan wine tours osoyoos

OSOYOOS WINE TOURS

BG_edited.png

Exceptional Tastes Await

Immerse yourself in exclusive wine tasting adventures on our premium wine tours

POPULAR Stops

nkmip.png

Arrive in Elegance

Discover the Okanagan's finest wines

while savouring the good life in our

comfortable, stylish rides.

okanagan wine tours osoyoos

'Top 10' Best Osoyoos Tours

Toast   to adventure  .

Sip Happens Wine Tours

Award-Winning Okanagan

Wine Tours Luxury Blended with Good Times

Voted best wine tour company year after year with Wine Tours Year Round !

BACHELORETTE WINE TOURS

Corporate wine tours, wine & boat tours, beer, cider and spirits tours, large group/private wine tours.

Popular Tours

Sip Disturber Half Day Wine Tour

Westside wine trail.

$139 per person plus GST Visit 4 Westside Wine Trail wineries

Duration: 4 Hours

“i don’t give a sip” half day tour, central kelowna – various.

$119 per person plus GST

Visit 4 wineries on a wine region of our choice!

Half Day Tour with A Stop For Lunch

East kelowna wine trail and meadow vista bistro.

$139 per person plus GST

2 wineries,  Honey Wine Tasting and Finishes with lunch at the Meadow Vista Bistro.

Pick Your City

  • Lake Country
  • West Kelowna
  • Okanagan Falls

Lakeshore/East Kelowna Wine Trail

$139 per person plus GST Visit 4 East Kelowna and Lakeshore wineries

Holy Sip Full Day Lunch Wine Tour

$169 per person plus GST Visit 5 Westside Wine Trail wineries with a lunch stop

Duration: 6 Hours

$169 per person plus GST Visit 5 East Kelowna and Lakeshore wineries with a lunch stop

Scenic Sip Wine Trail

$169 per person plus GST Visit 5 wineries with a lunch stop

$139 per person plus GST Visit 4 wineries

Sunset Sipster Dinner Wine Tour

$169 per person plus GST Visit 4 wineries with a dinner stop

Get Your Sip Together

$169 per person plus GST Visit 4 wineries

Summerland Bottleneck Drive Wine Trail

$139 per person plus GST Visit 4 Bottleneck Drive Wine Trail wineries

Penticton/Naramata Bench Wine Trail

$139 per person plus GST Visit 4 Naramata Bench Wine Trail wineries

$169 per person plus GST Visit 5 Bottleneck Drive Wine Trail wineries with a lunch stop

$169 per person plus GST Visit 5 Naramata Bench Wine Trail wineries with a lunch stop

Corkscrew Drive Wine Trail in Okanagan Falls

$139 per person plus GST Visit 4 Corkscrew Drive Wine Trail wineries

$139 per person plus GST Visit 4 Corkscrew Wine Trail wineries

Osoyoos/Oliver Wine Trails

$139 per person plus GST Visit 4 wineries on the Golden Mile & Black Sage Bench Wine Trail

$169 per person plus GST Visit 5 Corkscrew Drive Wine Trail wineries with a lunch stop

Osoyoos/Oliver Wine Trail

$169 per person plus GST Visit 5 wineries on the Golden Mile & Black Sage Bench Wine Trail with a lunch stop

$169 per per person plus GST Visit 4 wineries on the Golden Mile & Black Sage Bench Wine Trail with a dinner stop

$169 per person plus GST Visit 4 wineries on the Golden Mile & Black Sage Bench Wine Trail with a dinner stop

Pick the Winning Tour Company

okanagan wine tours osoyoos

*Wine & boat tours May to October

2023 Wine Tour Operator of the Year Global Awards

2022 best wine tour company in british columba 2022/2021/2021 best wine tour company in kelowna 2022 wine tour operator of the year 2023 travelers’ choice award – top 10% of  attractions worldwide., tour only with the very best.

For last minute bookings, please hop on the chat, or call us at 778-212-2134

Sip Happens Wine Tours

Luxury blended with good times.

Award winning Okanagan vineyards with spectacular views, and a welcoming experience for all. Over the years we have come to know the winery owners and staff as friends, which is exactly how you will feel when you join us for your wine tasting experience!

At Sip Happens, we blend good times with luxury in an unpretentious, relaxed setting. From modern and clean touring vans, to smartly dressed fun and knowledgeable tour guides, you will be glad to know that you are touring with the best wine tour company in the Okanagan Valley.

We pick up from any hotel, Air BNB, or home in central Kelowna, Lake Country and Vernon. We also offer wine tours for our guests staying in Summerland, Penticton, Naramata, Okanagan Falls, Oliver and Osoyoos. Simply fill out our booking form, and you’ll be on your way to having a memorable day!

okanagan wine tours osoyoos

Okanagan Wine Tours

Large group/private booking form.

  • Choose from any of our wine tours and let us plan an amazing day for your group!
  • We can plan a large group private tour to anywhere in the Okanagan Valley.
  • Want to organize a bachelorette or corporate wine tour? We will handle everything from transportation, winery visits and lunch or dinner reservations.

What Our Clients Say

okanagan wine tours osoyoos

“ We had the best time touring Naramata Bench in the Okanagan with our guide Sunnie. She went above and beyond to make the experience memorable, capturing videos and pictures of our tour as well. The vehicle was clean and new which made the tour very comfortable! 5 stars would tour with Sip Happens again anytime. ” MACKENZIE S.
“ Bob our tour guide was a pleasure to be with as we visited 5 wineries including a lunch with a fantastic view! The Mercedes Benz van arrived on time and was immaculate inside and out. Bob took care of our wine purchases as he carried them to the van, and Covid protocol was intact. My sister and I enjoyed the whole experience and we recommend The Holy Sip Wine Tour to anyone who wants to enjoy tasting a variety of great wines. Fun memories that will never be forgotten!! ” ROSE
“ Booked a full day private tour for 7 for the Naramata Bench. Our guide Sunnie was awesome! She is a grape grower and was a wealth of knowledge. Every winery we went to was expecting us, no waiting whatsoever. Sunny labeled our bottles/cases to keep us very organized. This is my 3rd tour with Sip Happens and will definitely go back. Totally recommend ” ANNE T.
“ Loved the selection of vineyards that we visited - all of the tasting guides were super knowledgable and entertaining! ” KATE
“ Great experience. My girlfriend and I went on a wine tour for her birthday. Our guide, Kenny was outstanding, Great company and informative. Even gave us a ride to our dinner reservation after the tour so we didn't have to get a cab. The views on the drive around the lake country wine tour were breathtaking. Thanks Kenny ” SHAUN
“ It was so well planned and done, safely as well during COVID times. I booked the day before and staff was so accommodating and friendly. James, our guide, was incredibly knowledgeable and way beyond wines! Personable, candid, and full of helpful suggestions. I definitely recommend! ” TROTTING
“ We booked a shoulder season wine tour with Sip Happens. Great experience, with our small group (just the two of us) the tasting went quickly, our driver Bob went out of his way to accommodate us with other wineries. Friendly, professional and knowledgeable!! Highly recommend. ” SHANE
“ We had the best time touring Naramata Bench in the Okanagan with our guide Sunnie. She went above and beyond to make the experience memorable, capturing videos and pictures of our tour as well. The vehicle was clean and new which made the tour very comfortable! 5 stars would tour with Sip Happens again anytime. ” MACKENZIE
“ I highly recommend this company. Eddie was the best tour guide. All the wineries included in our tour were great! ” JAN
“ Great tour in the Oliver area. Our driver Bernie did a great job and was very knowledgeable. I would highly recommend Sip Happens for a wine tour. ” JOHN

