• Location: Honolulu, Hawaii
  • Duration: 4 hours (approx.)
From USD $ 109.00 View price calendar

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Learn about Hawaiian history and experience the beauty of Oahu on a half-day bike tour from Waikiki. Ride to Diamond Head Crater, hike to the top of the dormant volcano, get great photo ops, and have lunch at the base of Diamond Head. You'll see local landmarks like Doris Duke's mansion, hidden beaches, panoramic ocean vistas, and more. Includes bike rental, helmet, lunch, water/sports drink, and Hawaiian snacks.


  • 4-hour bike tour with hike at Diamond Head, from Waikiki
  • Take in the scenery and landmarks while riding from Waikiki to Diamond Head
  • Switch from bike to hike to reach the top of Diamond Head
  • Get tips from the local guide for great places that you can visit on your own
  • Includes lunch, snacks, bike equipment, and entrance fees

What You Can Expect

Half-day Bike Tour and Hike to Diamond Head

Top of Diamond Head. Breathtaking views.

Meet your guide in the morning at the designated location in Waikiki Beach. Start with a safety briefing and get outfitted with your bike and helmet, then set out on your ride.

Follow your guide to Kapiolani Park and the WWI Natatorium Memorial, where native Hawaiian Duke Kahanamoku and others trained for the Olympics. Then visit a hidden green-sand beach near Diamond Head and pedal past hulking mansions.

From there, a short ascent takes you to the Diamond Head Light House Lookout. Continue to Doris Duke’s Shangri-La in the exclusive Black Point neighborhood, and pass the Hawaii Five-O TV studios.

Next, head into the Diamond Head Crater for a hike that lasts about one hour. Get great photo ops of Oahu’s south and east facing shores, and hear about the island's World War II history. After your hike, it's time to relax over a healthy lunch topped off by a Dole Whip soft serve ice cream. You tour ends in Waikiki after about four hours.

This tour is recommended for people with a good level of fitness and biking experience. Expect a bike ride that covers a total of 9-12 miles (14-19 km) with some hilly terrain. You'll also hike on foot to the top of Diamond Head.

Customer Reviews

Dori H

5 star rating: Highly Recommended February 2018

This tour was a wonderful experience. The guide, Kelly, was informative and thoughtful and really knew the area and its history. My bike handled well, and I managed the steep hills with no problems. Kelly offered a bit of narrative and tips as we headed up Diamond Head, which made the trail all the more an experience rather than just another hike. Kelly also snapped pics along the way and put together a wonderful videologue of the bike and hike. He also treats his clients to a tasty lunch at a local diner. Highly recommend.

Gordon G

5 star rating: Highly Recommended December 2017

Great day, Great Guide, Great Time, Highly Recommend Kelly!

Michael H

5 star rating: Highly Recommended October 2017

The bike and hike tour was a lot of fun and the tour guide Kelly was a lot of fun and very knowledgable. The bike portion was mixed with a lot of breaks at local spots along the way showcasing the Waikiki area and the hike Portion at Diamond Head was fun and the views were amazing. Thanks Kelly.

Chris M

5 star rating: Highly Recommended August 2017

Kelly was an amazing tour guide. Not only did he take us to different parts of the island and shared information about so many places. He took great pictures that helped us remember the entire tour. At the end of the tour, he showed us the best place for fish tacos. If you are going to take a bike tour, this should be the one you choose!


5 star rating: Highly Recommended August 2017

Kelly was amazing. This tour is a MUST. Doing a bike ride or hike on your own does compare. Kelly was knowledgeable about the area and made the ride comfortable. Please do this tour...worth every penny!

Tracy L

5 star rating: Highly Recommended July 2017

This tour is an absolute MUST on your trip to Oahu! Kelly has such a fun, kind spirit and is great for Hawaii! We loved being on the bikes and learning about all the history of the island! He also took WONDERFUL pictures of our family and made a really fun video of our trip to and up Diamond Head

Nicole S

5 star rating: Highly Recommended May 2017

I cannot tell you enough how great this experience is! You need to be in fair condition to do this, but Kelly is sooo good, don't underestimate yourself, he will get you through. We had the best time, Kelly was like part of our family we rode bikes through Waikiki, to the base of Diamond Head and then hiked up to the summit, the most amazing view you will ever experience. After the hike back down Kelly took us to a local spot for a fantastic lunch, then we finished with a scenic bike ride back to our starting point. Please if you do NOTHING else in Waikiki DO THIS! If you do not want to bike to hike, ask Kelly about his foodie tour, this guy knows the Oahu like the back of his hand. He gave us tips on restaurants, where to get the best Mai Tai, and where to find the best shopping. We loved him, and will definitely call on him when we return to the Island. I would give him 10 stars if I could!

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