If you’ve never been wine touring in the Okanagan before, here’s the thing: it’s not just about sipping wine. It’s about the whole day: laughing with your friends, seeing the valley from a new angle, and meeting people who love what they do. That’s what we build into every Cheers! tour.

 

Sure, we’ll get you from A to B in comfort (and back to your hotel in one piece), but we also make the trip legendary. From Kelowna wine tours to Osoyoos wine tours, we know the roads, the wineries, and the little spots that make the day feel special. And if you pick one of our premium or accessible tours with our “Wine 101”, you’ll get a friendly crash course on how to taste, what you’re tasting, and a few intelligent-sounding facts about the bottle you bring to your next dinner party.

Our Wine Tour Lineup

• Spontaneous Public Wine Tours: Join other wine lovers for a fun, social half-day. We visit 3 wineries in 3.5 hours. All tasting fees, tax, and gratuity are included. The tour runs twice daily from downtown Kelowna.
• Private Wine Tours: Your group, your pace, our local know-how—plus “Wine 101”. Half Day (4 wineries) or Full Day (5 wineries with a lunch stop). Add a sixth winery or a picnic lunch if you want to go big.
• Top-Tier Wine Tours: Our VIP experience. Includes “Wine 101”, paired tastings, behind-the-scenes access, charcuterie lunch, and a few surprise touches.
• Self-Guided (DIY) Wine Tours: You plan the route, we do the driving. Keep the group together, play your music, and leave the logistics to us.
• High Spirits Top-Tier Tour: Enjoy a mix of small-batch beer, wine, cider, mead, and spirits on a private, memorable tour.
• Accessible Wine Tours: This tour ensures that everyone, including guests with mobility challenges, can experience the best of Okanagan wine country, with “Wine 101” included. 

There’s so much to learn about our various tours, and so much we can teach you about Canada’s wine country! Please feel free to give us a call or browse our site if you’re curious about what’s best for you. 

Past Performance is the Best Indicator of Future Performance

Read our latest review on TripAdvisor to understand the one-in-a-lifetime experiences we create for our passengers:

Unexpectedly Private and Wonderfully Educational Wine Tasting Tour!

“My daughter and I went on our very first winery tasting tour yesterday with Cheers Okanagan Tours, and it exceeded all expectations. We booked a public tour, but to our surprise, we were the only two booked for that time slot.

Our tour included visits to three wineries, and each stop gave us a unique and memorable experience. What made the tour truly exceptional was Lou, our guided tour/driver. She was incredibly knowledgeable on wines and took time to walk us through the entire wine-tasting process — from how to pace ourselves during tastings, to learning about different grape varietals and harvest seasons.

There was no rushing at all, which made the experience feel relaxed and enjoyable. As first-timers, we felt comfortable and well-oriented. We left feeling not only more informed about wines but also grateful for such a fun bonding experience with my daughter.

Lou, from start to finish was excellent, and her professionalism and passion as our guide really stood out. If you’re looking for a wine tour that’s informative, well-paced, and genuinely enjoyable, I highly recommend Cheers Okanagan Tours.

Thanks Lou, for making our first winery tour experience very memorable!”

• Carolyn M

Pro Tip

Want to look like you’ve been touring for years? Book something with “Wine 101”. You’ll learn how to swirl, sniff, and sip like a champ (and actually know what you’re tasting). By the end of the day, you’ll have great stories, a few new favourite wines, and maybe a couple of new friends too.

Because with Cheers!, it’s never just a wine tour; it’s your incredible Okanagan adventure.

Cheers! Okanagan Tours creates unforgettable wine, beer, cider, and spirit-tasting adventures across the Okanagan Valley. From public to private, Top-Tier, accessible, and custom tours, we handle the details so you can relax and enjoy. Our signature “Wine 101” tasting education helps you sip like a pro while exploring the best of Canada’s wine country.

Your wedding day should feel magical, not like a logistics nightmare. If you’re planning a wedding in the Okanagan, you already know the region is a dream destination, from stunning lake views to world-class wine tours in Kelowna and beyond. However, wedding transportation is one often-overlooked detail that can make or break the guest experience.

At Cheers Okanagan Tours, we make shuttle services for weddings easy, reliable, and completely stress-free. Whether you’re tying the knot in Kelowna, Vernon, Penticton, Naramata, Osoyoos, or anywhere in between, our wedding shuttle service keeps guests safe, punctual, and having fun.

One Less Thing to Worry About

We coordinate smooth, door-to-door transportation for your celebration, from the rehearsal dinner to the last dance. Our fleet includes charter buses, mini-coaches, and SUVs, perfect for any group size or itinerary.

Popular routes include:

• Winery venues in Kelowna, Lake Country, Oliver, Summerland, and Naramata
• Mountain resorts like Big White
• Lakeside estates and rural properties across the Okanagan Valley

Local drivers. On-time arrivals. Zero stress.

