Hawaii · CYCLING TOURS

15 Cycling Tours in Hawaii Worth Booking

34 tours  ·  from $119 a head

This is the shortlist you would send a friend: 15 cycling tours worth the money, each with its price, its traveller verdict and the one thing to know before you commit.

Haleakala Sunrise Best Self-Guided Bike Tour - Why the Shuttle Changes the Ride
Cycling Tours, Guided, Haleakala Sunrise Tours, Self-Guided Tours, Tour Reviews, Tours, Tours in Maui

Haleakala Sunrise Best Self-Guided Bike Tour

1.Haleakala Sunrise Best Self-Guided Bike Tour

★★★★★★★★★★4.5 · 745 reviews · 7 hours (approx.) · from $272Our pick

Leave Haiku before dawn for Haleakala’s summit, watch sunrise above the clouds, then ride a custom mountain bike downhill from 6,500 feet. Guides such as Eddie Buddy, Corey, and Russell provide safety tips, history, and humor. A shuttle covers part of the route before a second ride toward Makawao and Haiku.

“We left our condo an 2 am to arrive at 3. It sounds like a sacrifice but it was well worth it. Beautiful sunrise, focus on safety, great tour guide. But the extras made it special. First, Don gave us history and sense of place with a large dollop of humor. You need that early in the morning. Second, a surprise side trip gave us what will be one of my 5 all-time favorite photos. Well worth the investment of time, energy and money!”

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Waimea Canyon Downhill Bike Ride - Three state parks, several very different views
Cycling Tours, Downhill, Tour Reviews, Tours in Kauai, Waimea Canyon & Na Pali Coast Tours

Waimea Canyon Downhill Bike Ride

2.Waimea Canyon Downhill Bike Ride

★★★★★★★★★★5.0 · 650 reviews · 4 hours (approx.) · from $154Top rated

Join guides such as Ernesto, Tom, Michael, or Jared for a four-hour Kauaʻi outing that combines a scenic van ride, canyon viewpoints, and an 11.7-mile downhill bike ride. You’ll stop in three state parks, learn about local nature and culture, and finish near Kekaha Beach. The ride uses paved public roads and requires confidence on winding descents.

“Wonderful guides took us on a fabulous and safe coast down Waimea Canyon. It’s a great way to see the canyon as there are stops along the way up to see the sights. Our guides offered wonderful stories and shared knowledge throughout the tour. The coast down was super fun! There wasn’t much traffic going up due to the time of day, so it felt like we had the road to ourselves. Guides were very safety conscious”

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Big Island: Fat Tire E-Bike Tour through Volcanoes National Park - The lava tube walk and a short break from the saddle
Cycling Tours, National Parks, Tour Reviews, Tours, Tours in the Big Island, Volcanoes National Park Tours

Big Island: Fat Tire E-Bike Tour through Volcanoes National Park

3.Fat Tire E-Bike Tour through Volcanoes National Park

★★★★★★★★★★5.0 · 546 reviews · 3 hours (approx.) · from $199

Meet Nicole, Derek, Tyler, Scott, or Bill at Kilauea Lodge for a safety briefing and guided ride into Hawaii Volcanoes National Park. Fat-tire e-bikes make the hills manageable as you visit forest paths, a lava tube, crater viewpoints, and possibly seaside overlooks. Expect about 3 hours, 12 to 15 miles, a small group, and cool, changeable weather.

“My husband and I took this bike tour and it was one of the highlights of our trip! Bill & Scott were excellent guides and very knowledgeable about the National Park. We would 100% recommend this tour!”

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Best Haleakala Downhill Self-Guided Bike Tour with Maui Sunriders - The upper ride: steering, braking, and big views
Cycling Tours, Downhill, Guided, Haleakala Sunrise Tours, Self-Guided Tours, Tour Reviews, Tours, Tours in Maui

Best Haleakala Downhill Self-Guided Bike Tour with Maui Sunriders

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

★★★★★★★★★★5.0 · 496 reviews · 4 to 5 hours (approx.) · from $139

Start at 6,500 feet on Haleakalā, coast through Maui’s uplands, pause in Makawao, and finish in Paia. Maui Sunriders supplies a front-suspension bike, helmet, gloves, weather gear, route map, and roadside help. Guides such as Remy, Dane, Matthias, and Roy handle the drive and safety briefing while you ride the route at your own pace.

