luxury blended with good times

Award Winning
Wine Tours in Okanagan, Kelowna & Across Canada

Sip Happens Wine Tours is the #1 top-rated, most respected wine tour company representing Canadian wine and everything fine from coast to coast. We offer award winning wine tours across the Okanagan & Canada with experiences designed around comfort, style, and memorable days in wine country. With a brand promise of luxury blended with good times, we help guests enjoy Kelowna, Lake Country, Vernon, Penticton, Summerland, Oliver, Osoyoos, Okanagan Falls, Victoria, Nova Scotia, and more through wine tours that feel polished, social, and easy to book.

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Wine Tours

Wine Tours & Wine Beer, Cider & Spirits Tours

Bachelorett Wine Tours

Bachelorette Wine Tours

WINE, BOAT & ADVENTURE TOURS

Wine & Boat Tours, Adventure Tours

Corporate Wine Tours

Corporate Wine Tours

LARGE GROUP/PRIVATE WINE TOURS

LARGE GROUP/PRIVATE WINE TOURS

Select Your Sip Spot

(area you are staying in)

Kelowna

Kelowna

Vernon

Vernon

Lake Country

Lake Country

West Kelowna

West Kelowna

Summerland

Summerland

Penticton

Penticton

Okanagan Falls

Okanagan Falls

Oliver

Oliver

Osoyoos

Osoyoos

Victoria

Victoria

Nova Scotia

Nova Scotia

Luxury Blended with Good Times — Kelowna & Okanagan Wine Tours | Coast to Coast from Victoria to Nova Scotia

A great wine tour should feel elevated without ever feeling stiff. It’s about the perfect balance of beautiful wineries, smooth transportation, relaxed energy, and an itinerary tailored to your group—and that’s exactly what Sip Happens Wine Tours is known for.

As an award-winning wine tour company with over 15 years of experience, we offer premium wine tours in Kelowna and across the Okanagan, including Lake Country, West Kelowna, Penticton, Summerland, and Osoyoos—now operating coast to coast from Victoria to Halifax.

Whether you’re planning a celebration, visiting for the first time, or organizing a corporate outing, we make exploring wine country seamless, fun, and elevated. Explore our wine tour collection, browse Kelowna wine tours, Lake Country wine tours, or Okanagan wine tours, or head straight to Book Now when you’re ready to reserve.

Group enjoying a premium Okanagan wine tasting experience
#1 In the Okanagan

Wine Tour Experiences Designed Around the Kind of Day You Want

No two groups want the exact same outing. Some guests want a short and scenic tasting experience. Others want a full day of vineyards, lunch, and lake views. Some are celebrating a major occasion, while others want a refined but easygoing day with friends, family, or colleagues.

Sip Happens Wine Tours offers options that match those different goals without losing the premium experience guests expect. Every tour is built around convenience, atmosphere, and the kind of quality that helps the day feel special from start to finish. If you are comparing packages, our wine tour pricing page is a useful place to start.

The First and only wine tour company that is coast to coast

Tour Destinations Across the Okanagan and Canada

The destination you choose shapes the tone of the day. Some wine regions are lively and social, while others are slower paced and focused on vineyard views, boutique wineries, or a more intimate tasting atmosphere. Sip Happens Wine Tours helps guests compare destinations and choose the region that fits the experience they want.

Popular destinations include Kelowna, Lake Country, Vernon, Penticton, Summerland, Oliver, Osoyoos, Okanagan Falls, Victoria, and Nova Scotia. Each page helps guests explore the right region, route, and tasting style before booking.

4 Hours

OUR MOST POPULAR TOUR! Sip Disturber - Half Day Wine Tour

Westside Wine Trail

$139 per person plus GST

Visit 4 Westside Wine Trail wineries

View Tour Details

6 Hours

Holy Sip - Full Day Lunch Wine Tour

Westside Wine Trail

$169 per person plus GST

Visit 5 Westside Wine Trail wineries with a lunch stop

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Lakeshore/East Kelowna Wine Trail

$139 per person plus GST

Visit 4 East Kelowna and Lakeshore wineries

View Tour Details

4 Hours

Holy Sip - Full Day Lunch Wine Tour

Lakeshore/East Kelowna Wine Trail

$169 per person plus GST

Visit 5 East Kelowna and Lakeshore wineries with a lunch stop

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Scenic Sip Wine Trail

$139 per person plus GST

Visit 4 wineries

View Tour Details

6 Hours

Holy Sip - Full Day Lunch Wine Tour

Scenic Sip Wine Trail

$169 per person plus GST

Visit 5 Westside Wine Trail wineries with a lunch stop

View Tour Details

6 Hours

Sunset Sipster - Dinner Wine Tour

Scenic Sip Wine Trail

$169 per person plus GST

Visit 4 wineries with a dinner stop

View Tour Details

4 Hours

Get Your Sip Together Wine, Craft Beer & Cider Tour

Scenic Sip Wine Trail

$169 per person plus GST

Visit 2 wineries, a cidery and a brewery!

