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15 Best Cycling Tours In Hawaii

Hawaii’s best days out.

The 15 cycling tours travellers book most across Oahu and Maui, with what each one costs, how long it runs and the operator behind it.

15 Best Cycling Tours In Hawaii

Haleakala Sunrise Best Self-Guided Bike Tour - The Very Early Start: Plan Your Sleep Around It
Cycling Tours, Guided, Haleakala Sunrise & Bike 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 Time: Is $139 Good Value?
Cycling Tours, Downhill, Guided, Haleakala Sunrise & Bike Tours, Maui, Self-Guided Tours, Tour Reviews, Tours

Best Haleakala Downhill Self-Guided Bike Tour with Maui Sunriders

2.Best Haleakala Downhill Self-Guided Bike Tour with Maui Sunriders

Self-guided Haleakala downhill bike tour from 6,500 ft with full gear, roadside help, and stops in Kula, Makawao, and Paia.

★ 5.0

“Assuming the weather is perfect, the first half of the ride has potential to be the best part. While that was not our experience, the weather was clear enough to still have a pretty view. The self paced nature of the experience meant that you can pick and choose what you value whether that be…”

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Cycle to the Sea with Maui Bombers - What You Actually Get (And Why It’s Better Than DIY)
Cycling Tours, Haleakala Sunrise & Bike Tours, Maui, Tour Reviews

Cycle to the Sea with Maui Bombers

3.Cycle to the Sea with Maui Bombers

Bike from Haleakala toward the coast with Maui Bombers: included gear, small-group pace, Makawao lunch, snacks, and video photos.

★ 5.0

“BEST bike company on the island! Matt is absolutely awesome and has perfected the business! This was my third time biking down the volcano and I would definitely recommend Maui bombers, 100%!! Matt surprised us with homemade toasted coconut muffins in the morning, snacks, water, Gatorade! He was super excited about the ride, got everybody…”

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Haleakala Express Self-Guided Bike Tour with Bike Maui - Where you start: 810 Haiku Rd and your 9:30 am launch
Cycling Tours, Guided, Haleakala Sunrise & Bike Tours, Maui, Self-Guided Tours, Tour Reviews, Tours

Haleakala Express Self-Guided Bike Tour with Bike Maui

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

Self-guided bike down Haleakala plus upcountry towns. Gear, windbreakers, and transport included. Start in Haiku, finish back there.

★ 4.5

“Very fun. Loved Kimo our guide. Had so much local knowledge. The town of Makawao was really fun and quaint. Recommend to anyone who is very comfy on a bike.”

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Haleakala Sunrise Best Guided Bike Tour with Bike Maui - Getting to the summit: early timing and what to wear in the cold
Cycling Tours, Guided, Haleakala Sunrise & Bike 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

Cycle into the dark for Haleakala sunrise, then coast down Fabulous 29 switchbacks with gear, safety support, and a Haiku breakfast.

★ 4.5

“The entire experience, from the drive up the volcano to the entire bike trip was incredible. It's basically two activities in one trip. You start with the sunrise on top of the volcano and then ride bikes down the entire way back with awesome guides. If you're getting scared away by the early roll call,…”

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Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1 - Haleakala National Park gate stop: what that quiet pause is for
Cycling Tours, Downhill, Haleakala Sunrise & Bike Tours, Maui, Morning, Tour Reviews, Tours

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

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

Paia pickup at 2:45 a.m. for a Haleakalā sunrise bike ride with transfers, helmets, water, snacks, and two thrilling descents.

★ 4.5

“Stunning sunrise! The cold and the early morning were 100% worth it. Everett, our bus driver, was so kind and knowledgeable. The bike ride down was an added plus.”

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Haleakala Summit Best Self-Guided Bike Tour with Bike Maui - The self-guided downhill: Kona bikes, no convoy, and the famous switchbacks
Cycling Tours, Guided, Haleakala Sunrise & Bike Tours, Maui, Self-Guided Tours, Tour Reviews, Tours

Haleakala Summit Best Self-Guided Bike Tour with Bike Maui

Maui Haleakala Day Bike Tour with Mountain Riders from 6500 to sea level - Where You Meet and How the Day Flows
Cycling Tours, Haleakala Sunrise & Bike Tours, Maui, Tour Reviews, Tours

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

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

Ride Haleakala from 6500 feet to the coast on a small group bike tour. Switchbacks, Makawao stops, snacks, and expert safety.