“Amazing time biking down this mountain. The views were insane and ending in Paia was wonderful! Highly recommended”

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Water Bike Tour in South Maui - Passing the Rare Black Sand Beach
Cycling Tours, Tour Reviews, Tours, Tours in Maui

Water Bike Tour in South Maui

5.Water Bike Tour in South Maui

★★★★★★★★★★5.0 · 372 reviews · 1 hour 45 minutes (approx.) · from $124Best value

Start at Makena Bay in South Maui for a 1-hour-45-minute water bike outing with up to 10 people. Your guide, including staff such as Aukai and Kahili, teaches bike handling, Hawaiian words, local history, and marine life as you pedal toward reef areas and a rare black sand beach.

“Very cool experience. Much easier than kayaking and our guide was outstanding. Bikes were very steady and never felt uncomfortable. Highly recommend.”

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Haleakala Express Self-Guided Bike Tour with Bike Maui - The first switchbacks deliver the excitement
Cycling Tours, Guided, Haleakala Sunrise Tours, Self-Guided Tours, Tour Reviews, Tours, Tours in Maui

Haleakala Express Self-Guided Bike Tour with Bike Maui

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

★★★★★★★★★★4.5 · 271 reviews · 5 hours (approx.) · from $146

Start at 6,500 feet outside Haleakala National Park, coast downhill on a Kona mountain bike, and continue through Upcountry Maui toward Makawao and Haiku. Guides such as Kimo, Dan, Tim, and Nico add local stories during the drive. The ride is self-guided, with some sections handled by shuttle because of local road restrictions.

“This excursion came highly recommended by friends and we’re so happy we did it! Kimo was a great tour guide up and down the mountain - very knowledgeable, personable, and had lots of stories to tell :) Amazing views and cool activity to partake in. Definitely check out the local towns - so much to see and do ❤️”

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Haleakala Sunrise Best Guided Bike Tour with Bike Maui - The crater view and the meaning behind sunrise
Cycling Tours, Guided, Haleakala Sunrise Tours, Tour Reviews, Tours, Tours in Maui

Haleakala Sunrise Best Guided Bike Tour with Bike Maui

7.Haleakala Sunrise Best Guided Bike Tour with Bike Maui

★★★★★★★★★★4.5 · 271 reviews · 8 hours (approx.) · from $317

Start before dawn at Bike Maui’s Haiku base, ride by shuttle to Haleakala’s summit for sunrise, then bike from 6,500 feet through the famous 29 switchbacks, Upcountry Maui, and Makawao. Guides such as Dan, Drew, Russell, and Steve lead the ride, with warm gear, bikes, helmets, photo stops, and a breakfast stop included.

“Guides were awesome. Biking was safe and amazing. Schedule was perfect. Wind and low temps at top of mountain were rougher and colder than expected. Bring at least three layers and gloves!”

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Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1 - Two downhill runs make the bike portion worthwhile
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Maui Haleakala Sunrise Downhill Bike Tour with Mountain Riders Rated #1

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

★★★★★★★★★★4.5 · 262 reviews · 7 hours (approx.) · from $279

Start at 2:45 am for a Haleakala sunrise, then ride a chrome cruiser bike down 29 switchbacks from 6,500 feet. Mountain Riders provides transfers, helmets, snacks, water, and guides such as Joe, Nani, Abe, and Everett. The morning ends in historic Makawao Town before returning to Paia.

“The early wakeup is worth witnessing the sunrise at Haleakala. Beautiful and majestic. The bike ride with Mountain Bikers was a thrill unlike any other. Highly recommend doing both - together or individually. Our tour guides Abe, Nadia, Char and Joe were awesome. Joe did a great job awakening our inner child for the thrill of going downhill on the bike ride.”

