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.
Cycle Haleakalā at sunrise, then coast 15 miles downhill with gear included. Air-conditioned transport, Makawao stop, self-guided pace.
Most Popular“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.”
Self-guided Haleakala downhill bike tour from 6,500 ft with full gear, roadside help, and stops in Kula, Makawao, and Paia.
“Wow 🤩 We enjoyed one of the most exciting & fun adventures ever! Our guides were Remy & Dane. They made the experience even better; informative, trustworthy, & entertaining. Worth the price.”
Bike from Haleakala toward the coast with Maui Bombers: included gear, small-group pace, Makawao lunch, snacks, and video photos.
“A highlight of our trip. So much fun! We can’t wait to come back and do it again. Gear was great - lunch was amazing! I was nervous to start but felt comfortable after the first couple of turns. We all had a blast! Matt thought of everything to make this experience fun and memorable!”
Self-guided bike down Haleakala plus upcountry towns. Gear, windbreakers, and transport included. Start in Haiku, finish back there.
“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…”
Cycle into the dark for Haleakala sunrise, then coast down Fabulous 29 switchbacks with gear, safety support, and a Haiku breakfast.
“Great opportunity to see the sunrise, understand the native plants and peoples and experience a great ride down the volcano. Hat tip to Dan, Dru and Steve for a great day that was a lot of fun.”
Paia pickup at 2:45 a.m. for a Haleakalā sunrise bike ride with transfers, helmets, water, snacks, and two thrilling descents.
“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.”
Ride 15 miles down Haleakala from 6,500 ft with Bike Maui—Kona bikes, crater views, Makawao town stops, and self-guided freedom.
“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!”
Ride Haleakala from 6500 feet to the coast on a small group bike tour. Switchbacks, Makawao stops, snacks, and expert safety.
“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…”
Downhill bike ride, catamaran sail, and snorkel time on Oahu, with possible turtles and seasonal whales and dolphins.
“This was an amazing activity! Both activities were a blast. The people leading these tours are awesome. Very interactive and engaging. I highly recommend doing this !!”
Go predawn on Haleakalā with a small group and a 5-hour downhill bike ride from 6,500 feet to near sea level.
“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…”
Self-paced downhill biking from Haleakala to Paia with Mountain Riders: helmets, water, Makawao stop, small-group thrill in 2–3 hours.
“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…”
Coast downhill through Pu'u 'Ohia rainforest, then hike to a Ko'olau waterfall with hotel pickup, rain gear, and standout Oahu views.
“Ray was our guide for the hike to the waterfalls. He was extremely knowledgeable about the island’s land masses, trees, and history. It was clear he loves his island. It was a fun but muddy hike and the waterfalls were stunning! The hike was followed by a downhill bike ride. The excursion was fun and…”
Morning guided bikes at Haleakala with sunrise and Fabulous 29 switchbacks, plus Makawao town and gear included.
“The sunrise tour and guided bike ride is a must-do for anyone who is visiting Maui. It is really early to get up to meet to drive up Haleakala but you will be richly rewarded. You need to decide on which ride you are wanting to do. I chose the guided tour because my wife…”
Oahu combo tour with a guided rainforest hike, easy downhill bike, Diamond Head sail, and Pacific reef snorkeling with turtles and dolphins.
“This was an AWESOME tour! The hike in the rainforest was so beautiful, the biking all downhill with amazing views and the snorkeling we were surrounded by fish and spotted a turtle. Our hiking guide, Michael, was incredible. Our whole family really enjoyed this tour - one of the best we have ever taken!”
E-bike from Waikiki to Manoa Falls, then hike the rainforest trail with a small-group guide, photo stops, and optional shave ice.
“Has a great time with our guide Ryan! He was very patient & answered all our questions when going over how to ride the ebikes. We were able to communicate with him through our helmets which was a wonderful surprise. I've been on many bike tours and that made the ride much safer and more…”
Both islands, and every way to see them.
