Home / Activities / Maui / Afternoon Trail Experience
Afternoon Trail ExperienceConcierge pickAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoShow all photos

Afternoon Trail Experience

2.75 Hours • Ages 7+ • Ride Maui's upcountry in golden afternoon light
📍 Wailuku, Maui

An afternoon horseback ride through Maui's rolling hills and ancient forests, guided by working paniolo on a private ranch.

PRICE$198.55 per person
DURATIONApprox. 2.75 hours (12:15pm check-in, 1:00–2:30pm ride)
DEPARTS FROMWailuku, Maui
GROUP SIZESmall group ride
✓Guided trail ride✓Pre-ride briefing and mounting instruction✓Horse, tack and helmet

About this experience

Unwind on an afternoon trail ride through the enchanting beauty of Maui's upcountry landscapes, seen in a softer, warmer light.

As the sun drops toward the horizon, you'll traverse rolling hills, ancient forest and panoramic vistas on horseback. Circle M Ranch's experienced paniolo (Hawaiian cowboys) lead the way, keeping riders and horses safe while sharing the heritage of this working ranch and the land around it.

Riders of every level are welcome, from first-timers to experienced. You should be able to mount a horse independently from a mounting block, and a 230 lb (108 kg) maximum weight applies for the welfare of the horses — height and weight may be checked at check-in.

Check-in is at 12:15 PM, with briefing and mounting from 12:30 PM and the ride from 1:00 to 2:30 PM.

Highlights

  • 90-minute afternoon ride through rolling hills and panoramic vistas
  • Guided by experienced paniolo (Hawaiian cowboys)
  • Ranch heritage and local history along the way
  • No prior riding experience required

Photos

Afternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photoAfternoon Trail Experience photo

What’s included

Included

  • Guided trail ride
  • Pre-ride briefing and mounting instruction
  • Horse, tack and helmet

Not included

  • Gratuities
  • Transportation to the ranch
  • Meals

Where you'll meet

Wailuku, Maui

Please arrive 15 minutes before your start time.

Know before you go

Cancellation policy: Cancellation: 48 hours' notice required. Parties of 12 or more require 72 hours' notice.

Guest reviews

No reviews yet — be the first to share your experience.

Write a review

← Back to all experiences

BOOK THIS EXPERIENCEFrom $198.55
$198.55 per person from
Taxes included · Never marked up

A 7% service fee is added at checkout — shown in full before you pay.

Prefer a human? 808-657-3778 — we’ll book it with you.

Need help deciding?

Our concierge team knows every tour on this page. Call us and we’ll match you to the right one.

Call 808-657-3778
$198.55per person · Taxes included+ 7% service fee at checkout
BOOK NOW