COWBOY WAY
RETREAT
an exclusive hands-on horsemanship retreat
cowboy way retreaT
february _ - _, 2026
THREE & SIX-NIGHT PACKAGE AVAILABLE
Join us for three or six nights for an exclusive horsemanship workshop and retreat with the team at Rancho de la Osa.
RETREAT DETAILS
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Improve your horsemanship with special rides in the arena and out on the trail during the Cowboy Way Retreat.
Learn how to catch, groom and saddle your horse
Improve your riding during…
Learn trailering and hauling skills through hands-on demonstrations
Cattle work
Group rodeo with awards
Additional entertainment and nightly activities including a complimentary tequila tasting.
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Lodging will be in Rancho de la Osa’s historic guest rooms, with King, Queen and Twin bedding arrangements available.
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All meals will be included for this special retreat, ranging from lunch out on the trail to family-style dinners in the historic Hacienda.
RATES
SAMPLE SCHEDULE
sunday
3 PM - Check in and tour of the ranch.
5 PM - Welcome reception in Cantina. Complementary drinks and hors d'oeuvres.
6 PM - Cookout in Hacienda courtyard.
WEDNESday
7 AM - Guests meet wranglers to catch horses, groom and saddle.
8 AM - Breakfast in Hacienda.
9 AM - All day ride on the Buenos Aires Wildlife Refuge. Sack lunch.
4 PM - Return to ranch to unsaddle your horse and help with feeding.
THURSday
7 AM - Meet wranglers to catch horses, groom and saddle.
8 AM - Breakfast in Hacienda.
9 AM - Round up stray cows. Sorting and team penning.
11 AM - Clinic on loading and hauling horses and cows. Hooking up trailers. Tips on driving, types of trailers, and trucks.
12:30 PM - Lunch in Hacienda.
FRIday
7 AM - Guests meet wranglers to catch horses, groom and saddle.
9 AM - Rodeo practice.
9:30 AM - Two-hour trail ride.
12:30 PM - Lunch in the Hacienda.
2 PM - Guest rodeo — barrel racing, pole bending, stake race, egg toss, team penning.
SATURday
8 AM - Breakfast in the Hacienda.
11 AM - Check out.
12:30 PM - Lunch by the pool.
2 PM - Two-hour trail ride on the Wildlife Refuge, with breaks getting on and off horses. Photo ops
4 PM - Unsaddling horse, feeding horses.
5 PM - Happy hour in the Cantina
6 PM - Dinner in Hacienda.
7 PM - Campfire with s’mores and guitar player.
4 PM - Unsaddling horse, feeding horses.
4:30 PM - Roping demonstration.
5 PM - Happy hour in Cantina with a complimentary Tequila Tasting.
6 PM - Dinner in Hacienda.
7 PM - Movie night in Cantina.
5 PM - Happy hour in Cantina.
6 PM - Dinner in Hacienda.
7 PM - Line dancing in Cantina.
2 PM - Lope Ride or trip to Wildlife Refuge.
4 PM - Unsaddling horse, feeding horses.
5 PM - Happy hour in Cantina.
6 PM - Steak cookout in courtyard.
7 PM - Live music in Cantina.
4 PM - Unsaddling horse, feeding horses.
5 PM - Happy hour on the Cantina patio.
6 PM - Dinner on the Cantina patio.
7 PM - Rodeo awards.
monday
7 AM - Breakfast in the Hacienda
8 AM - Horse orientation. Learn about moving around horses, how to approach and catch your horse. Catch your own horse, then learn how to groom and saddle your horse.
9 AM - Riding orientation. Horse behavior. Why horses do what they do. Learn about getting on and off from the ground, how to sit in the saddle, getting your horse to move, turning, stopping, trail tips.
10 – 11:30 AM - Practice in the arena and orientation trail ride
Tuesday
7 AM - Meet wranglers to catch horses, groom and saddle.
8 AM - Leave for breakfast ride. After breakfast, border wall ride which is 1.5 hours or short ride back to the ranch.
12:30 PM - Lunch in Hacienda.
2 PM - Arena games. Learn to barrel race, pole bending, general horsemanship. Improve your riding skills.