Bike Waikiki to Diamond Head, then hike the crater summit
3-4 Hours
Maximum guests 8 people
Lunch, Water, Snacks
Start at 7:00 am and ride hilly coastal terrain from Waikiki to Diamond Head before parking your bike for a guided hike. Along the way, you’ll pass local landmarks and learn about Hawaiian and World War I history.
Expect hilly terrain plus an 8-mile ride and a walking hike to the top of Diamond Head. Maximum group size is 8 guests.
Full refund if canceled within 24 hours of the scheduled tour.
Product ID: RQ6CQ9
Plan for hilly terrain, an 8-mile ride, and a walking hike to the top of Diamond Head.
You’ll park your bike and hike for about 45–60 minutes. The hike includes a 300-foot climb.
Wear comfortable clothing for bicycling and covered shoes that work well for cycling.
Kelly has built something special here, guiding every tour personally with an infectious enthusiasm for Honolulu that shines through in nearly every review. Travelers consistently praise his deep local knowledge, whether he's sharing historical context, introducing you to hidden neighborhood gems, or greeting seemingly everyone you pass along the way. His custom wireless speaker system means you can hear his commentary clearly while riding, and he goes above and beyond with professional touches like taking hundreds of photos and even creating post-tour videos for guests. The foodie tour gets particularly high marks for introducing visitors to authentic local spots they'd never discover independently, with generous portions at each stop. The bikes, including e-bike options, are well-maintained and suitable for various fitness levels. Kelly prioritizes safety, positioning himself strategically in traffic and ensuring everyone stays together. A couple of reviewers had trouble locating the meeting point or getting responses about bookings, so confirming details beforehand seems wise. Overall, guests frequently call this their best experience in Honolulu, with many returning for a second tour during the same trip.
Kelly gave a personized bike tour. Manoa falls was gorgeous! Kelly had a lot of local knowledge and knew the name and history of the plants and animals. He also was able to share details about the different buildings and their history. Kelly was great and I highly recommend!
Debbie Greco
July 23, 2026
Kelly gave a personized bike tour. Manoa falls was gorgeous! Kelly had a lot of local knowledge and knew the name and history of the plants and animals. He also was able to share details about the different buildings and their history. Kelly was great and I highly recommend!
Debbie Greco
July 23, 2026
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