Discovering the best wine tours and wine tasting options in the communities of Kelowna, West Kelowna, Penticton, Osoyoos, Oliver, and throughout the Okanagan, is as easy as scheduling a getaway with our amazing team at Sip Happens Wine Tours. Our luxury wine tours are known for being among the best in BC, and we do everything possible to ensure that every wine tasting is filled with joy, laughter, great times, friendships, beautiful memories and so much more. Our Sip Happens Wine Tours service can be booked easily and is heavily focused on customer safety and success. All our wine tours are well planned and coordinated giving you access to unparalleled and unprecedented wine tasting experiences.

If you are searching for high-quality Okanagan wine tours, then look no further than our Sip Happens Wine Tours travel packages. We believe that every wine tasting should not only be time well spent but also an unforgettable trip of a lifetime which is why we go above and beyond to make our wine tour vacations stand out from the alternative choices. You will find our staff and winery partners at Sip Happens Wine Tours friendly, knowledgeable, and professional which makes every wine tasting a truly wonderful time off from the hustle and bustle of everyday life.

If you have wine tasting questions, our wine tours team can assist you with whatever schedule you may need. If you require more information about our Sip Happens Wine Tours please do not hesitate to reach out and we would be happy to help. We are here to guide you on the wine tours that make the most sense for your schedule and goals and what it is that you desire to accomplish during your wine tasting holiday. To learn more about wine tours in Vernon, Lake Country, Kelowna, West Kelowna, Summerland, Penticton, Naramata, Okanagan Falls Osoyoos, & Oliver just check out our website or give us a call today.

g2

Sip Happen Tours

Blending luxury with good times, cancellation policy  .

  • 778-212-2134

[email protected]

  • Kelowna Wine Tours
  • Vernon Wine Tours
  • Lake Country Wine Tours
  • West Kelowna Wine Tours
  • Summerland Wine Tours
  • Penticton Wine Tours
  • Okanagan Falls Wine Tours
  • Oliver Wine Tours
  • Osoyoos Wine Tours

Craft Tours

  • Kelowna Beer, Cider and Spirits
  • Vernon Beer, Cider and Spirits
  • Lake Country Beer, Cider and Spirits
  • West Kelowna Beer, Cider and Spirits

Wine & Boat Tours

  • Kelowna & Wine Boat Tours
  • Vernon & Wine Boat Tours  
  • Lake Country Wine & Boat Tours
  • Kelowna Boat Tour and Beach
  • Vernon Boat Tour and Beach
  • Lake Country Boat Tour and Beach

Group Tours

  • Corporate Wine Tours
  • Large Group Wine Tours

©2024 Sip Happens Wine Tours | Sitemap

  • Naramata Wine Tours
  • Bride To Be Full Day Wine Tour
  • Last Fling Before The Ring
  • Kelowna Sip & Cruise Wine & Boat Tour
  • Vernon Sip & Cruise Wine & Boat Tour
  • Lake Country Sip & Cruise Wine & Boat Tour
  • Kelowna Boat Tour and Beach!
  • Vernon Boat Tour and Beach!
  • Lake Country Boat Tour and Beach!
  • Captained Pontoon Boat Tours
  • Large Group Private Booking Form
  • Contact Us / Booking Form

Winter Tour Feature: Sip and 'Za Wine & Cider Tour

Explore 3 wineries, and a cidery. Food costs at guest expense. $149 pp + 15% gratuity & 5% GST. North and Central Okanagan only**

You are using an outdated browser. Please upgrade your browser or activate Google Chrome Frame to improve your experience.

Okanagan Wine Country Tours

Staying True to our Roots

wine icon

Experience Matters

Staying True to our Roots 

Okanagan Wine Country Tours began with a dream of delivering the best wine tour experience in the Valley... 26 years later we continue to honour this promise

Experience and Honesty Matter  

Marsha Morrish, General Manager 1-866-689-9463 [email protected]

The Okanagan Valley

The Okanagan Valley

World Class Wine along with Excellence in Wine Touring 

The Okanagan Valley is magical, it seduces you with its bright sunshine, abundance of beaches and sparkling blue waters of Lake Okanagan. Farmers Markets and road side stands are filled with baskets overflowing with fruits and vegetables and then...then, there is the wine. The valley boasts more than 200 wineries, each uniquely different and all with the same goal: to produce a wine that is reflective of the valley, and as such have now been recognized on the world stage. 

Explore Our Region

Tour in Comfort

Tour in Comfort

Our fleet includes luxury SUVs and  Mercedes Sprinters - the ultimate in wine touring comfort. 

Book Your Tour Today

The Wine Country Insider

Sign up today. It's free, informative, and fun!

By submitting this form, you are granting: Okanagan Wine Country Tours, http://www.okwinetours.com permission to email you. You may unsubscribe via the link found at the bottom of every email. (See our Email Privacy Policy for details.) Emails are serviced by Constant Contact.

okanagan wine tours osoyoos

Vacation in the Heart of Wine Country

Osoyoos wine tours, wine regions worth exploring, learn more about the incredible wine regions surrounding osoyoos., oliver osoyoos wine country, similkameen independent winegrowers, naramata bench wineries association, okanagan falls winery association, summerland’s bottleneck drive.

South Okanagan Wine Tours

We are pleased to recommend the following wine tour operators., wine tours gone south, moxie tours, ok wine shuttle, sẁiẁs spirit tours, desert country wine tours, devino wine tours.

