Maui · MAUI BIKE TOURS
Almost every ride on this island is the same ride: a van up Haleakala, then 20-odd miles of coasting back to sea level. These 10 differ on guided against self-guided, start time and how early the brakes start complaining.
Meet in Haiku before dawn for a drive to Haleakala’s summit, sunrise above the clouds, and a self-guided ride from 6,500 feet. You’ll tackle 29 switchbacks, pause in Makawao, and may enjoy breakfast in town. Guides such as Corey and Eddie Buddy add history and humor.
“Beyond breath taking! Its a bucket list experience for a reason! And Eddie our guide was amazing and incredibly funny!”
Start at 6,500 feet on Haleakala, coast through Maui’s upcountry roads, and finish in Paia. Maui Sunriders provides bikes, helmets, warm layers, maps, a van shuttle, and roadside help. Guides such as Remy, Dane, Roy, and Matthias handle safety and local insight while you ride at your own pace.
“Easy ride down the mountain. Great customer service and helpful hints. Any experience level works since you go at your own speed.”
You’ll pedal a stable water bike from Makena Bay with a small group of up to 10. Guides such as Aukai and Kahili share Hawaiian history and local names while you cruise toward reefs, marine life, and a rare black sand beach. The 1-hour-45-minute outing suits many ages and fitness levels.
“We loved the water bike tour, a great alternative to kayaking. The guide was great and very knowledgeable, sharing Maui history with us. Our favorite part was watching the whales. They were so close! A great way to spend a morning in Maui!”
Start in Haiku at 9:30 a.m., ride from Haleakala’s 6,500-foot level, and coast through switchbacks toward Makawao and Haiku. Bike Maui supplies the Kona mountain bike, helmet, wind gear, backpack, and shuttle. Guides such as Kimo, Dan, and Tim add local stories, but lunch and water are your responsibility.
“Kimi was a great tour guide, very knowledgeable! The top part of the ride is exhilarating, super fun.”
Start before dawn at 810 Haiku Road, watch sunrise from Haleakala, then ride downhill from 6,500 feet through the famous Fabulous 29 switchbacks and Upcountry Maui. Guides such as Dan, Drew, Russell, and Steve lead the ride, with a van following for safety. Breakfast in Haiku is pay-your-own-way.
“First and foremost dress in layers! It’s colder than expected. Second this was a well run adventure. Russel was our bike guide and he was excellent. My daughter was a bit anxious and he did a great job teaching and making her a better bicyclist. We thoroughly enjoyed ourselves! Great pictures and memories.”
Meet in Paia at 2:45 am for a Haleakala sunrise and downhill ride. A guide such as Joe, Nani, Abe, or Everett may lead your group. Expect summit cold, shuttle transport, two riding sections, 29 switchbacks, views, snacks, and a stop in Makawao.
“This was a fun experience! We had a clear night and seeing the stars before sunrise was great as well! It was cold and you do stand for quite awhile so be prepared. The bike ride down was a highlight of our trip! Everything was well organized and I would book through the your company again!”
Start at 8 a.m. in Haiku, ride an air-conditioned shuttle to Haleakala’s summit, then coast 15 miles downhill on a Kona bike. An NAI-certified guide, often Kimo, explains Maui’s history and safety. You’ll ride through switchbacks, Makawao, and Haiku, with lunch on your own.
“Was probably the best part of our trip. My daughters were nervous but in the end they both loved it.”
Start near Paia at 7:30 a.m. and ride Haleakala’s slopes from 6,500 feet toward sea level. Guides such as Manny, Nani, Joe, Bobby, and Shane lead a small group through 29 switchbacks, with scenic views, snacks, water, and a stop in historic Makawao. This is a fast downhill ride, not a summit tour.
“Manny & Shane did a great job of keeping us informed and safe from traffic. We stopped at a couple of scenic outlooks for photos and a nice little town along the way.”
Start at 4:30 am in Paia, ride from Haleakala’s 6,500-foot level, and coast through 29 switchbacks toward Makawao. Guides such as Joe, Nani, Noni, and Bobby focus on safety, stories, and rider comfort. You’ll see predawn color, stop for snacks or a no-host meal, and finish in historic Makawao.
“Fabulous excursion, operators week were amazing as focused on safety but also allowed for some independence. Great ride, breakfast stop a local bakery and cafes, hen another element of the ride back to where you started.”
Start at 7:30 a.m. with Mountain Riders in Paia, ride Haleakala’s upper switchbacks at your own speed, and stop in Makawao before continuing downhill. Guides such as Rory, Manny, Joe, and Kaulana handle transport, safety, bikes, helmets, water, and local stories.
“The service, the history and local color provided by Joe, the quality of the equipment... honestly it was so much more than I expected and I can't recommend it enough.”
Pick a harbour, a mountain road or a reef.
