Private, Custom Trail Rides

We're the only boutique ranch on Maui that allows you to choose your destination for the 1.5 and two- hour rides. We cater to all levels of riders, with horses fit for every riding ability, with landscapes as varied as beautiful as anything this earth has to offer.  Our rides are small, never routine and always different, and the Kanaio landscape is totally unlike any other in Maui. On all of our rides, you can learn about the amazing ancient ruins, battle and burial grounds that we strive to protect as Hawai'ian sacred sites. Please note every ride is a private ride, this means it is just you and the guide. We always offer the utmost personal private experience to each and every rider.

Triple L Ranch has been riding these hills for over 50 years, and there are over 623 archeological sites in Kanaio alone – our guides are happy to point them out and fill you in on Kanaio’s unique history.  For more information about our ride policies, please read our Policies page.

For fastest results call or send us a text.

Few notes:

At Tripe L Ranch we offer 5 rides a week.

Please keep in mind its always busy season in Hawaii book in advance, Mahalo :)

Our age minimum is 11 years old or 4'11"

Weight Max 230lbs

Max group 4 persons

CALL or TEXT # 808-280-7070


1.5-2 Hour Rides

Choose your own route! On this ride, you can choose from a volcanic cinder path along the the cattle walk or a paniolo rough ride to the reservoir. It's not just a ride, but a tour of Hawai'ian history and cultural practices.  Fun for the whole family!

Half-Day Ride

This route takes you from the backside of Haleakala, winding through cattle country and historic sites to end up on the coast for a scrumptious lunch, complete with Bully's Burgers, savory treats, fresh fruit and delicious desserts.


Full-Day Ride

A similar ride as the half-day, with a longer ride along the coast as well as swimming, snorkeling and a full Bully's burger meal! Trotting back up the slope is permitted only on this ride for experienced riders.