Call 1.888.755.3480 or email our Concierge  for more information on wine tours and wineries.

Book your stay today

Lorem ipsum dolor sit amet, consectetur adipiscing elit. Ut elit tellus, luctus nec ullamcorper mattis, pulvinar dapibus leo.

Watermark Beach Resort Logo

Wine Tours Gone South Logo

OUR WINE TOURS

Wine Tours Gone South specializes in personalized wine tours of the South Okanagan. We take the time to discover your requirements and pair your tour with the wineries that suit your ideal wine tasting experience. Choose which award-winning wineries you’d like to visit, then schedule lunch or dinner at a winery restaurant. 

Explore the wineries of Naramata, Penticton,  Summerland, Similkameen, Keremeos, Cawston and Oliver and Osoyoos. Our fun and experienced guides make your tour a day you’ll never forget!

okanagan wine tours osoyoos

South Okanagan Wine Tours

Welcome to okanagan wine country, scenic mountain views, clean lakes, rolling sage hills and – wine lots and lots of delicious wines made from locally grown varietals., the heart of bc wine country, the rich terroir and climate of the okanagan valley provides the ideal location for a variety of wines, from cabernet sauvignon in the south to gewurtztraminer in the north., explore south okanagan desert country, come experience a wine tour through many of the best boutique wineries and estate wineries of the south okanagan. travel through bc’s desert region, tour the many unique wineries, and tantalize your palate with an array of award-winning wines that are exclusive to the terroir of the region..

“Highly Recommend! Natasha was fantastic and catered to our group of seven(7) with a great experience that will not be forgotten. She even went out of her way to ensure we weren’t late for our dinner reservation after visiting some fantastic wineries. Great experience and a great day – can’t wait to go back and will book with Natasha again!”
“Natasha took us to some fantastic wineries in Osoyoos! Considering it was my first time there, I really didn’t know what to expect. Her choice of wineries was excellent and made for a very memorable and fun trip with our friends!”
“This is our fourth year of booking a wine tour with Natasha. Wine Tours Gone South never disappoints. We like that it is not a cookie cutter tour, but instead one that can be catered to your preference and wineries that you have visited before.”
“My husband and I did the sunset wine tour with Natasha and loved it from start to finish… Wine Tours Gone South has modern, comfortable vans to transport you. I communicated directly with Natasha by email, then phone and text and she was prompt to reply to all my questions prior to booking. Highly recommended!”
“Never been on a wine tour before. Natasha was wonderful!! She was so very cheerful and helped out with all the bottles of wine we ended up purchasing.”
“Natasha and her team at Wine Tours Gone South were very responsive and on time with our request for a transfer from our hotel to a group dinner. They took the stress away from having to pick designated drivers so everyone could enjoy our farewell dinner together. Made the experience a breeze to work with.”
“Sheilah was fantastic during our wine tour. Very knowledgeable, hospitable, and took us to amazing wineries. She even arranged for us to have a side by side tasting at one of the wineries. Overall highly recommend!”

Bare Wine Tours Logo

South Okanagan Wine Tour Oliver & Osoyoos

Bring everyone together and enjoy a private Oliver & Osoyoos Wine Tour exclusive to your family, friends or colleagues. We thrive on creating personalized wine tour experiences, and enjoy working with you to make your event exceptional and memorable. 

Available for groups of 4 or more guests.

South Okanagan Wine Tour Features

Clean, comfortable, climate-controlled, modern vehicles

Control of your own beats with Spotify music

Fresh Snacks, Cheese, Dark Chocolate, and bottled spring water

Complimentary pickup & drop-off at your Kelowna  accommodation (other location charges may apply)

Local, knowledgable, socially aware tour guide

Tasting and venue fees (additional costs may apply for certain venues as specified)

Vineyard row with lake in background at Bench 1775 Winery

Oliver & Osoyoos Private Wine Tour

Our South Okanagan Wine Tour covers four distinct areas: Oliver, The Golden Mile, Black Sage Bench, and Osoyoos. These regions account for about 65% of the wine grapes grown in the Okanagan, and there are over 50 wine tasting rooms for you to experience the best of BC wine. Many of the larger Okanagan wineries grapes reside here due to it being 6 degrees warmer than its more northern regions in the valley. It's the only desert in Canada and home to the big red grapes for that reason!

All prices exclude GST.

Burrowing Owl

Covert Farms

Hester Creek

Jackson Triggs

Tinhorn Creek ($10 extra)

Moon Curser

Nk'Mip Cellars

Gehringer Brothers

Inniskillin

Intersection

Desert Hills

Young & Wyse

Only Full-day available

Approx. 8-9 hours

20-25 tastings

Lunch reservation

DID YOU KNOW?

Oliver is often referred to the 'wine capital of Canada' with over 3500 acres of wine grapes planted and the perfect moderate climate for most varieties. It was originally a gold mining area, until John Oliver brought water to this desert region in 1918.

The Golden Mile was the first designated sub-appellation in the Okanagan. Located on the western slope south of Oliver it gets the morning sun and is therefore a little cooler than the Black Sage Bench. Varieties such as Chardonnay, Gewurtztraminer, and Merlot thrive here on the gravelly sandy loam soil. 

The Black Sage Bench lies on the eastern slope south of Oliver and gets the hot afternoon sunshine making it ideally suited to growing varieties that like the heat stress and extra light. Cabernet Sauvignon, Cabernet Franc, and Syrah thrive here.

Osoyoos is the hottest region, and lies very close to the US border. Over 1500 acres of vines reside here. Much of the soil has a unique granite bedrock and is suited to big bold red wines.

Logo

Join us on an unforgettable

Wine tour this winter let the magic unfold., choose your experience, winter wine tour from big white.

