WAIMEA, HAWAI'I

DAILY TOURS

Anna Ranch Mountain Bike Tour

Ride through the historic ranchlands of Waimea on a guided Big Island mountain bike tour.

Discover one of Waimea’s most scenic and historic landscapes on a guided mountain bike tour of Anna Ranch, a National Historic Site and working ranch set beneath the Kohala Mountains.

This exclusive Big Island mountain bike tour takes you across the green, rolling hills of the 110-acre ranch, once part of the training grounds for King Kamehameha’s Kipu‘u Pu‘u warriors. Along the way, you’ll learn about Hawaiian history, paniolo culture, and the legacy of Anna Lindsey Perry-Fiske—known as the original Hawaiian cowgirl and the “First Lady of Ranching.”

The ride begins at Anna Ranch with a brief introduction to the area’s history before crossing Kohakohau Stream and climbing nearly 1,200 feet through the cool uplands of Waimea. As you ride, you’ll stop to take in cultural and historic points of interest, enjoy a snack at the vista point, and soak in sweeping views of Mauna Kea, Mauna Loa, and Hualālai.

Family-friendly but still adventurous, this guided Waimea bike tour is a memorable way to experience the land, history, and beauty of Hawai‘i Island.

Please Note: This is a challenging ride and experience is recommended. That being said, we do take beginners up and work with people new to ebikes and help them negotiate the steep terrain! We love to help people develop new skills and accomplish this challenging ride!

Tour Details

3-4 hours

Trip Duration

Start Time

10 am

Price

$199

Difficulty

advanced

Includes

Friendly, professional, CPR-certified guide

Full suspension traditional or E-MTB (electric assist mountain bike)
Helmet
Water
Trailside snack
Rain gear (if needed)
Lots of Aloha
Upgrade to private: It’s your day—make it private for you and your family or group. Call (808) 769-1308 for details!

⤷ Book Now

A scenic landscape with a small flowing creek, lush green grass and bushes in the foreground, rolling green hills in the background, and a partly cloudy sky overhead.

Itinerary + Highlights

Guests will meet at our headquarters at Anna Ranch in Waimea. When you arrive, park in the middle lot, where you’ll be greeted by sweeping views of the Kohala Mountains and our Big Island Bike Tours headquarters building.

We’ll have your selected bike sized, adjusted, and ready for you when you arrive. Before setting out, your guide will double check your fit, walk you through a basic safety assessment, and lead a short practice ride so everyone feels comfortable on their bike.

From Anna Ranch, we’ll begin with a brief introduction to the history of the land and Anna Lindsey Perry-Fiske, known as the original Hawaiian cowgirl and the “First Lady of Ranching.” Then we’ll ride directly from the ranch, crossing Kohakohau Stream and heading into the cool uplands of Waimea.

Along the way, your guide will stop at historic and cultural points of interest, sharing stories of Hawaiian history, paniolo culture, and the unique landscape surrounding Anna Ranch. The route climbs nearly 1,200 feet to a scenic snack spot and vista point, where you’ll take in views of Mauna Kea, Mauna Loa, Hualālai, and the rolling hills below before riding back down toward the ranch.

This guided Anna Ranch mountain bike tour is family-friendly, scenic, and adventurous—a one-of-a-kind way to experience Waimea, Big Island history, and the beauty of Hawai‘i Island by bike.

route

Full map and GPX file coming soon!

Client Reviews

“This outfitter has great gear, nice trails and a recipe for a great outing! Todd is a good guy who shares his in depth knowledge of the surrounding areas history and ecology. The Anna Ranch climb is challenging and a good workout! Go check this out!”

— TripAdvisor Review

“Challenging ride but definitely fun! Sylvia was so helpful guiding us on the Anna Ranch Tour and giving us so many helpful tips about the e-bikes and when to use certain gears/power. She was patient with us and even told us that if we were unable or not comfortable going up a certain incline, do not hesitate to hop off our bikes and just walk. Great tour and well worth it! Scenery was beautiful!”

— TripAdvisor Review

“Jeremy was a friendly, flexible, and informative guide who made our Anna Ranch Tour a blast. He’s knowledgeable about the island, having grown up here, and took the time to check in regularly, explain the upcoming terrain, and gave good pointers on navigating it. We were fortunate enough to have him all to ourselves on this particular day. He takes good photos too! Beautiful views on the ride. Top notch!”