Oahu

15 Best Diamond Head Tours

The Diamond Head hikes: the crater rim trail through tunnels and old bunkers to a full-circle view of Waikiki and the south shore. Sunrise slots beat both the heat and the queue.

1.Waikiki Trolley Green Line Diamond Head Shuttle

Discover Waikiki with the Green Line Diamond Head Shuttle—an affordable, scenic, hop-on-hop-off trolley that offers easy access to iconic landmarks and local hotspots.

Most Popular★ 5.0

“Chuck our driver was amazing. Then greenline trolley was late due to horrible traffic, but Chuck's knowledge and positive energy made up for all the waiting 👏🏾 Great tour to Diamond Head”

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3.Diamond Head Hiking and Oahu Island Experience feat. North Shore

Discover Oahu’s best sights with this small-group tour featuring Diamond Head, North Shore, and more for a full day of authentic Hawaiian experiences.

★ 5.0

“Our driver, Stephanie, did a great job showing us many sights and giving us some history. The food truck area was great and delicious. We had the perfect amount of time at each stop.”

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6.Diamond Head Bike to Hike and Local Lunch

Experience Oahu’s beauty on a 4-hour bike, hike, and local lunch tour, visiting Diamond Head’s top sights with expert guides and authentic Hawaiian flavor.

★ 5.0

“This is the way to see diamond head! Our bike escort, and guide Kelly was awesome! He knows a tremendous amount of information about the island, the culture and was just a lot of fun! The bike portion was challenging, but very good. And the…”

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7.Electric Bike Ride & Diamond Head Hike Tour

Discover Oahu’s iconic Diamond Head with this private e-bike and hike tour. Enjoy stunning views, expert guides, and a flexible, fun outdoor experience.

★ 5.0

“The tour was fantastic. We had such a great time. The e-bikes were easy & a fun way of getting to Diamond Head. Ryan, our tour guide was amazing. We learnt so much from him.”

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8.1-Hour Diamond Head Sail of Waikiki Beach

Experience a 1-hour sail past Diamond Head from Waikiki Beach, enjoying stunning views, complimentary drinks, and a friendly crew. Book in advance.

★ 5.0

“It was fun, an hour was the right amount of time, crew was good. We caught a smaller group onboard, don’t know how it would be if crowded. Would do again.”

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9.Diamond Head Electric Bike Scenic Tour

Discover Oahu on an electric bike tour from Waikiki to Diamond Head, combining scenic coastal views, historical insights, and fun, eco-friendly riding.

“We had an amazing ride! Ryan was very careful to evaluate our ability prior to our ride to insure a safe trip. He was very knowledgeable about Hawaii and made sure we had all of our questions answered. I really enjoyed having helmets with built…”

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10.Oahu: Diamond Head Sunrise Hike with Acai Bowl and Malasada

Experience a stunning sunrise hike at Diamond Head, enjoy a local acai bowl and malasadas, and discover scenic views and authentic flavors on this 4-hour tour.

★ 4.4

“We were a little bit late to the gathering point at Diamond Head and the shuttle left. Lucky we found another driver of the local tour company nearby and swift special arrangement was made for us. The early pick up helped us to move fast…”

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13.Diamond Head Sunset Sail

Enjoy a private sunset sail off Oahu with stunning views of Diamond Head and Waikiki, dolphin sightings, and the freedom to bring your own drinks and snacks.

★ 4.5

“Superb sunset sail! Great crew - Perry & Sami were the best! We saw dolphins literally all around the boat! A rainbow and a stunning sunset! Perfection!”

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14.Oahu: Parasail on Maunalua Bay with Diamond Head Views

Soar over Maunalua Bay with stunning views of Diamond Head and Koolau Mountains on a 1.5-hour tandem parasailing adventure. Perfect for thrill-seekers and first-timers.

★ 4.7

“The most awesome experience we've had in the islands. Scotty and Rick eere very profesional. It was worth every penny. We highly recommend it to everyone.”

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