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Big Island Mountain Biking on Anna Ranch - Choosing the bike and preparing for the trail
ATV & Off-Road Tours, Cycling Tours, Tour Reviews, Tours in the Big Island

Big Island Mountain Biking on Anna Ranch

9.Big Island Mountain Biking on Anna Ranch

★★★★★★★★★★5.0 · 171 reviews · 2 hours (approx.) · from $235

Ride a high-end full-suspension mountain bike up a private 100-acre ranch near Waimea. You’ll climb 1,200 feet past Kohakohau Stream, tropical plants, lava rocks, and open pasture, then coast back with views of Mauna Kea, Mauna Loa, and Hualalai. Guide Jeremy has been praised for his patient approach.

“We had a great tour guide, Jeremy who was super patient and knowledgeable. The ride was very challenging even with the e-bikes but then again, I've never been mountain biking before. Others in the group had a much easier time then me. The bikes were high quality and very expensive with great suspension to cushion the ride. We booked on Viator which said to get there at 8:30am but everyone else who booked directly with Big Island Bike Rentals were told to get there at 9am so that was frustrating.”

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Poipu and Koloa E-Bike Scenic Tour - Shipwreck Beach: setup before the ride
Cycling Tours, Tour Reviews, Tours, Tours in Kauai

Poipu and Koloa E-Bike Scenic Tour

10.Poipu and Koloa E-Bike Scenic Tour

★★★★★★★★★★5.0 · 152 reviews · 2 to 3 hours (approx.) · from $167

Start at Shipwreck Beach for a safety briefing and a Specialized Turbo Como e-bike. Lori, Eugen, and their small team lead a roughly 14-mile ride through Poipu and Koloa, stopping at the plantation mill, Saint Raphael Catholic Church, Prince Kuhio’s birthplace, Spouting Horn, and Poipu Beach. Expect local stories, gentle pedal assistance, and a maximum of seven riders.

“A fun easy ride. Learned a lot about the island and it's history too! Loved seeing the turtles on Poipu beach!”

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Self-Guided GPS Audio E-Bike Tour Hawaii Volcanoes National Park - Through fern forest and around the crater
Audio Tours, Cycling Tours, Guided, National Parks, Self-Guided Tours, Tour Reviews, Tours, Tours in the Big Island, Volcanoes National Park Tours

Self-Guided GPS Audio E-Bike Tour Hawaii Volcanoes National Park

11.Self-Guided GPS Audio E-Bike Tour Hawaii Volcanoes National Park

★★★★★★★★★★4.5 · 131 reviews · 4 hours 30 minutes (approx.) · from $159

Ride a comfortable e-bike through Hawaii Volcanoes National Park on a mostly downhill route. Your GPS audio app explains Pele, lava, forests, and geology as you reach Thurston Lava Tube, Kīlauea viewpoints, and bike-only sections near Keanakakoi Crater. Bring a charged smartphone, warm layers, and rain gear.

“We had a great time. Our guide was extremely knowledgeable and passionate about the park. The tour was well organized from start to finish. The 25 dollar entrance fee to the park was not included in the price of the tour which we were not notified of at the time of purchase.”

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Haleakala Summit Best Self-Guided Bike Tour with Bike Maui - Stop 2: The first 15 miles downhill
Cycling Tours, Guided, Haleakala Sunrise Tours, Self-Guided Tours, Stargazing & Mauna Kea Tours, Tour Reviews, Tours, Tours in Maui

Haleakala Summit Best Self-Guided Bike Tour with Bike Maui

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

★★★★★★★★★★4.5 · 107 reviews · 7 hours (approx.) · from $238

Start in Haiku, ride by shuttle to Haleakala’s summit, and explore the crater with an NAI-certified guide before cycling downhill. You’ll ride a custom Kona bike for about 15 miles, tackle the famous 29 switchbacks, pass through Makawao, and finish back in Haiku. Guide Kimo is known for clear safety advice and engaging Maui stories.