★ 4.5

“We were taken just below the summit. Unloaded our bikes, the bikes seemed older and needed maintenance. My brakes squeak the whole time I use them. We did maybe a 20 minute ride down. They loaded our bikes back up and we did the same route again which was not what we unexpected. Them they…”

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Half Day Oahu Combo Adventure: Bike, Sail and Snorkel - Tantalus bike route: the 5-mile downhill that most people remember
Cruises & Boat Tours, Cycling Tours, Honolulu, Snorkeling Tours, Tour Reviews

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level - The 4:30 am Start: What the Morning Actually Feels Like
Cycling Tours, Haleakala Sunrise & Bike Tours, Maui, Morning, Tour Reviews, Tours

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

Maui Haleakala Self Paced Downhill Bike Tour with Mountain Riders - Your self-paced downhill: the safety talk, then let it roll
Cycling Tours, Downhill, Haleakala Sunrise & Bike 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

Self-paced downhill biking from Haleakala to Paia with Mountain Riders: helmets, water, Makawao stop, small-group thrill in 2–3 hours.

★ 4.5

“This was the first time doing this adventure. It came highly recommended and I agree. Rory was our tour guide and driver. Check in was very easy. Rory is a wealth of information and just a really fun guy, as well as a safe driver. It was so much fun doing the switch backs down…”

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Downhill Bike and Ko'olau Waterfall Hike Tour - The ride: cruiser bikes, controlled speed, and lots of braking
Cycling Tours, Downhill, Haleakala Sunrise & Bike Tours, Hiking & Trekking, Honolulu, Tour Reviews, Tours, Waterfall & Rainforest Hikes

Downhill Bike and Ko’olau Waterfall Hike Tour

12.Downhill Bike and Ko’olau Waterfall Hike Tour

Coast downhill through Pu'u 'Ohia rainforest, then hike to a Ko'olau waterfall with hotel pickup, rain gear, and standout Oahu views.

★ 4.5

“The tour guide Daniel was very informative. The van we were in had terrible air conditioning. We stopped to let off some people who were only doing half of the tour and had to wait at least 40 minutes for them to be picked up. Be prepared to get very muddy on the hike to…”

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Haleakala Morning Best Guided Bike Tour with Bike Maui - Sunrise Summit Plan at Haleakala National Park
Cycling Tours, Guided, Haleakala Sunrise & Bike Tours, Maui, Morning, Tour Reviews, Tours

Haleakala Morning Best Guided Bike Tour with Bike Maui

13.Haleakala Morning Best Guided Bike Tour with Bike Maui

Morning guided bikes at Haleakala with sunrise and Fabulous 29 switchbacks, plus Makawao town and gear included.

★ 4.5

“They were very informative on the Eco-Volcano tour. We rose above the clouds and really enjoyed it. Even though it poured down rain, which the guides could not control. They had the highest standards of safety! I am just proud of myself for achieving a goal. Maybe next time the sun will shine!”

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Full Day Oahu Bike, Hike, Sail and Snorkel Combo - What the 8-Hour Schedule Feels Like (and Why Order Can Shift)
Cruises & Boat Tours, Cycling Tours, Full-Day, Hiking & Trekking, Honolulu, Snorkeling Tours, Tour Reviews

Full Day Oahu Bike, Hike, Sail and Snorkel Combo

14.Full Day Oahu Bike, Hike, Sail and Snorkel Combo

Oahu combo tour with a guided rainforest hike, easy downhill bike, Diamond Head sail, and Pacific reef snorkeling with turtles and dolphins.

★ 4.5

“Overall the trip was great and we had a great time! The tour guides were friendly and knowledgeable about Hawai’i. Price was good for the package plus saved us time and hassle. Thank you and great job, guys!!😉”

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Oahu: Waikiki E-Bike Ride and Manoa Falls Hike - Meet at Kuhio Village Tower: setup, helmets, and ride confidence
Cycling Tours, E-Bikes, Hiking & Trekking, Oahu, Tour Reviews, Waterfall & Rainforest Hikes

Oahu: Waikiki E-Bike Ride and Manoa Falls Hike

15.Oahu: Waikiki E-Bike Ride and Manoa Falls Hike

E-bike from Waikiki to Manoa Falls, then hike the rainforest trail with a small-group guide, photo stops, and optional shave ice.

★ 4.7

“Our guide, was very friendly and knowledgeable. The electric bikes were modern and very good. We were out for around 4 hours including a hike up to Manoa waterfalls. It is a great way to get a feel for Waikiki.”

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More Cycling Tours In Hawaii

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