Embark on a magical Winter Wine Tour in Big White, where snowy landscapes set the stage for delight and exploration.... View Article

Big White Shuttle

One-Way Ski Shuttle Between the Kelowna International Airport (YLW) or Kelowna area and Big White Ski Resort. Why Wine Boss... View Article

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... View Article

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... View Article

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... View Article

Lake Country Wine Tour Half Day & Charcuterie

Lake Country, the Scenic Sip wine trail. Inviting you to savour the expertly prepared charcuterie. Prepared by award winning chefs,... View Article

Lake Country Wine Tour Half Day

Nestled in the beautiful rolling hills of Lake Country. The Scenic Sip wine trail is situated on one of the... View Article

East Kelowna Wine Tour Full Day

Nestled in the heart of wine country, East Kelowna will boldly inspire. Surrounded by grapevines, the sweeping valley and mountain... View Article

East Kelowna Wine Tour Half Day

Take in the panoramic scenery of East Kelowna half day Wine tour. A unique blend of rustic elegance, where down... View Article

Bachelorette, Bachelor Half Day Lake Country or West Kelowna

Whether you live locally, or just heading to the Okanagan with your best “I Do” crew, let Wine Boss Tours... View Article

Bachelorette, Bachelor Full Day Lake Country or West Kelowna

Strap your boots on ladies, grab your friends and experience a one of a kind full day wine tour. Plan... View Article

Jason Parkes Extravaganza Half Day

Join us while we whisk you away on a half day quirky, old world, renaissance revival experience. Visiting the feature... View Article

Summerland Wine Tour Full Day

Explore the remarkable region of Summerland. Tucked away along the shores of Okanagan Lake, a tiny stretch of paradise. Picturesque... View Article

Naramata Bench Wine Tour Full Day

Naramata Bench, known for big richly dark and mellow red wines. Bask in the sultry warm breezes, soak in the... View Article

Osoyoos and Oliver Wine Tour Full Day

If you enjoy the big bold red, then this tour is for you. This little paradise boasts warm sultry summer... View Article

Sunset Lake Country or West Kelowna Wine Tour

Indulge in the warmth of the late day sunshine. Embrace the natural beauty and intimacy of the vineyards. Relish the... View Article

Kelowna Cider, Brew, Wine and Spirit Half Day Tour

Cider and Beer lovers get ready to activate your tastebuds. Sample Okanagan’s crisp dry cider comprised of the best fruit... View Article

We Always Have a

And so will you.

okanagan wine tours osoyoos

Private & Corporate Tours Available

Contact us for a, corporate tour quote.

okanagan wine tours osoyoos

Meet Your Wine Whisperer

Hey there, wine lover! I'm thrilled you stumbled upon Wine Boss Tours. Let me pour you a glass and share a little about who we are and what makes us the ultimate grape escape.

I'm John Denney, Chief Grape Officer (CGO) at Wine Boss Tours. With a passion for wine as deep as the valleys we explore, I'm your go-to guide for all things vino. Picture your favorite wine enthusiast mixed with a dash of history buff, and you've got me in a corked bottle!

MORE ABOUT US

What our new friends are saying

John was our guide who texted to say he was running late due to traffic. We were picked up at our hotel and me another couple in the van. Had a fantastic time learning the Okanagan history and a bit about each winery before we went in for our tastings. John also helped us take photos and offered up advise on local businesses. Thank you for a wonderful tour!

John was an amazing guide who provided a fun day for my Mom and I. Don’t hesitate to book with Wine Boss Tours!

John, our tour guide, was fantastic and deserves to be singled out as a great ambassador for your company and the area.

John was a great host. Well-knowledge-based about the visited wineries.

okanagan wine tours osoyoos

Experienced a Wine Tour with Us?

Let us know how we did, socialize with us.

okanagan wine tours osoyoos

Gift Certificates

Experience the okanagan.

okanagan wine tours osoyoos

Wine Boss Tours offers wine tours throughout the Okanagan, including the well-known wine hotspots of Kelowna, Lake Country and Osoyoos. Each tour provides a unique opportunity to experience the local wineries and professional winemakers in action, creating a wine that’s admired across Canada and beyond. Not only do our wine tours provide an unforgettable experience for any wine enthusiast or connoisseur, but they’ll also help you discover hidden gems that you can never find in guidebooks. For anyone looking for wine tours of the highest standard in the Okanagan region, Wine Boss Tours is unquestionably your best option.

Wine Boss Tours offers the best wine tours in the Okanagan wine region, including Kelowna, Lake Country, and Osoyoos. Our wine tours provide visitors with an amazing opportunity to visit professionally managed wineries and learn about the wine-making industry. With several years of experience managing wine tours, we make sure each tour is tailored to ensure our clients’ complete satisfaction. Our experienced tour guides can help everyone experience the unique wine culture that Kelowna, Lake Country, Naramata and Osoyoos have to offer. Make sure you check out Wine Boss Tours if you’re looking for memorable wine tours in the Okanagan!

okanagan wine tours osoyoos

Wine Boss Tours offers wine tours that will give you a complete view of the Okanagan wine country and its professional wine scene. Their wine tours include travels to well-known wine regions including Kelowna, Lake Country, Osoyoos, Naramata and Lake Country. Whether you are looking for an educational wine experience at one of the area’s renowned wineries or just want to taste some of BC’s finest wines, Wine Boss Tours is your perfect partner for a hassle-free wine tour experience. By booking a wine tour with them, you can indulge in some amazing Okanagan wines in comfort and style.

okanagan wine tours osoyoos

Subscribe to our

Newsletter, receive updates and bonuses through your email..

okanagan wine tours osoyoos

Oliver Osoyoos Wine Country

Uncork the Sun in Oliver Osoyoos Wine Country and encounter colourful characters, award-winning wineries, and stunning scenery which all give this decorated region its unique glow.

Situated at the very southern tip of British Columbia’s Okanagan Valley, in one of the warmest areas of Western Canada, the region’s wineries have won more accolades than any other wine region in Canada.

The sunny slopes of Oliver Osoyoos Wine Country are also the perfect place to enjoy fine-dining with vineyard views, the opportunity to stay on a winery and wake up surrounded by vines, and to enjoy award-winning wine and food experiences, such as the Half Corked Marathon, Pig Out and Savour the Sun winemaker dinners.

Oliver Osoyoos Wine Country - History

HALF CORKED MARATHON

May 25th, 2024.

okanagan wine tours osoyoos

SIGNATURE SPONSOR

Book your accommodations in oliver osoyoos wine country.

okanagan wine tours osoyoos

PIG OUT FESTIVAL

May 4th, 2024.

Bartier Brothers

Bartier Bros Vineyard & Winery

Black Hills Estate Winery

Black Hills Estate Winery

Copy of Bottles display

Bordertown Winery

Burrowing Owl Estate Winery

Burrowing Owl Estate Winery

Castoro de Oro Winery

Castoro de Oro Estate Winery

Checkmate-Winery

CheckMate Artisanal Winery

Church and State Wines

Church and State Wines

Culmina Family Estate Winery

Culmina Family Estate Winery

Gold Hill Winery

Gold Hill Winery

Hester Creek

Hester Creek Estate Winery

Cellar Door and More Home to Jackson Triggs and Inniskillin Winery

Inniskillin Okanagan Estate

Jackson triggs okanagan estate.

