Ride the Trails. Savor a Cowboy Supper. Create Memories That Last a Lifetime.
Step into a world where time slows, the prairie stretches endlessly, and the rhythm of a horse’s gait reconnects you with the simple joys of life.
The Cowboy Supper Trail Ride at Lucky Break Ranch is more than a ride—it’s an immersive western adventure, blending scenic horseback exploration, hearty cowboy cuisine, and evenings around the fire under endless skies.
This is an event people travel for. An experience that stays in your memory long after the embers fade.
Begin Your Western Adventure
Your evening begins the way all great western stories do—in the saddle. Upon arrival, you’ll meet your horse, matched perfectly to your skill and comfort level. Whether you’re a first-time rider or a seasoned equestrian, our calm, experienced horses and knowledgeable guides ensure a safe, relaxing, and unforgettable ride.
Set off on a 2.5-hour scenic trail ride through valleys, rolling prairie, and peaceful forested trails. Breathe the crisp evening air. Listen to the soft sounds of your horse’s hooves and the rustle of leaves. Feel the tension of your day melt away.
As the sun dips below the horizon, the smell of a hearty cowboy supper welcomes you back to the ranch—a reward for your journey and a perfect prelude to connection, laughter, and storytelling.
The Ride: Scenic, Relaxed, and Unforgettable
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Guided, beginner-friendly trail ride through the stunning Westman countryside
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Gentle, well-trained horses matched to rider experience
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Pace that lets you relax, enjoy, and connect with your horse
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Perfect for couples, families, friends, or corporate groups
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2.5 hours of pure scenic enjoyment and adventure
Whether this is your first ride or one of many, our trail ride is designed to immerse you in the magic of the west—far from screens, traffic, and the everyday grind.
Cowboy Supper: Hearty, Authentic, Unforgettable
After the ride, follow the aroma of a classic cowboy supper—a full-course, hearty meal prepared with care and served in a true western atmosphere.
What’s Included:
✔ Full cowboy-style meal with generous portions
✔ Relaxed outdoor dining under the open prairie sky
✔ Opportunity to linger, socialize, and savor the moment
Savor the taste of the west, share stories with your companions, and let the evening unfold naturally. This isn’t a dinner. It’s a celebration of connection, flavor, and western tradition.
Campfire & Evening Magic
Once supper ends, the night continues:
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Gather around a cozy campfire
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Enjoy the sounds of music, laughter, and conversation
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Watch the stars emerge across the open sky
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Capture photos and memories with friends, family, or your loved one
This slow, enchanting evening is often what guests remember most—the kind of night that makes you feel like you’ve truly stepped into a different time and place.
Who This Experience Is For
This isn’t just a trail ride—it’s a western experience. Perfect for:
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Couples seeking a romantic, unforgettable date night
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Friends or social groups looking for a unique adventure
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Families with teens or adults wanting shared memories
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Travelers searching for an authentic prairie western experience
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Celebrations like birthdays, anniversaries, or milestone events
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Anyone wanting a night that will stay with them long after they leave
No matter your background or riding experience, this is an adventure that everyone can enjoy.
Pricing & What’s Included
Cowboy Supper Trail Ride Experience — $140 per person
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2.5-hour guided scenic trail ride
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Horse carefully matched to your experience
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Full cowboy-style supper
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Evening campfire & ranch atmosphere
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Beginner-friendly
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Ages: teens & adults (age minimum applies)
Contact us for private or large-party bookings.
Spots are limited to maintain an intimate and personalized experience. Advance booking is essential.
Dates & Availability
Cowboy Supper Rides are offered on select dates throughout the season.
May 30, 2026
June 13, 2026
July 25, 2026
August 15, 2026
September 19, 2026
*please note above dates are tentative and are subject to change prior to April 30, 2026*
Arrival & Safety:
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Arrive 20–30 minutes early for waiver signing, helmet fitting, and safety briefing
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Helmets are provided and required for riders under 18yrs
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All rides guided by experienced staff
⚠️ Safety is strictly enforced—guests who arrive late or miss the briefing cannot ride, and no refunds are issued.
Capture Your Adventure
Guides take photos throughout the ride and supper
Bring your own camera or phone to capture every magical moment
Share memories with friends, family, and fellow riders
Why People Travel Miles for This Experience
Authenticity: Real ranch life, real western meal, real trail adventure
Immersion: Scenic trails, sunset skies, campfire stories
Connection: With your horse, your companions, and the western way of life
Memories: An evening you will talk about for years
This is more than a ride—it’s a prairie adventure, a western feast, and a night under the stars that will stay with you forever.
Book Your Cowboy Supper Trail Ride Today
Spaces are limited and fill quickly.
Don’t miss your chance to experience the magic of the ranch:
Serving Rivers, Brandon & Westman, MB
Book early to secure your spot
Upcoming Dates
May 30, 2026
June 13, 2026
July 25, 2026
August 15, 2026
September 19, 2026
*please note above dates are tentative and are subject to change prior to April 30, 2026*
CONTACT US TO RESRVE YOUR SPOT!!