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15 Best Cycling Tours In Maui

Maui’s best days out.

The 15 best cycling tours on Maui right now — what each day actually involves, who runs it, how long it takes and what you will pay.

15 Best Cycling Tours In Maui

Haleakala Sunrise Best Self-Guided Bike Tour - Sunrise on Haleakala: what to expect at the crater
Bike & Cycling Tours, Cycling Tours, Guided, Haleakala Sunrise Tours, Maui, Morning, Self-Guided Tours, Tour Reviews, Tours

Haleakala Sunrise Best Self-Guided Bike Tour

1.Haleakala Sunrise Best Self-Guided Bike Tour

Watch Haleakala sunrise from the crater, then bike a self-guided 15-mile downhill from 6,500 ft to Makawao and Haiku.

Most Popular 4.5

“The sunrise was breathtaking, the whole experience of the color changes is a spectacle. Dan was an awesome tour guide, very funny and knowledgeable, gave a great tour.”

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Best Haleakala Downhill Self-Guided Bike Tour with Maui Sunriders - Price and what you’re really paying for at $139
Bike & Cycling Tours, Cycling Tours, Downhill, Guided, Haleakala Sunrise Tours, Maui, Self-Guided Tours, Tour Reviews, Tours

Best Haleakala Downhill Self-Guided Bike Tour with Maui Sunriders

Cycle to the Sea with Maui Bombers - The 8:00 AM Kahului Start: A Smart Time for a Downhill Day
Bike & Cycling Tours, Cycling Tours, Maui, Tour Reviews

Cycle to the Sea with Maui Bombers

3.Cycle to the Sea with Maui Bombers

Downhill Haleakala to the sea with Maui Bombers. Bike and helmet included, Makawao lunch, snacks, plus guided safety and photo video.

5.0

“Great small group tour . Plenty of fun and laughs on the way. Great Lunch . Couldn’t have been a better experience!!”

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Water Bike Tour in South Maui - Your water bike setup: life jacket, bottles of calm, and how easy it is
Bike & Cycling Tours, Cycling Tours, Maui, Tour Reviews, Tours

Water Bike Tour in South Maui

4.Water Bike Tour in South Maui

Pedal your own water bike off Makena Bay in small-group comfort, learn Hawaiian words from local guides, and look for whales, dolphins, and black sand.

5.0

“Exceptional experience. The guides were amazing and friendly. Saw whales and even some bottleneck dolphins. 10/10 would recommend.”

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Haleakala Sunrise Best Guided Bike Tour with Bike Maui - What You Wear Matters More Than You Think
Bike & Cycling Tours, Cycling Tours, Guided, Haleakala Sunrise Tours, Maui, Morning, Tour Reviews, Tours

Haleakala Sunrise Best Guided Bike Tour with Bike Maui

5.Haleakala Sunrise Best Guided Bike Tour with Bike Maui

Join a guided Haleakala sunrise bike tour with Bike Maui, ride the Fabulous 29 switchbacks, then enjoy Upcountry stops and breakfast.

4.5

“The bus driver had zero knowledge of the island and was a very poor communicator. This is not a bike ride down Haleakala, you barely get on a bike at all, as soon as you get on you are getting off again and back on the bus. The description needs to be a lot more…”

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Haleakala Express Self-Guided Bike Tour with Bike Maui - Starting at about 6,500 feet: the “why” behind this meeting point
Bike & Cycling Tours, Cycling Tours, Guided, Haleakala Sunrise Tours, Maui, Self-Guided Tours, Tour Reviews, Tours

Haleakala Express Self-Guided Bike Tour with Bike Maui

6.Haleakala Express Self-Guided Bike Tour with Bike Maui

Self-guided bike down Haleakala with gear included, plus Upcountry Maui towns Makawao and Haiku on an Express route.

4.5

“We expected a nice, long scenic bike ride. What we got was a van ride with a fun guide and a few miles of coasting downhill on a mountain bike. Do not expect a workout or an adventurous ride. It's just a photo stop on mountain bikes with an optional coffee break in between two…”

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Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1 - Getting to Paia and Up the Mountain Before the World Wakes Up
Bike & Cycling Tours, Cycling Tours, Downhill, Haleakala Sunrise Tours, Maui, Morning, Tour Reviews, Tours

Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1

7.Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1

Haleakalā sunrise plus a small-group downhill bike ride with transfers, gear, and local stops. Cold start, big views, great value.

4.5

“When they say “Dress warm”, it’s no Joke. 37, feels like 29 is for real. The rest is a blast and it’s Maui, gets real warm after the sun is up. Mahalo from Colorado Brad, Joe and Noni.”

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Haleakala Summit Best Self-Guided Bike Tour with Bike Maui - The Crater Stop: Cold Views, Good Stories, and Fast Learning
Bike & Cycling Tours, Cycling Tours, Guided, Haleakala Sunrise Tours, Maui, Self-Guided Tours, Tour Reviews, Tours

Haleakala Summit Best Self-Guided Bike Tour with Bike Maui

8.Haleakala Summit Best Self-Guided Bike Tour with Bike Maui

Haleakala Summit self-guided bike tour from 6,500 ft: crater stories, 15-mile downhill on Kona bikes, then Makawao and Haiku.

4.5

“We had a fantastic time on our tour. We did the self guided bike tour. Kimo, our guide was really fun and interesting. He shared lots of historical information that made our visit more memorable. The views were spectacular. We got a really fun picture from our guide. Definitely recommend this tour.”

