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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

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

“Our guides Eric and Matt were so great. Safe, fun, great views. It was great! Would recommend! Matt even shared homemade muffins and cake.”

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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

“Such a great experience! They were so helpful and gave great history of the area and the island while we were out. Water bikes were a blast and easy to maneuver, such a fun morning! Definitely will be back to do this again!”

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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

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 ended up changing to the guided tour, and we’re glad we did. If you have never done this, I recommend biking with a guide. The guide was able to help us safely navigate the roads and we had a great time!”

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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 Volcano was so beautiful and the guide did a great job of checking experience levels to make sure everyone had a fun and safe trip. We went up the volcano twice, stopped at a cute town for lunch/brunch the biked an easier road afterwards. This experience was completely unforgettable!”

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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

“Joe and Nani were awesome! I was a bit nervous but Joe was a great leader and guide making for a great trip! We will recommend to anyone we know coming to the island to use this company!”

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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

“Nate was fantastic. He explained everything completely and was patient with me because it was my first time on an e-bike. He gave us a map with routes to take for the best views and adventures. His prices were reasonable and the bikes were in great shape. He took the time to make sure we…”

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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

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

“My husband, 13yo and 4yo went on a ride with Rob and had an amazing time. His bikes were super nice and in great condition and Rob is very knowledgeable and passionate. He taught my 13yo how to do some new things on a mountain bike that he didn’t know how to do before. He…”

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