Customized for Your Crew

We know no two weddings are the same. That’s why we offer flexible, private transportation services, including:

• A safe ride home from your wedding reception
• Airport shuttles for out-of-town guests
• Bachelorette transportation
• Kelowna to Revelstoke shuttle transfers for mountain stays
• Bachelorette wine tours and post-wedding wine tours
• Multi-stop or late-night itineraries for extra fun or added convenience

Need something special? Just ask.

Why Couples Choose Cheers

We’re not just a transportation company, we’re part of your planning team.

• Hundreds of 5-star reviews
• Personalized service with a “no request is too much” attitude
• Safe, clean, and modern vehicles
• Locally owned, with deep knowledge of venues and roads

Let your guests relax and raise a glass. We’ll handle the rest.

Cheers,

Cheers Okanagan Tours and Transportation

 Planning a wedding or wine tour near Kelowna? From bachelorette wine tours to private Big White shuttle rentals, Cheers Okanagan Tours is here to help. Contact us today to start planning legendary transportation.

Why Kelowna is the Ultimate Spot for a Wine Tour Bachelorette

If you’re planning a bachelorette party that blends luxury, laughter, and a whole lotta’ wine, Kelowna delivers. Set in the heart of the Okanagan Valley, this wine country hot spot is known for its stunning lake views, world-class wineries, and vibrant atmosphere. Whether you’re organizing a low-key day of tastings or a party-on-wheels experience, a wine tour in Kelowna, West Kelowna, and/or Lake Country is the ultimate way to toast the bride-to-be.

Group-Friendly Wineries You’ll Love

Group-Friendly Wineries You’ll Love

Not all wineries cater well to bachelorette parties, but some totally roll out the red carpet for groups. Once you know some wineries that pique your interest, Cheers can help plan out the perfect tour in the area!

A few of our favourites:

• Ex Nihilo Winery – Sophisticated wines and a modern patio perfect for celebratory selfies.
• Arrowleaf Cellars – Sweeping views and plenty of space for picnics and prosecco.
• Mt. Boucherie Estate Winery – Ideal for larger groups and foodie pairings.
• The Hatch – Quirky, welcoming, and always a favourite for wine lovers who like to keep it fun. 
• Quails Gate – Jaw-dropping views, an insanely good Chein-Blanc, and top-tier dining await at this West Kelowna staple.

With Cheers, you can build a custom itinerary that includes group-friendly tastings, lunch reservations, and time for all those Instagram-worthy moments.

Why Book a Private Wine Tour?

Let’s be honest: you want this day to go off without a hitch. Booking a private wine tour in Kelowna means you’re not waiting on strangers, not sharing the aux cord, and not rushing from stop to stop.

With Cheers:

• You can get your own clean, comfortable vehicle sized for your group
• A friendly local guide who doubles as your unofficial photographer
• The flexibility to set your own schedule and vibe (or we can do it for you!)
• We know the best wineries for bachelorettes

It’s your bride, your day, your way. We have lots of tour options available!

 

What to Bring on Your Bachelorette Wine Tour

Prep your crew with a few must-haves:

• Matching outfits or accessories (because it’s not extra—it’s essential)
• A shared playlist (Cheers’ vehicles are party-ready!)
• Most wineries have snacks, but having some in your bag doesn’t hurt
• Reusable water bottles to stay well-hydrated between tastings
• Cash or cards for wine purchases, gifts, and bonus stops

We’ll handle the rest: transportation, timing, and making sure the bride feels like the Queen she is.

 

Booking Tips for a Smooth Ride

To secure your preferred date and time, it’s best to book early, especially during peak season (May to October). 

A few quick tips:

• Reserve in advance if possible – many wineries also require bookings
• Have your group size figured out
• Ask about custom packages and route suggestions
• Confirm your pickup location (Cheers offers flexibility across the Okanagan)
• Leave room for surprises—some of the best stops are spontaneous
• Check out our FAQ

Ready to pop the bubbly? Book your private bachelorette wine tour with Cheers and celebrate in legendary Okanagan style.

 

Cheers,

Cheers Okanagan Tours and Transportation

Cheers Okanagan Tours & Transportation provides safe, clean, and personalized transportation throughout the valley—from wine tours and weddings to corporate retreats and airport shuttles. Contact us to start planning your unforgettable day.

When you’re planning a corporate retreat or staff party, you shouldn’t have to stress about getting everyone from point A to point B. That’s our specialty—and we make it seamless. Whether you’re hosting a leadership retreat at a vineyard or a team-building dinner, Cheers Okanagan Tours and Transportation delivers polished, professional Okanagan transportation services that let you focus on your goals and your fun, not the driving.

With Kelowna bus rental services trusted by everyone from Fortune 500 companies to local small businesses, our experienced team provides timely, reliable, and customizable group transportation tailored to the needs of your corporate event (golf, anyone?).

Why Rent a Bus in Kelowna for Your Corporate Event?

