Top Maui Mountain Bike Tours

We met Matt and Eric in front of a closed, flooded Target on 3/23/26. Maui had been hammered by rain for two weeks with more expected during our ride. We soon found out that all the other riders had canceled and it would just be me and my wife! Offered the option to cancel, we immediately declined. Matt agreed to take us and continue as long as the roads remained safe. The four of us chatted during the ride up Haleakala to our starting point. We are experienced cyclists but Matt gave us a safety briefing anyway. Rain gear was also provided (and greatly appreciated). The bikes were solid Trek Marlins and we were also provided with MIPS helmets with flip up visors, a very nice touch! Matt definitely knows what he’s doing and I could tell he knows how to manage a group ride! The first part of the ride was great with only a misty rain and lightly wet roads. The segment was made up of some gentle turns and rolling road sections with a nice short hill climb toward the end to make sure you’re paying attention! We stuck mostly to the shoulder and inside lane for this part. After a quick break, it was time for some downhill fun! Eric followed in the chase car, staying in touch with Matt by radio. We rode center lane, cruising through many downhill switchbacks. The rain was increasing but Matt managed the pace very well, keeping us safe at all times. We then hopped in the car, were treated to delicious homemade coconut muffins, and made our way to Makawao. We were offered the opportunity to spend a bit of time in town but the rain was coming down hard and we wanted to keep riding. Matt agreed to continue as long as the roads remained safe. Again, we set out riding the shoulder / inside lane for a mile or so, after which we moved to center with Eric blocking from behind. If you’ve never bombed Maui in a hard rain, you don’t know what you’re missing! We finished this longest segment in Paia, cruising through more downhill switchbacks and ending completely drenched with huge smiles on our faces! The ride back to town wouldn’t have been complete without more amazing homemade treats, this time Passionfruit Bars! My wife and I will definitely ride with Matt again next time we’re in Maui! Maybe the sun will even come out and we’ll actually be able to see the far off landmarks Matt pointed out along the ride!

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 versus just the bike lane. The scenery is gorgeous and the third trip through the town and fields was so much fun. Major kudos to our guides for leading such a big group down safely!

Fantastic does not describe this. It was way beyond fantastic. People, remember, you’re going almost to 10,000 feet. It will be cold and windy. Dress for winter! Being from Colorado and having done winter camping before, we were prepared. But …. So sorry for the warm weather friends that did not heed the prep advice. The tour company was beyond super. We passed other tour companies on our ride and, there was some disorganization and some challenges they were facing, and we just kept on riding. Our group size was smaller than the others and I couldn’t have been more thankful for that. Our two guides were knowledgeable and friendly and so easy to get along with. I wish I had more time because I would’ve taken them out to lunch and enjoyed an afternoon with them. They were just super people!! Because our group size was smaller, we had to join with another tour company to get up to the top of the mountain for the sunrise experience. I did not expect that and at first I was a little miffed or slightly disappointed. However, the proof is in The outstanding overall experience that we had.The other tour company guides and accommodations were great. I would not of wanted to do this trip any other way. Highly highly highly recommend this tour company!!!

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 well with cool trees, birds and microclimates. Would go again!