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Scenic Sip Wine Trail

$139 per person plus GST

Visit 4 wineries

View Tour Details

6 Hours

Holy Sip - Full Day Lunch Wine Tour

Scenic Sip Wine Trail

$169 per person plus GST

Visit 5 Westside Wine Trail wineries with a lunch stop

View Tour Details

6 Hours

Sunset Sipster - Dinner Wine Tour

Scenic Sip Wine Trail

$169 per person plus GST

Visit 4 wineries with a dinner stop

View Tour Details

4 Hours

“Get Your Sip Together” Wine, Craft, Cider Tour

Scenic Sip Wine Trail

$169 per person plus GST

Visit 4 Venues

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Westside Wine Trail

$139 per person plus GST

Visit 4 Westside Wine Trail wineries

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Lakeshore/East Kelowna Wine Trail

$139 per person plus GST

Visit 4 East Kelowna and Lakeshore wineries

View Tour Details

6 Hours

Holy Sip - Full Day Lunch Wine Tour

Westside Wine Trail

$169 per person plus GST

Visit 5 Westside Wine Trail wineries with a lunch stop

View Tour Details

6 Hours

Holy Sip - Full Day Lunch Wine Tour

Lakeshore/East Kelowna Wine Trail

$169 per person plus GST

Visit 5 East Kelowna and Lakeshore wineries with a lunch stop

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Summerland Bottleneck Drive Wine Trail

$139 per person plus GST

Visit 4 Bottleneck Drive Wine Trail wineries

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Penticton/Naramata Bench Wine Trail

$139 per person plus GST

Visit 4 Naramata Bench Wine Trail wineries

View Tour Details

6 Hours

Holy Sip - Full Day Lunch Wine Tour

Summerland Bottleneck Drive Wine Trail

$169 per person plus GST

Visit 5 Bottleneck Drive Wine Trail wineries with a lunch stop

View Tour Details

6 Hours

Holy Sip - Full Day Lunch Wine Tour

Penticton/Naramata Bench Wine Trail

$169 per person plus GST

Visit 5 Naramata Bench Wine Trail wineries with a lunch stop

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Penticton/Naramata Bench Wine Trail

$139 per person plus GST

Visit 4 Naramata Bench Wine Trail wineries

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Summerland Bottleneck Drive Wine Trail

$139 per person plus GST

Visit 4 Bottleneck Drive Wine Trail wineries

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Corkscrew Drive Wine Trail in Okanagan Falls

$139 per person plus GST

Visit 4 Corkscrew Drive Wine Trail wineries

View Tour Details

6 Hours

Holy Sip - Full Day Lunch Wine Tour

Penticton/Naramata Bench Wine Trail

$169 per person plus GST

Visit 5 Naramata Bench Wine Trail wineries with a lunch stop

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Corkscrew Drive Wine Trail in Okanagan Falls

$139 per person plus GST

Visit 4 Corkscrew Wine Trail wineries

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Penticton/Naramata Bench Wine Trail

$139 per person plus GST

Visit 4 Naramata Bench Wine Trail wineries

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Osoyoos/Oliver Wine Trails

$139 per person plus GST

Visit 4 wineries on the Golden Mile & Black Sage Bench Wine Trail

View Tour Details

6 Hours

Holy Sip - Full Day Lunch Wine Tour

Corkscrew Drive Wine Trail in Okanagan Falls

$169 per person plus GST

Visit 5 Corkscrew Drive Wine Trail wineries with a lunch stop

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Osoyoos/Oliver Wine Trail

$139 per person plus GST

Visit 4 wineries on the Golden Mile & Black Sage Bench Wine Trail

View Tour Details

6 Hours

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

View Tour Details

6 Hours

Sunset Sipster - Dinner Wine Tour

Osoyoos/Oliver Wine Trail

$169 per person plus GST

Visit 4 wineries on the Golden Mile & Black Sage Bench Wine Trail with a dinner stop

View Tour Details

4 Hours

Sip Disturber - Half Day Wine Tour

Osoyoos/Oliver Wine Trail

$139 per person plus GST

Visit 4 wineries on the Golden Mile & Black Sage Bench Wine Trail

View Tour Details

6 Hours

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

View Tour Details

6 Hours

Sunset Sipster - Dinner Wine Tour

Osoyoos/Oliver Wine Trail

$169 per person plus GST

Visit 4 wineries on the Golden Mile & Black Sage Bench Wine Trail with a dinner stop

