Risk-Free Cancellations: Full refund cancellations can be made 24 hours prior to the tour date.
Pedal traditional or cruise on an E-bike along Waikīkī stunning coastline before hiking to the summit of Diamond Head. This active, feel-good tour blends biking, local history, and a rewarding climb capped by one of the most breathtaking panoramic views on the island.
Quick Local Tip: Most hikers never notice it, but Diamond Head’s trail quietly splits right after the tunnel—left is the easier, gradual loop, right is the steeper WWII-era route with the famous 99 steps and spiral staircase. The beauty is that you can mix and match: take the mellow left side up and the historic right side down for a fun, scenic loop that most visitors don’t even realize exists.
Meet your guide early at Waikīkī Beach and set out by bike while the streets and trails are still cool and quiet. Ride through historic Kapiʻolani Park and along the coast past the Waikīkī Natatorium, where Duke Kahanamoku once trained, before leaving the busiest parts of Waikīkī behind.
Continue beneath the slopes of Diamond Head, stopping at secluded stretches of coastline and elevated lookouts overlooking surfers and the Pacific. Along the way, your guide shares stories of old Honolulu, local landmarks, and the distinctive neighborhoods surrounding the crater.
Then trade your bike for hiking shoes and head inside Diamond Head Crater for the day's biggest challenge. Follow the historic trail through tunnels and former military bunkers to the 760-foot summit, where sweeping views stretch across Waikīkī, Honolulu, and Oʻahu's southeastern coastline.
After descending, climb back on the bike and finish the morning with an included local lunch—a well-earned ending after exploring Diamond Head from both the coastline and the summit.
**NOTE: This tour has a hilly terrain and includes a walking hike to the top of Diamond Head. Bike Tour Ride and Hike total, 10 Miles.
For the Diamond Head Bike to Hike tour, electric bikes (e-bikes) are available, offering pedal assistance to help participants easily manage the ride's terrain and enjoy the scenic climb. These e-bikes are equipped with various power settings, ensuring a comfortable and accessible experience for riders of all fitness levels.
Meet at the Kuhio Beach Banyan Tree, Waikiki Beach
Full refund if canceled within 24 hours of your tour departure.