Kismet Estate Winery

Kismet Estate Winery

LakesideCellars (003)

Lakeside Cellars

Moon Curser – Oliver Osoyoos Wine Country Member | PhotoCredit-Lionel-Trudel-Photography-Ltd

Moon Curser Vineyards

Nk’Mip Cellars

Nk’Mip Cellars

Sheila Gina truck 1

Nostalgia Wines

Over The Fence Winery | Oliver Osoyoos Wine Country

Over The Fence Winery

Phantom Creek Estates

Phantom Creek Estates

Quinta Ferreira Estate Winery

Quinta Ferreira Estate Winery

10

River Stone Estate Winery

Road 13 Vineyards

Road 13 Vineyards

SilverSage crop

Silver Sage Winery

tinhorn crop

Tinhorn Creek Vineyards

vinAmité Cellars

vinAmité Cellars

Kelowna wine tour company

Oliver-Osoyoos Wine Tours

9 Hours (Approx.)

Savour The South

Experience Oliver-Osoyoos wine tours an adventure you won’t soon forget.  Dubbed the “Wine Capital of Canada”, let the sun-soaked vineyards of the south Okanagan unfold before your eyes as we make our way through the winding, semi-arid desert roads. Canada’s only desert is an amazing site to see! Enjoy crisp whites, luscious reds, and everything in between along this fantastic journey.

Oliver Osoyoos Wine Tour Company

Our Oliver-Osoyoos Wine Tours include:

  • Pick up and drop off at most Kelowna Hotels along the main corridors of Kelowna and West Kelowna*
  • Up to 9 ½ hours of non-stop entertainment with a professional guide
  • 4 Winery visits with over 16 tastings
  • All tastings reserved and venue fees covered.
  • Lunch Stop at one of our favorite restaurants (Guest expense)
  • Vehicles include 11 & 14 luxurious passenger high top Mercedes Sprinters; 12 & 21 passenger midsize busses with large viewing windows, comfy seats and air conditioning
  • Wine tasting tips with sips and swirls to go along with our Okanagan tales throughout this lakeside voyage of discovery
  • Enjoy a small chocolate paired with red wine at one of our wineries
  • Our guides will give you the royal treatment including concierge service for purchases all day long
  • Keep the memories alive with your guide’s photos. We’ll capture the day and then share them with you on Facebook
  • Ask about playing your own music along the journey; optional karaoke, sparkling saber ceremony and adding one more winery, quoted separately

Savour The South Tastings include four of the following (requests welcome):

  • Quinta Ferreira, Covert Farms
  • Silver Sage
  • Bartier Bros.
  • Burrowing Owl
  • Black Hills, Checkmate ~
  • Hester Creek, Phantom Creek ~
  • Jackson Triggs
  • Platinum Bench
  • Tinhorn Creek
  • Moon Cruiser
  • Cassini Cellars
  • Desert Hills

~Special tasting and pairing requests are possible, quoted separately

$265 per person, plus tax (GST)

(guide gratuity welcomed, auto gratuity for 8 or more).

~Ask about upgrades to premium tastings and/or wine pairings, or additional special request wineries, all quoted separately

  • Tour may change, upgrade, be combined, or canceled with less than 4 people- we accept multiple bookings of 2
  • Cancellation policy: Refund less $20 holdback per person for cancellations up to 15 days prior to tour date; 100% non-refundable after that time
  • Additional Fee may apply for accommodation pickup out of zone
  • Winery tour or vineyard walk by advanced reservation only, substitution may occur without notice
  • Lunch location may vary without notice; alternative lunch stops at a winery by request
  • Vehicle substitution may occur without notice; carry 2 pieces of ID
  • Tours are shared with others- ask about Private Tours for 4 or more (limited access in shoulder seasons)

“Our goal is to make your day amazing by delivering an exceptional, safe, fun, and entertaining experience”

Jim & Deb  (longest-running original owner-operators in the Okanagan)

Powered by Lonestar Sales Performance

logo.jpg

Oliver Osoyoos Wine Tours

We believe in every wine experience there is a great story to tell. we want to share that story..

Welcome to Canada’s only desert and discover the magic of the Oliver-Osoyoos wine country.  With two unique appellations including the Golden Mile on the west side of the valley and The Black Sage Bench on the east slopes, this is some of the most valuable agricultural land in all of Canada.  The result?  Exceptional wines!

With over 40 wineries in this region, there is something for everyone from big bold reds to mouth-watering crisp wines.  To complete our culinary adventure, we stop at one of the award-winning winery bistros (or select our gourmet 3 course picnic) for a delicious lunch.  The Oliver-Osoyoos wine tour has it all, from boutique wineries to big brand wineries. 

okanagan wine tours osoyoos

Two Oliver Osoyoos Wine Tours To Choose From

Simply sipping oliver osoyoos.

  • Educational experience including our Wine 101
  • Visits to 4 Oliver Osoyoos wineries
  • All basic tasting fees
  • 3-course gourmet picnic (6 options including GF and Vegan)
  • Complimentary delicious charcuterie and bottled water
  • Professional, knowledgeable, wine-trained guides
  • Luxurious, comfortable, air conditioned tour vehicles
  • Pick up and drop off at any Penticton address
  • This tour begins between 10:00 AM - 11:00 AM daily. 
  •  Tour length is approximately 5.5 hours.

[1] For added peace of mind, the Enhanced Refund Protection option provides guests with an extended cancellation window and the assurance of a more flexible refund policy. Please refer to the terms and conditions for more details.

Elevated Experience Oliver Osoyoos

  • Visits to 4 Oliver Osoyoos wineries for elevated experience
  • Exclusive visit to vineyard/cellar experiences
  • All premium tasting fees

okanagan wine tours osoyoos

Penticton BC Canada

1-877-362-3382, local calls, 778-781-0929, [email protected], join our newsletter.

Sign up to receive our monthly educational blog posts and special offers!

You have successfully joined our subscriber list.

Vivid Tours

  • Osoyoos Wine Tours 🍷

Osoyoos Wine Tour

Osoyoos Wine Tour

Welcome to the South Okanagan and the Osoyoos Wine Tour. Located just north of the border with Washington State, the Osoyoos Wine Country offers wine enthusiasts access to some of British Columbia’s most iconic wineries....

okanagan wine tours osoyoos

Osoyoos Wine Tour Half Day

Welcome to the South Okanagan and the Osoyoos Wine Tour Half Day. Located just north of the border with Washington State, the Osoyoos Wine Country offers wine enthusiasts access to some of British Columbia’s most...