View Tour Details

6 Hours

Holy Sip - Full Day Wine Tour

Victoria Area Wineries 

$169 per person plus GST

View Tour Details

6 Hours

Bachelorette Wine Tours - Full Day Wine Tour

Victoria Area Wineries 

$169 per person plus GST

View Tour Details

6 Hours

Holy Sip - Full Day Wine Tour

Nova Scotia Area Wineries 

$169 per person plus HST

View Tour Details

6 Hours

Bachelorette Wine Tour - Bride to Be Full Lunch Wine Tour 

Nova Scotia Area Wineries 

$169 per person plus HST

View Tour Details

Our Core Wine Tour Experiences

Sunset winery dining experience during an Okanagan wine tour

Sip Disturber Half Day Wine Tour

Sip Disturber tours are high-energy, half-day wine experiences built around a fun, social atmosphere and a carefully curated selection of wineries. They are ideal for groups who want an upbeat, guided tasting journey with multiple stops, generous pours, and a relaxed, entertaining flow through wine country. This tour does not include a meal stop.

Guests enjoying wine tasting at a Nova Scotia winery

Full-Day Wine Tours with Lunch

A full-day wine tour gives you more time to settle into the pace of the region and enjoy a broader tasting experience. These tours are perfect for guests who want the classic wine country day with premium touches, scenic stops, and time to enjoy lunch along the route.

Group enjoying a boat wine tour in the okanagan valley

Boat, E-Bike, and Specialty Tours

Some guests want an experience that goes beyond a standard tasting itinerary. Specialty tours such as boat and wine outings or active tour formats create a more distinctive day while still keeping the overall experience relaxed and elevated.

Okanagan wine tour destinations including Kelowna Lake Country and South Okanagan

Private and Group Tours

Private wine tours are ideal for birthdays, bachelorettes, reunions, anniversaries, and group getaways that deserve a more customized feel. Explore our tours by occasion, review our corporate wine tours, or see our private custom group options for a tailored experience.

What Our Clients Say

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“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.

“We had an excellent experience with Sip Happens! Bill was a fantastic driver—friendly, professional, and made the entire day enjoyable and stress-free. He was knowledgeable about the area, kept everything running smoothly, and made sure everyone was comfortable and having a great time. We never felt rushed and were able to fully enjoy our wine tour knowing we were in good hands. Highly recommend Sip Happens, and if you get Bill as your driver, you're in for a great experience!”

KIRSTIN MCBEY

“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

“We had an amazing afternoon wine touring in Oliver with Bob! He was a fabulous guide, he preplanned the perfect day for our family group of six to enjoy the region. We got to visit lovely hidden gem wineries as well as a big favourite and it was the perfect mix of discoing new fantastic wineries and getting a true sense of Oliver! Would highly recommended Sip Happens and Bob to be your guide for a great day with no planning required, just sit back and relax and let Bob show you the most fabulous wine touring day!”

CAIT LUNDY

“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

“Bill was amazing! He was so kind, personable and patient. He made every stop feel like such a great experience, from thoughtfully scouting out photo ops for us girls, to taking candids and playing our playlists on the bus, he was truly wonderful and made us feel like queens for the day!”

ASHLEY VIZNAUGH

“This service was excellent! Our driver & tour guide dealt some very interesting facts and history about each of our 5 stops, and gave us plenty of time and space to enjoy ourselves, which I very much appreciated. The ride was smooth, we were our own DJs, and pick-up and drop-off were painless. Oh, and the wine was delicious and complex, as the Okanagan Valley is famous for.”

NICK PETTYJOHN

“I would highly recommend sip tours! Our driver Bill was friendly and went over and above to accommodate guests, even took pictures for everyone. The tours of the wineries were fun and informative. Was a perfect Father’s Day gift.”

SERENA COPLEY

Why Guests Choose Our Award Winning Wine Tour Company

Recognition matters because it reflects the quality of the guest experience. People choose Sip Happens Wine Tours because they want more than transportation between wineries. They want a company known for delivering memorable, well-organized, and premium wine tour experiences in one of Canada’s most celebrated wine regions.

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Easy planning and simple booking

Our website helps guests browse by destination, occasion, and tour type so they can find the right fit without wasting time.

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Luxury blended with good times

Our slogan captures the experience we are known for. Guests enjoy a tour that feels upscale and comfortable while still being social, relaxed, and genuinely fun.

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Experiences for different occasions

From romantic outings to corporate events and group celebrations, our tour options are designed to match the purpose of the day.

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Award winning service and reputation

As an award-winning wine tour company, we make it easy to book with confidence. We’re proud to be ranked in the top 10% of experiences worldwide and to have been voted the #1 wine tour in Kelowna year after year.

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More than standard winery visits

With specialty experiences, scenic routes, and private tour options, guests have more ways to enjoy their tour than a basic tasting loop.

