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Haleakala Cross Country Bike Tour

Are you a true cyclist who wants to experience the best road cycling on Maui? Our Haleakala to the Auwahi Windmills tour is exactly that, an off the beaten path road cycling adventure. We will shuttle you to the top of Haleakala Volcano so you can enjoy the world famous downhill speed before we turn off toward the Auwahi windmills to spin some gears and enjoy classic Maui cross country cycling.

Lunch is included! At the end of the tour we'll treat you to a well earned lunch at the famous Ulupalakua Grill.

We use top of the line Trek Hybrid bikes with 24 speeds and thinner tires. This makes for a much faster and smoother ride faster turns and overall more fun!

Catered to Experienced Bikers Only – You must ride often and recently. Need to know how to shift gears, handle hairpin turns, and pedal to keep up the pace. You have to be able to keep up! If you’re unsure, Click Here to Book a beginner Haleakala Downhill Bike Tour.

What to Expect

This is a 28 mile biking adventure that is downhill and uphill cross country fun! The biking begins at 6700 ft elevation on the slopes of the Haleakala Volcano. The first 15 miles is all smooth downhill.

Once in Kula, we change directions and head towards the Auwahi windmills. This 13 mile stretch is some of the best biking on the entire island. A great balance of both uphill and downhill with unmatched scenery.

Some of the uphill biking is strenuous, but the views are worth it. This is the only tour company that offers this route. After the biking, you’ll be treated to lunch at Ulupalakua Grill, which is across the street from Maui’s only winery!

Small Group Size

While the other companies will max out with 13 bikers per group. Maui Bombers only rides with 6 at the most. This means a faster and more fluid bike ride. Smaller groups are more personal, more fun, and more space in the van! We have the same 15 passenger van as the other companies, but with a max of 6, it’s like luxury.


  1. Age - Minimum Age for our Group Tour is 18 years old. Minimum Age for our Private Tour is 14 years old.
  2. Weight – Our bikes can handle up to 260 pounds.
  3. Height – Must be at least 4"11
  4. Ability – Must be experienced. You must ride often and recently. Need to know how to shift gears, handle hairpin turns, and pedal to keep up the pace.
  5. Pregnancy – Industry wide restriction. No expectant moms.


Closed Toe Sneakers are required. We provide wind breakers.

The temperature change from the beginning of the Maui bike tour to the end of the tour is about 30 degrees. Usually in the upper 50s to start and upper 80s at the end. So bring extra clothes if you want to shed. Also, bring your bathing suit if you want to cool off in the ocean at the end of the tour. Sunscreen is recommended.

Available Time



6 hours


277 Piikea Ave, Wailea, Maui, HI 96753-5256

Hotel pickup in Wailea between 7a.m. and 7:15. All other bikers will be picked up at the Kihei Safeway at 7:30 a.m. Or if more convenient for you we will pick you up at 8:00am from Paia Bay Beach Parking Lot

Cancellation Policy

Customers will receive a full refund with 24 hours notice of cancellation. Customers will also receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price.