Osoyoos Half Day Wine Tour (Incl. Tasting Fees & Guide Gratuity!)

Get ready for a half-day wine adventure that’s all about sipping and chilling! This tour whisks you away to 4 top-notch, award-winning vineyards on the dazzling Osoyoos/Oliver wine trail. With hassle-free pick-up and drop-off at your Osoyoos or Oliver digs, plus all tasting fees and a 15% tip for your fantastic guide covered, you can just sit back, relax, and soak up the fun with Sip Happens! Nestled at the southern tip of the Okanagan Valley, Osoyoos is Canada’s sun-soaked red wine haven, where even the other regions come for grapes. Discover why this is red wine country on one of our unforgettable Osoyoos Wine Tours. We’ve got your pick-up, drop-off, concierge services, bottled water, and comfy, air-conditioned rides all sorted!

At Burrowing Owl Estate Winery, balance isn’t just about crafting world-class wines—it’s a way of life. Nestled in the unique antelope brush ecosystem at Osoyoos Lake’s northern tip, this winery blends cutting-edge technology with eco-friendly practices. From building bluebird boxes to relocating snakes and protecting meadowlark nests, the team is committed to preserving their delicate desert environment. Here you will enjoy 4-5 complimentary wine tastings!

At Hester Creek, They are all about deep roots and great vibes! Our wines come from historic old vines planted by BC wine legend Joe Busnardo on the Golden Mile Bench. Thanks to current owner Curt Garland’s vision, we’ve blossomed with top-notch vineyards and a cutting-edge winemaking facility. They are here to offer you an unforgettable estate experience. Here you will enjoy 4-5 complimentary wine tastings. Cheers to that!

The Rust Wine Company is a vineyard with deep roots and a passion for renewal. Their wines are crafted from five outstanding vineyards in the Okanagan and Similkameen Valleys, each reflecting the unique character of the land. Our home vineyard, South Rock, boasts a history dating back to 1963 and produces some of BC’s only Zinfandel, along with other fine varietals. The vineyard sits at the southern tip of the Golden Mile Bench, offering stunning views and a rich history, including a heritage house with a living desert roof. Even their wine labels are special, featuring photographs of rust from across British Columbia, submitted by our guests. Here you will enjoy 4-5 complimentary wine tastings!

Nostalgia Wines, led by the fabulous Gina Fernandes Harfman, is all about creating memorable sips with a dash of retro flair! Founded in 2006 as Oliver Twist Estate Winery and rebranded in 2021, this female-owned gem was named the third best small winery in Canada by WineAlign in 2024. With three wine tiers—the playful Pin-Up Series, the classic Nostalgia Series, and the exclusive Family Collection—Nostalgia offers something for every palate, all from their 14.5 acres of vineyard. Gina even channels her past life of pin-striping hot rods into the vibrant, vintage-inspired labels. Cheers to wine, memories, and a whole lot of fun! Here you will enjoy 4-5 complimentary wine tastings

For nearly twenty years, their grapes were the unsung heroes of Valley wineries, but since 2013, they’ve been doing a star turn at vinAmité Cellars, where they’re transformed into exquisite estate wines right on their own turf. The Coulombe family’s blend of classic French techniques and fresh ideas means these grapes are no longer hiding in plain sight. With vinAmité Cellars, what was once overlooked is now front and center, offering a delightful range of boutique wines to call your own. Small is definitely the new big—bienvenue to a new chapter in wine greatness! Here you will enjoy 4-5 complementary tastings in a fun and educational setting!

Anna and Victor Manola, with their deep winemaking roots from Romania, brought their passion to the Okanagan 32 years ago. Victor, seasoned from managing a 25-hectare vineyard, and Anna, who learned the art of unique fruit wines from her father who ran a massive 600-hectare vineyard, combined their expertise to create Silver Sage. Their dream came true in 1996 when they bought 25 acres near Oliver, BC, and transformed it into a thriving vineyard. Though Victor’s tragic passing in 2002 was a heavy blow, Anna and the family have kept the dream alive, blending their rich heritage with new winemaking adventures. Here you will enjoy complementary tastings in a fun educational setting!

Jamie and Leah McDowell, who took a leap from dinner table dreams to vineyard reality in the fall of 2016. Their plan was simple: pick a prime spot, keep things small, and sell every bottle to eager guests. Turns out, it wasn’t quite that easy! With the help of a savvy consultant, they discovered the perfect vineyard and retail spot, but the journey from dream to reality was full of hard work, from toasty sunshine to bone-chilling cold. Jamie, a detail-oriented ex-distribution manager, handles the vineyard while Leah, a former VQA store owner, brings her wine-savvy skills and bubbly personality to the tasting room. Their kids, Rhys and Laken, have their own careers, but the real star is Cedar, their mischievous whoodle who’s living the dream with endless sticks and acres to run on. Come for the wine and stay for the family fun! Here you will enjoy 4-5 complementary tastings in a fun educational setting!

• Service animals allowed
• Public transportation options are available nearby
• Suitable for all physical fitness levels

• Osoyoos Half Day Wine Tour (Incl. Tasting Fees & Guide Gratuity!)
  Add
  Pickup included

• Wine conceirge
• 15% gratuity for your amazing guide!
• Door to door pick up and drop off in Osoyoo and Oliver
• Tasting Fees

• GST (Goods and Services Tax) – $8.25
• Wine purchases

Trending Kelowna & Okanagan Valley Nearby Tours Likely To Sell Out

Please be advised..

• This Tour is Provided by Sip Happens Wine Tours.
• Tour Timezone & Starts at America/Vancouver.
• Mobile or paper ticket accepted.
• For a full refund, cancel at least 24 hours before the scheduled departure time.
• This Tour is Rated 5 Stars based on 20 valid reviews on VIATOR.
• Minimum 1 Travelers is required to book.
• Maximum 14 Travelers is accepted for booking.