Most horseback rides on Oʻahu are designed to be slow and beginner-friendly. That works well for first-time riders, but if you’ve ridden before, it can feel a little limited.
The Advanced Trail Ride at Gunstock Ranch is different. This is a private experience, designed for riders who want more movement, more control, and a ride that actually feels like riding — with just your group and your wrangler.
A Ride That Moves Beyond a Walk
The biggest difference is the pace. Instead of staying at a walk the entire time, this ride can include trotting and cantering based on your group’s experience level. You’re not just following a set trail — you’re actively riding, with the pace and flow tailored to you or you and your group.
The terrain reflects that too. You’ll move through a mix of:
- Narrow, more technical trails
- Open pasture where you can pick up speed
- Rolling sections that require balance and control
It feels more dynamic and less predictable than a standard trail ride.
Still Guided, Just More Freedom
Even with the added movement, the ride is still fully guided. Wranglers lead the route, check in throughout the ride, and adjust the pace based on the group. Before heading out, they’ll also assess everyone’s riding ability to make sure it’s a good fit. The pace is always set by the least experienced rider, which keeps the ride safe while still allowing for more flexibility than a typical tour.
The Setting Makes a Difference
What makes this ride stand out isn’t just the pace — it’s where you’re riding.
The North Shore landscape gives you space to actually move. You’re not confined to a small loop or a crowded path. Instead, you’re riding through open land where the terrain changes and the views shift as you go. You’ll pass grazing cattle, move through quieter trails, and ride into areas that feel less touched. It adds to the experience in a way that’s hard to replicate.
What Riders Usually Take Away
Most experienced riders come in expecting something slightly upgraded from a normal trail ride. What they usually find is something that feels closer to real riding — where you’re engaged, paying attention, and actually working with the horse.
It’s still controlled and safe, but it doesn’t feel passive.
Frequently Asked Questions
Do you need prior experience?
Yes. Riders should be comfortable controlling a horse and riding at a trot.
Will we be able to canter?
Depending on the booking party’s ability, yes. The pace is adjusted based on the least experienced rider.
Is this a private ride?
Yes, this is a private experience, which allows for a more flexible pace and personalized ride.
What should I wear?
Closed-toe shoes that fit securely in a stirrup, comfortable clothing, and something lightweight for the weather.