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Maui Haleakala Day Bike Tour with Mountain Riders from 6500 to sea level - Haleakala Ranch at 6500 Feet: The Switchbacks Ride (and the Speed Reality)
Bike & Cycling Tours, Cycling Tours, Haleakala Sunrise Tours, Maui, Tour Reviews, Tours

Maui Haleakala Day Bike Tour with Mountain Riders from 6500 to sea level

9.Maui Haleakala Day Bike Tour with Mountain Riders from 6500 to sea level

Ride Haleakala by bike from 6500 feet to Paia. Small-group downhill, two switchback runs, snacks, and expert guidance from Mountain Riders.

4.5

“The guides are all about providing a great trip down the volcano safely. Be prepared to go fast! Some in our group did not realize how fast 20-25 mph is on a bike and chose to sit out the second ride because of that. It is nice to have the whole lane to ride in…”

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Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level - Small-group riding with real people behind the handlebars
Bike & Cycling Tours, Cycling Tours, Haleakala Sunrise Tours, Maui, Morning, Tour Reviews, Tours

Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level

10.Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level

Predawn downhill biking on Haleakalā from 6,500 feet to sea level with small-group guidance, switchbacks, and Upcountry stops.

4.0

“Itinerary improved from the listing. Left a little less early in AM to see the sunrise, then started the bike ride lower on the volcano (fewer tough switchbacks) as practice, then took us back for a second ride down to enjoy the spectacular views.”

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Maui Haleakala Self Paced Downhill Bike Tour with Mountain Riders - What You Really Get: Bike, Helmet, Water, and “Tour Snacks”
Bike & Cycling Tours, Cycling Tours, Downhill, Haleakala Sunrise Tours, Maui, Tour Reviews, Tours

Maui Haleakala Self Paced Downhill Bike Tour with Mountain Riders

11.Maui Haleakala Self Paced Downhill Bike Tour with Mountain Riders

Ride Maui downhill from Haleakala to Paia with Mountain Riders. Self-paced small group; bike, helmet, snacks, water included.

4.5

“Tour guides were fun. Views were amazing. Ride was a thrill. The snacks they mentioned were just a small water bottle and granola bar. The restroom at the top of the ride consists of bushes. The stop in Makawao could have been a little longer.”

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Haleakala Morning Best Guided Bike Tour with Bike Maui - The meet-up in Haiku and the start time that shapes your day
Bike & Cycling Tours, Cycling Tours, Guided, Haleakala Sunrise Tours, Maui, Morning, Tour Reviews, Tours

Haleakala Morning Best Guided Bike Tour with Bike Maui

12.Haleakala Morning Best Guided Bike Tour with Bike Maui

Morning guided bike ride on Maui with Haleakala sunrise, park education, Kona bikes, the Fabulous 29 switchbacks, and Makawao lunch.

4.5

“We had great tour guides- Dan and Tim. Dan gave us tons of Maui information and knows the island well, and Tim was funny and had lots of knowledge as well. Unfortunately, it rained so the bike ride was not really fun, nothing to see because of the rain clouds, and just short ride altogether.…”

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Aloha West Maui 2-Hour Self-Guided Electric Bike Tour - The 2-Hour Plan: A Practical Route Between Kaanapali and Lahaina
2-Hour Experiences, Bike & Cycling Tours, Cycling Tours, E-Bikes, Guided, Maui, Self-Guided Tours, Tour Reviews, Tours

Aloha West Maui 2-Hour Self-Guided Electric Bike Tour

13.Aloha West Maui 2-Hour Self-Guided Electric Bike Tour

Ride West Maui by electric bike for about 2 hours, with easy help, big ocean views, and route tips from the shop.

4.5

“There are thorny branches all around the bike path they recommend (which we took). It was very windy and as careful as we were to avoid these branches and thorns while riding, two of our “all-terrrain” bikes got flat tires. This was unavoidable and now they are charging my credit card for $120. They claim…”

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West Maui eBike Self-Guided Island Adventure Tour - Beaches, viewpoints, and the map that keeps your day from feeling random
Cycling Tours, E-Bikes, Guided, Maui, Self-Guided Tours, Tour Reviews, Tours

West Maui eBike Self-Guided Island Adventure Tour

14.West Maui eBike Self-Guided Island Adventure Tour

Self-guided eBike adventure from Kaanapali, riding West Maui beaches and viewpoints with an easy map, safety basics, and route-friendly pacing.

4.0

“So much fun riding bikes up and down the West Coast of Maui. Excellent explanation of the map and points not to miss by Nate. Wonderful way to spend a few hours!”

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Fun Mountain Bike riding on trails in Maui Hawaii! - Rob Myers and the way he adjusts the ride
Cycling Tours, Maui, Tour Reviews

Fun Mountain Bike riding on trails in Maui Hawaii!

15.Fun Mountain Bike riding on trails in Maui Hawaii!

Private 3-hour Maui MTB ride in Olinda: fit-checked bikes, climb-and-descend trails, Pineapple Express, and skills practice for all levels.

5.0

“I totally enjoyed my experience mountain biking in Maui! Super fun time, Rob was an excellent tour guide and set me up with a great bike. The other family on tour with us were great and Rob was good at checking in and making it fun and interesting for all levels. Amazing beautiful area as…”

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