“The guided tour is much better. If you booked a self guided my recommendation is to switch to a guided bike tour”

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Maui Haleakala Day Bike Tour with Mountain Riders from 6500 to sea level - From Paia to the upper slopes
Cycling Tours, Haleakala Sunrise Tours, Tour Reviews, Tours, Tours in Maui

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

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

★★★★★★★★★★4.5 · 94 reviews · 4 hours (approx.) · from $145

Mountain Riders takes you from Haleakala Ranch at 6,500 feet down Maui’s slopes on a guided bike ride through 29 switchbacks. Guides such as Manny, Nani, Joe, Bobby, and Shane lead the way, with safety support, snacks, bottled water, scenic stops, and time in historic Makawao. This is the day tour, not the summit sunrise ride.

“Bobby’s sense of humor, knowledge and balance! Nice trip - the team works hard… and they want you to have fun - good emphasis on safety”

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Half Day Oahu Combo Adventure: Bike, Sail and Snorkel - A forested descent with Honolulu below
Cruises & Boat Tours, Cycling Tours, Sailing, Sailing in Oahu, Snorkeling, Snorkeling in Oahu, Tour Reviews, Tours in Oahu

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

14.Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

★★★★★★★★★★4.5 · 68 reviews · 5 hours 30 minutes (approx.) · from $196

Start with a guided five-mile downhill bike ride through Tantalus Mountain, stopping for Honolulu and Diamond Head views. Then sail from Kewalo Basin aboard a 38.6-foot catamaran and snorkel with reef fish and possible sea turtles. Guides such as Terry and Captain Crash add local stories and steady safety support.

“This is an excellent half day tour starting at midday with lunch overlooking Honolulu followed by a bike ride downhill through lovely lush vegetation on a good bitumen road, after which we were driven to the harbour for a catamaran sail to Turtle Bay where we snorkled with these giant gentle creatures. Extremely well organised, with very friendly guides looking after us all the way. A great way to see something else of Oahu definitely recommend!”

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Predawn-Morning Haleakala Bike Tour 6,500 to Sea Level - Starting the ride at 6,500 feet
Cycling Tours, Haleakala Sunrise Tours, Tour Reviews, Tours, Tours in Maui

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

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

★★★★★★★★★★4.0 · 59 reviews · 5 hours (approx.) · from $165

Start at 4:30 a.m. in Paia, ride from Haleakala’s 6,500-foot level, and coast through 29 switchbacks with a small group of up to 12. Guides such as Joe, Nani, Noni, and Bobby focus on safety, local stories, and photos. The tour finishes in historic Makawao, with time for a no-host breakfast stop.

“Joe and Naani were so awesome and kind. Safety was paramount and they were very understanding when my daughter was nervous and just starting the ride. They took the time to speak with her and make sure she was comfortable. And on the other end of the spectrum, they also ensured that my son was able to race down the hill at his own pace with no limitations since he is a more avid rider. Coolest part, getting to do the ride twice! Highly recommend!”

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New in Cycling Tours

★ 5.0Fun Mountain Bike riding on trails in Maui Hawaii!From $29511 reviews
★ 5.0Lahaina, Maui Water Bike TourFrom $1197 reviews
★ 3.5Self Guided Electric Bike and Snorkel Explorer3 reviews
★ 4.5West Maui Electric Bike Rentals9 reviews
★ 3.5Self-Guided E-Bike Kapalua Jungle Adventure TourFrom $1355 reviews
★ 5.0Private Electric Bike Tour with Lava Hike in Pāhoa8 reviews
★ 5.0Hawai’i E-Mountain Bike RideFrom $1994 reviews
★ 5.0E-Mountain Bike Tour in South Point HawaiiFrom $12513 reviews
★ 4.6Kualoa Electric Bike TourFrom $13114 reviews
★ 5.0Honolulu E-Bike Ride and Diamond Head HikeFrom $1898 reviews
★ 4.7Diamond Head E-bike Scenic RideFrom $14922 reviews
★ 4.8Volcanoes National Park E-Bike Rental and GPS AudioFrom $15916 reviews
★ 5.0Haleakala Daytime Self-Guided Express Bike Tour w/ Bike MauiFrom $1383 reviews

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