Elevated Osoyoos Wine Tour

Elevated Osoyoos Wine Tour

Welcome to The Elevated Osoyoos Wine Tour. This exclusive wine experience offers elevated tastings at 4 world class Osoyoos wineries, complete with vineyard walks, barrel room tastings, food pairings and access to reserve wines not...

District Wine Village Tour

District Wine Village Tour

Welcome to the District Wine Village Tour! The “must see” South Okanagan destination offering artisan crafts, wine, beer and food all in one stunning location. Located in the heart of the Wine Capital of Canada,...

Let's Explore The Best Osoyoos Wine Tours !

Scenic Sip Wine Tour - Lake Country

Scenic Sip Wine Tour – Lake Country

Welcome to the Scenic Sip Wine Tour – Lake Country  Located just 10 minutes north of the Kelowna International Airport lay the rolling hills and epic views of the Scenic Sip Wine Trail.  Experience stunning...

Lake Country Half Day Wine Tour

Lake Country Half Day Wine Tour – Scenic Sip

Welcome to the Scenic Sip Lake Country Half Day Wine Tour!  Located just 10 minutes north of the Kelowna International Airport lay the rolling hills and epic views of the Scenic Sip Wine Trail Experience....

West Kelowna Wine Tour

West Kelowna Wine Tour

Welcome to the Westside Wine Trail and the West Kelowna Wine Tour.   Spectacular views, rolling hills and mouth watering wines are what the West Kelowna Wine Tour is all about. Only a short drive...

West Kelowna Half Day Wine Tour

West Kelowna Half Day Wine Tour

Welcome the West Kelowna Half Day Wine Tour and the Westside Wine Trail. Spectacular views, rolling hills and mouth watering wines are what West Kelowna Half Day Wine Tours are all about. Only a short...

Kelowna Mystery Wine Tour

Kelowna Mystery Wine Tour

It’s all about the wine! Welcome to the Kelowna Mystery Wine Tour for 2024. Epic views, rolling vineyards, tasty wines, incredible atmosphere and an unknown destination! This is experiential wine touring at it’s finest! Love...

Jason Parkes Trail Westside Tour

Jason Parkes Trail Westside Tour

Rock out on West Kelowna’s most fun and unique tour experience! The Jason Parkes Trail Westside Tour brings to life the imagination of Jason Parkes in a fun, quirky and unforgettable wine, beer and cider...

The Sunset Sip Wine Tour

The Sunset Sip Wine Tour

Blending the award winning wines of Lake Country or West Kelowna with an authentic winery Bistro experience, and of course, those epic Okanagan views and sunsets! The Sunset Sip Wine Tour offers up a visit...

East Kelowna Wine Tour

East Kelowna Wine Tour

Welcome to the East Kelowna Wine Tour. Nestled along the eastern shore of Okanagan Lake, among the Cherry and Apple orchards that Kelowna is known for, lies some of the most productive vineyards and award...

East Kelowna Wine Tour Half Day

East Kelowna Wine Tour Half Day

Welcome to the East Kelowna Wine Tour Half Day. Nestled along the eastern shore of Okanagan Lake, among the Cherry and Apple orchards that Kelowna is known for, lies some of the most productive vineyards...

Kelowna E-Bike Wine Tour

Kelowna E-Bike Wine Tour

Welcome to the Kelowna E-Bike Wine Tour and the most fun wine experience in the Okanagan! Touring through wine country at a relaxed pace, the fresh air and vineyard views are just the start. This...

Naramata Bench Wine Tour

Naramata Bench Wine Tour

Welcome to your Naramata Bench Wine tour! Nestled among the foothills of the Okanagan mountains, the Naramata Bench offers unique terroir, endless sunshine, handcrafted wines and an intimate experience within one of Canada’s most iconic...

Kelowna Bachelorette Wine Tour

Kelowna Bachelorette Wine Tour

Hey Ladies! Welcome to the most fun Kelowna Bachelorette Wine Tour in the Okanagan! Looking for that final “let your hair down and party” wine tour experience with your gal pals? We’ve got you covered...

Kelowna Bachelorette Wine Tour Half Day

Kelowna Bachelorette Wine Tour Half Day

Hey Ladies! Welcome to the most fun Kelowna Bachelorette Wine Tour Half Day in the Okanagan! Looking for that final “let your hair down and party” wine tour experience with your gal pals, but don’t...

Kelowna Platinum Wine Tour

Kelowna Platinum Wine Tour

Welcome to our most exclusive, Kelowna Platinum Wine Tour. Set amongst the rolling hills of Okanagan wine country, this full day elevated private wine touring and tasting experience is designed to highlight the best of...

Oliver Wine Tour

Oliver Wine Tour

Welcome to the Oliver Wine Tour and the Wine Capital of Canada! For those looking for a little more adventure, rolling landscapes, delicious bistros and of course, the boldest red wines of the region (with...

Oliver WIne Tour

Oliver Wine Tour – Half Day

Welcome to the Wine Capital of Canada!  Over 50 award winning wineries make up the most sought after wine country in the Okanagan Valley. For those looking for a little more adventure, rolling landscapes, delicious...

Summerland Wine Tour

Summerland Wine Tour

Heading south from Kelowna, our Summerland wine tours offer an opportunity to experience the intimate and warmer microclimate of the “Bottleneck Drive”! Giving way to “bolder” red wines, our Summerland wine tour experience features a...

Summerland Wine Tour

Summerland Wine Tour Half Day

Our Summerland wine tours offer an opportunity to experience the intimate and warmer microclimate of the “Bottleneck Drive”! Giving way to “bolder” red wines, our Summerland wine tour experience features a more relaxed pace, visiting...

Okanagan Falls Wine Tour

Okanagan Falls Wine Tour

Nestled among the rolling hills of the Okanagan Interior, only a short 20 minute drive from iconic wine cities like Penticton and Oliver, British Columbia, the Okanagan Falls Wine Tour offers wine lovers an intimate...

Okanagan Falls Wine Tour Half Day

Okanagan Falls Wine Tour Half Day

Nestled among the rolling hills of the Okanagan Interior, and only a short 20 minute drive from iconic wine cities like Penticton and Oliver, British Columbia, the Okanagan Falls Wine Tour half day offers wine...

Naramata Bench Wine Tour Half Day

Naramata Bench Wine Tour Half Day

Welcome to your Naramata Bench Wine tour half day! Nestled among the foothills of the Okanagan mountains, the Naramata Bench offers unique terroir, endless sunshine, handcrafted wines and an intimate experience within one of Canada’s...