We believe transportation should be more than just a ride; it should be a fantastic part of your day! Choose a wine bus rental from Cheers Okanagan Tours and Transportation, and you will experience:

• Professional Drivers: Courteous, well-dressed, and experienced with corporate groups.
• Reliable Fleet: Well-maintained, clean vehicles ready to impress.
• Flexible Scheduling: Adjustments on the fly? No problem.
• Centralized Coordination: One point of contact for simplified planning.
• Local Expertise: Insider knowledge of the Okanagan for seamless routes and timing.
• Designated Driving: Enjoy your wine, we will get the whole team home safely.

Our meetings and events transportation services combine efficiency with a memorable guest experience—perfect for Kelowna staff parties, meetings, conferences, team-building trips, company wine tours, or client appreciation events.

Common Questions About Our Okanagan Transportation Services

Do you offer transportation from the airport to multiple venues?

Absolutely. We specialize in seamless airport transfers and multi-venue schedules, ensuring everyone arrives on time.

How far in advance should I book for a large group?

We recommend booking early to secure the best vehicle options and customized planning.

Can we customize our transportation schedule and pickup/drop-off locations?

Of course. Our services are fully customizable based on your event schedule, venues, and company preferences.

How does your service compare to rideshares or taxis for corporate travel?

Rideshares and taxis offer convenience, but not reliability or a consistent experience. With Cheers, you get private, dedicated service, on-time departures, and a polished experience that aligns with your event standards. We even offer a luxury SUV transportation service.

The Cheers Difference for Corporate Retreats and Events

With over a decade of experience providing Kelowna bus rentals and Okanagan transportation services, we know how to move your team—comfortably, safely, and stylishly. From South Okanagan Events Centre conference shuttles to curated team outings across the valley, our flexible fleet and attentive staff ensure that every aspect of your transportation is handled carefully.

Ready to make your corporate event transportation legendary? Visit our FAQ Page to learn more. 

 

Cheers,

Cheers Okanagan Tours and Transportation

Cheers Okanagan Tours & Transportation delivers safe, clean, reliable, and personalized service throughout the Okanagan Valley. Whether it’s wine tours, ski shuttles, weddings, or corporate travel, our team provides legendary experiences defined by flexibility, punctuality, and exceptional guest care.

The Okanagan Valley is a world-renowned wine touring destination. With over 270 wineries to discover, a guided Okanagan wine tour is the best way to truly discover world-class vineyards and a vibrant selection of local wines.

The team at Cheers Okanagan Tours has carefully curated a wide selection of top-tier wine tours. Choose one of our wine tour packages, customize your wine tour, or like a perfectly paired wine, pair your wine tour with various top Okanagan attractions including Myra Canyon, high-octane boating or an unforgettable cruise on Lake Okanagan.

Booking a guided wine tour with a reputable Okanagan wine tour company offers wine enthusiasts an unparalleled wine experience. Not convinced yet? Here are our top 5 advantages of booking a guided Okanagan wine tour.

1. Perfectly Planned Tours: The Best Wine Tours in Kelowna and the Okanagan
2. Guided Expert Wine Tasting
3. Cheers Okanagan: A Wine Tour Company That Provides Top-Tier Service
4. Discovering New Wines Varietals
5. Explore Kelowna’s Best Wineries

Cheers Okanagan: A Wine Tour Company That Provides Top-Tier Service

We’re obsessed with customer enthusiasm and our pursuit of being the Okanagan’s most reputable tour service brand.

We’ve carefully established a culture that supports our employee-partners empowering them to deliver totally exceptional service and wonderfully unique experiences to our cherished guests. Guests often boast about our friendly, knowledgeable, and enthusiastic employee-partners’ eagerness to provide unparalleled service and an unforgettable experience.

Discovering New Wines Varietals

Wine tours are the best way to experience top-tier wine tasting and discover new wine varietals you don’t typically enjoy. At each wine tasting session, guests have the perfect opportunity to branch out and try new varietals and expand their palate.

Since different vineyards across the Okanagan Valley offer a spectrum of tastes and aromas, it’s important to try several of the same type before forming an opinion. As we taste wine, our palates will constantly develop and change. Tasting a selection of wine varietals is a great way to fall in love with a wine we might otherwise not have tried!

Explore Kelowna’s Best Wineries

Locals and visitors often boast about unparalleled wine tour and tasting experiences. Okanagan’s best wine tours will ensure guests explore hidden gems, boutique wineries, and some of the most awe-inspiring scenery British Columbia has to offer.

Kelowna and the Okanagan Valley are renowned for being an outstanding grape growing region filled with local winemakers, chefs, farmers and artisans. Therefore discovering the best Kelowna wineries amongst the sun-drenched valley requires expertise. We strive to provide our guests with the ultimate wine touring experience

Discover Canada’s world-renowned wine region with Cheers Okanagan Tours; Kelowna and the Okanagan’s leading wine tour company.