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Hassle-free transportation and safety

Sit back and enjoy the experience while we handle the driving, timing, and all the logistics for a smooth, stress-free day.

Private group celebrating on a luxury Okanagan wine tour

How Our Tours Help Guests Enjoy More and Worry Less

Planning a wine day should not feel like work. When your transportation, timing, and winery route are already aligned, the day becomes easier to enjoy. That is where Sip Happens Wine Tours adds value.

Our tours help guests move from idea to reservation with less friction. Rather than piecing together logistics on your own, you can choose an experience built for a specific type of outing. That gives you more time to focus on the wine, the scenery, and the people you are with.

For more information about the company, visit our about page. If you have questions before booking, visit our FAQ page. If you still need help, our contact page is the easiest way to get in touch.

Book Now

Who We Serve

Sip Happens Wine Tours serves couples, friend groups, visitors, private groups, and corporate clients looking for a premium way to experience wine country—from Kelowna and the Okanagan, including Lake Country, West Kelowna, Penticton, Summerland, and Osoyoos, to coast-to-coast experiences spanning Victoria to Nova Scotia, including Halifax.

Some guests join us for a romantic and scenic afternoon. Others are here to celebrate with friends, plan a birthday, bachelor or bachelorette wine tour, or simply enjoy a fun day in wine country. Many travellers come from outside the region and want a trusted, award-winning company to guide their experience from start to finish. We also provide seamless, professional wine tours for corporate groups, team-building events, and client hosting.

This range is exactly why our homepage is designed to function as both an introduction and a booking hub. Guests can move easily from inspiration to destination pages, explore Kelowna wine tours, Lake Country wine tours, and Okanagan wine tours, and choose the right experience with confidence.

Wine Tours In the Okanagan Valley

Our Process for a Memorable Wine Tour

Select Your City

Start by selecting the wine region you want to explore. Each destination offers its own unique scenery, wineries, and vibe so pick the one that matches your travel style.

Pick Your Tour

Decide on the experience that suits you best. Consider how long you’d like to tour, your budget, whether you want a meal stop, and your group size (a best estimate is perfectly fine).

Choose Your Date

Pick a date that works for you and let us know if you’re celebrating something special such as birthdays, bachelorettes, anniversaries, or just a great day out.

Book Online

Secure your tour with a 20% deposit at checkout. The remaining balance is due 2 weeks before your tour date. We also offer a 7-day worry-free cancellation policy with a full refund—so you can book with confidence and zero stress.

Book an Award Winning Wine Tour

Whether you are planning a weekend getaway, a birthday, a bachelorette, a client outing, or simply a great day in wine country, Sip Happens Wine Tours offers a premium starting point. Explore destinations, compare experiences, review pricing, and book a wine tour that delivers both comfort and fun.

Browse our wine tours today and experience luxury blended with good times with an award winning company that knows how to make the day feel seamless.

Book Now

Frequently Asked Questions

What makes Sip Happens Wine Tours different from other wine tour companies?

Sip Happens Wine Tours combines a premium experience with a fun and relaxed atmosphere. That is reflected in the company slogan, luxury blended with good times, and in the way each tour is designed to feel both polished and enjoyable.

Is Sip Happens Wine Tours an award winning company?

Yes, Sip Happens Wine Tours is an award winning wine tour company.
That recognition helps guests feel confident they are booking with a company known for quality experiences and strong service.

What kinds of wine tours can I book?

You can book half-day, full-day, private, group, sunset, dinner, and specialty wine tours.
This gives guests the flexibility to choose an experience based on their timing, group size, and occasion.

Which Okanagan & Canadian destinations do you cover?

Sip Happens Wine Tours features destinations including Kelowna, Lake Country, Vernon, Penticton, Summerland, Oliver, Osoyoos, Okanagan Falls, Victoria, and Nova Scotia.
This makes it easier to compare wine regions and choose the best starting point for your trip.

Are your tours suitable for celebrations and private groups?

Yes, private tours are ideal for birthdays, bachelorettes, anniversaries, reunions, and other group events.
They offer a more tailored and exclusive experience for guests who want the day built around their occasion.

Do you offer corporate wine tours?

Yes, corporate wine tours are our specialty. They are available for business groups, team outings, and client entertainment.
These experiences help companies create a professional and memorable group event in wine country.

How do I choose between a half-day and a full-day wine tour?

Half days are for people who have budget or time constraints and do not stop for lunch. Full days are the complete wine tour experience with stops for lunch or dinner (cost of meal is payable directly to the winery).
The best option depends on your schedule, budget, and how much time you want to spend at wineries.

Can I review pricing before I book?

Yes, you can compare pricing information before choosing a tour.
That makes it easier to select the experience that fits your plans and budget.