  • Kelowna Wine Tours 🍷
  • Lake Country Wine Tours 🍷
  • West Kelowna Wine Tours🍷
  • East Kelowna Wine Tours 🍷
  • Naramata Wine Tours 🍷
  • Vernon Wine Tours🍷
  • Oliver Wine Tours 🍷
  • Summerland Wine Tours🍷
  • Penticton Wine Tours🍷
  • Okanagan Falls Wine Tours🍷
  • Victoria Wine Tours 🍷
  • Bachelorette Wine Tours 🍷
  • Beer Tours 🍻
  • Corporate Wine Tours 🍷
  • Full Day Wine Tours
  • Half Day Wine Tours
  • Adventure Tours
  • Winery Partners
  • Restaurant Partners
  • Hotel Partners
  • Airbnb Partners
  • Hair & Beauty Partners
  • Wedding & Bridal Partners
  • Kelowna Winery Map
  • Lake Country Winery Map
  • West Kelowna Winery Map
  • East Kelowna Winery Map
  • Naramata Bench Winery Map
  • Oliver Winery Map
  • Osoyoos Winery Map
  • Summerland Winery Map
  • Okanagan Falls Winery Map
  • Gift Certificates
  • About Vivid Tours
  • What Sets Vivid Apart
  • Vivid Cares

Vivid Tours

Image

Use discount code: SPRING

okanagan wine tours osoyoos

Learn how Cheers Okanagan Tours is responding to COVID-19 Click Here

Blog     FAQ     Rave Reviews

Cheers! Okanagan Tours and Transportation

Modest Tours Classic Tours Premium Tours High Spirits Tours Self-Guided (DIY) Tours All Wine Tours -->

Winter Wine Tours

Wine and Spirits Tours from Big White Winter Wine Tours from Kelowna

Specialty Tours

Bachelorette Tours Accessible Tours Myra Canyon Sightseeing & Wine Tour Boat Tours

Airport Shuttle

Airport Shuttle to Kelowna Airport Shuttle to Vernon

Transportation

Golf Transportation Wedding Transportation Luxury SUV Transportation Okanagan Beach Club

Wine and Spirits Tours from SilverStar Winter Wine Tours from Vernon

Bachelorette Tours Accessible Tours Myra Canyon Sightseeing & Wine Tour

Airport Shuttle to Vernon Airport Shuttle to Kelowna

Golf Transportation Wedding Transportation Luxury SUV Transportation

Modest Tours Classic Tours Premium Tours Self-Guided (DIY) Tours High Spirits Tours --> All Wine Tours -->

Bachelorette Tours Accessible Tours

Airport Shuttle to Oliver/Osoyoos

Airport Shuttle to Kelowna

Airport Shuttle to Vernon

Oliver/Osoyoos

Ski shuttles.

Apex Ski & Airport Shuttle Baldy Resort Ski & Airport Shuttle Big White Mountain Airport Shuttle Revelstoke Ski & Airport Shuttle SilverStar Ski & Airport Shuttle Sun Peaks Ski & Airport Shuttle

Wedding Transportation

Wedding Transportation Bachelorette Tours Bachelorette Transportation Luxury SUV Transportation

Golf Transportation

Kelowna Vernon Oliver/Osoyoos Penticton

Event Transportation

Safe-Ride-Home Concert Cruiser Christmas and New Years Transportation

Corporate Transportation

Dinner Transportation Luxury SUV Transportation Charters

Other Options

Accessible Transportation Okanagan Beach Club

Winter Wine & Spirits Tours

From Kelowna From Vernon From Big White From SilverStar From Oliver/Osoyoos From Baldy Mountain-->

More Ski Shuttles

Cat and Heli-Skiing Shuttles Intermountain Ski Shuttles

Hockey Shuttle

Kelowna Rocket’s Ice Hockey Shuttle from Big White and SilverStar

  • Meet the Team
  • Our Partners
  • Our Fleet – Your Safety and Comfort
  • Okanagan Tour Guides
  • Operational Professional - Tours & Transportation

Choose Your City?

Family Friendly Wine Tours

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

okanagan wine tours osoyoos

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.

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

East Kelowna Wine Tour

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

Lake Country Wine Tours Cheers Okanagan Wine Tours

Lake Country Wine Tours

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.

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.

okanagan wine tours osoyoos

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.

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

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.

Jumping in Vineyards Kelowna Wine Tours | Cheers! Okanagan Tours

Naramata Bench Wine Tours

4 wineries   ~ 7 hours   from $421

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.

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   ~ 7.5 hours   from $469

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™

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

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.

Grapes on a vine | Okanagan Wine Tours Cheers Okanagan Tours

Similkameen Valley Wine Tours

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

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.

IMAGES

  1. Wine

    okanagan wine tours osoyoos

  2. Wine

    okanagan wine tours osoyoos

  3. Osoyoos Wine Excursion. The Okanagan Vineyards on Behance

    okanagan wine tours osoyoos

  4. Best South Okanagan Wine Tour

    okanagan wine tours osoyoos

  5. Scenic South Okanagan Wine Tour in Canada's Premier Wine Region in 2023

    okanagan wine tours osoyoos

  6. Osoyoos Wine Tour

    okanagan wine tours osoyoos

COMMENTS

  1. Wine Tours In The Okanagan

    Osoyoos Bachelorette Party Wine Tours. The perfect bachelorette party celebration! Sample new wines and explore the beautiful Okanagan. We're known for our focus on more unique, intimate winery visits. Book Now. Learn More. From CA$560. 4-12 hours.

  2. OK Wine Shuttle

    Our tour with OK Wine Shuttle to four wineries was so enjoyable and relaxing. No worries about finding the wineries, free to sip without responsibility of driving, and an open reception at all places visited combined to make this a great experience. Our driver Tim was the perfect chauffeur with on point navigation and a cheerful and polite way.

  3. THE BEST Osoyoos Wine Tours & Tastings (Updated 2024)

    1. Osoyoos & Oliver Sip Disturber Half Day Wine Tour. 10. Food & Drink. 3-4 hours. This is a half day wine tour that is guaranteed to be a sip disturbing good time! This tour visits 4 of the listed award…. Free cancellation. Recommended by 100% of travellers.

  4. Osoyoos Wine Tour

    Osoyoos Wine. Tours. Osoyoos lies at the southern-most tip of the Okanagan Valley, near the Canada-USA border. Officially Canada's hottest spot, this is red wine country. Wineries from other regions use grapes from the south to produce award-winning, sun-ripened red wines. Experience this amazing wine region on one of our Osoyoos Wine Tours.

  5. Desert Country Wine Tours

    At Desert Country Wine Tours, I specialize in providing fun personalized wine tours of the South Okanagan Valley based in Osoyoos BC. Over the years I've developed an intimate knowledge of the industry and have formed personal relationships with many of the wineries. I would like to share this knowledge with you.

  6. Wine Tours

    OK Wine Shuttle is the south Okanagan's #1 rated wine tour on TripAdvisor and was named by BC […] South Okanagan Limo & Tours . Book a limousine today! We are a luxury limousine service located in the heart of Okanagan wine country in Osoyoos, BC. We are here to exceed your expectations. Whether you are planning a wine tour, trip to the ...

  7. Swiws Spirit Tours

    Embark on unforgettable South Okanagan Wine & Cultural Tours with Swiws Spirit Tours! Explore Canada's desert, immerse in Okanagan heritage. Osoyoos-based adventures await!

  8. Sip Happens Wine Tours

    Holy Sip Full Day Lunch Wine Tour Osoyoos/Oliver Wine Trail. $169 per person plus GST Visit 5 wineries on the Golden Mile & Black Sage Bench Wine Trail with a lunch stop. Duration: 6 Hours. Sunset Sipster Dinner Wine Tour ... If you are searching for high-quality Okanagan wine tours, then look no further than our Sip Happens Wine Tours travel ...

  9. Okanagan Wine Country Tours

    Daily wine tours in the gorgeous Okanagan Valley. Tour wineries by region - Kelowna, West Kelowna, Lake Country, Naramata, Summerland, Okanagan Falls, Oliver and Osoyoos. Award winning wine tours Best Wine Tour. Kelowna Wine Tour. Book a Tour 1-866-689-9463 1-866-689-9463 Toggle navigation. Home; Tours . Our Tours; Bachelorette Winery Tour ;

  10. Osoyoos Wine Tours

    Call 1.888.755.3480 or email our Concierge for more information on wine tours and wineries. Learn more about things to do in Osoyoos. Book your Osoyoos wine tours for an exciting day trip from Watermark! Visit award-winning wineries and find a new favourite.

  11. Wine Tours Gone South

    OUR WINE TOURS. Wine Tours Gone South specializes in personalized wine tours of the South Okanagan. We take the time to discover your requirements and pair your tour with the wineries that suit your ideal wine tasting experience. Choose which award-winning wineries you'd like to visit, then schedule lunch or dinner at a winery restaurant.

  12. Osoyoos Wine Tour

    This full day (6 hours) wine tour includes access to 5 of Osoyoos' most sought after wineries (20-25 tastings) and includes a lunch stop with reservations at a winery Bistro. All winery tasting fees are included in your Osoyoos wine tour. ** This tour requires a minimum of 4 people to make a reservation. Surrounded by grasslands and mountains ...

  13. Osoyoos Wine Tour

    Osoyoos Wine Tour - Classic - 4 Wineries. Enjoy award-winning wineries offering distinctive wines and charming personalities on this PRIVATE touring experience. 4 wineries. Approximately 4-hours. Custom durations are available upon request. Please call the office at 250-717-8452. Our reservations... (Read More)

  14. Elevated Osoyoos Wine Tour

    Welcome to The Elevated Osoyoos Wine Tour. This exclusive wine experience offers elevated tastings at 4 world class Osoyoos wineries, complete with vineyard. Happy 2024 Wine Lovers! Menu. 1-250-878-6701. Book Tour. ... Welcome to the Best South Okanagan Wine Tour! Over the years, the South Okanagan Valley has become one of the most popular ...

  15. South Okanagan Wine Tour

    Our South Okanagan Wine Tour covers four distinct areas: Oliver, The Golden Mile, Black Sage Bench, and Osoyoos. These regions account for about 65% of the wine grapes grown in the Okanagan, and there are over 50 wine tasting rooms for you to experience the best of BC wine. Many of the larger Okanagan wineries grapes reside here due to it being ...

  16. Wine Boss Tours

    Wine Boss Tours offers a selection of unique, handpicked tours available for easy booking. You may take advantage of our private and corporate tours to customize your own experience. Call or text us at 250-870-4129 to know more.

  17. Oliver and Osoyoos Wine Tours

    Enjoy Oliver and Osoyoos even more with the exceptional Wine Tours from Cheers! Okanagan Tours. Book today! Skip to content. Learn how Cheers Okanagan Tours is responding to COVID-19 Click Here. 1-855-717-8452 [email protected] ... Enjoy a 3-winery sampling tour of Oliver & Osoyoos.

  18. Oliver Osoyoos Wine Country

    Uncork the Sun in Oliver Osoyoos Wine Country and encounter colourful characters, award-winning wineries, and stunning scenery which all give this decorated region its unique glow. Situated at the very southern tip of British Columbia's Okanagan Valley, in one of the warmest areas of Western Canada, the region's wineries have won more ...

  19. Oliver-Osoyoos Wine Tours

    Our Oliver-Osoyoos Wine Tours include: Pick up and drop off at most Kelowna Hotels along the main corridors of Kelowna and West Kelowna*. Up to 9 ½ hours of non-stop entertainment with a professional guide. 4 Winery visits with over 16 tastings. All tastings reserved and venue fees covered.

  20. Oliver Osoyoos Wine Tours

    Simply Sipping Oliver Osoyoos. Wine Tour. $ 189 Per Person (+ GST) Educational experience including our Wine 101. Visits to 4 Oliver Osoyoos wineries. All basic tasting fees. 3-course gourmet picnic (6 options including GF and Vegan) Complimentary delicious charcuterie and bottled water. Professional, knowledgeable, wine-trained guides.

  21. Best Osoyoos Wine Tours

    Experience the BEST Osoyoos Wine Tours in the heart of the South Okanagan's Wine Country. The unique climate and landscape of the Osoyoos Wine region offers opportunities to visit world class wineries and indulge in award winning cuisine and dining. Ride in comfort and safety in our ultra modern fleet of 2023 Ford Transit or Mercedes Benz Sprinter vans and Luxury SUV's with complimentary ...

  22. Okanagan Wine Tours

    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.

  23. Wine Tours Kelowna

    At Carpe Diem Tours we offer a wide array of Wine Tasting services and opportunities in the areas of the Okanagan Valley, West Kelowna, Lake Country, Osoyoos and Kelowna. When it comes to Wine Tours and Wine Tasting experiences, we go out of our way to provide exceptional support and travel accomodation to the local West Kelowna, Lake Country ...