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

“This was fun and we enjoyed it but definitely just go to Waikiki trolley and pay $5 better deal. I had a teen and young child with me.”

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2.Oahu: Diamond Head Hike with Roundtrip Transportation

Discover the stunning views of Waikiki and the Pacific on a self-guided Diamond Head hike with convenient roundtrip hotel transportation for a seamless morning adventure.

★ 4.3

“We had a great driver Julie, we absolutely loved her energy! The view was beautiful and the hike was very rewarding! Would highly recommend”

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5.Oahu: Diamond Head Crater Hike and North Shore Experience

Discover Oahu’s highlights with this full-day tour, including Diamond Head, North Shore beaches, local food, and a pineapple plantation—all from Waikiki.

★ 4.7

“very good tour to get to know Hawaii outside of Waikiki with a very knowledgeable guide that will explain about Hawaiian history and the main locations on the Island with plenty of stops and time as well”

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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

“Wonderful day. Loved the local insights. Kelly was an amazing guide; so accommodating. Fish tacos, bike along Waikiki beach, and views from the top of the Crater were spectacular.”

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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

“We loved our time on this tour! Ryan did an excellent job leading us through the area on our e-bikes. The ride was fun and allowed us to see a number of different areas including a few Nationally Registered Historic Homes, parts of the famous…”

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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

“The boat was beautiful and the crew was amazing the way they worked to be sure every person was having a great time. Such a good time!”

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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.

“David was a great guide. He was patient and helpful with explaining the e-bike. I loved visiting the beaches and learning about the historic parts of Honolulu. The bike ride up to Diamond Head was beautiful and not to strenuous. It was a lovely morning!…”

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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

“The hike was incredible! My husband and I did this as part of our 20-year wedding anniversary trip. The views and sunrise were stunningThe Malasadas and açaí bowls - absolutely delicious! Our driver was great and everyone was so nice. I definitely recommend!”

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12.Oahu Boat Cruise to Diamond Head

Enjoy a scenic hour on a sailing catamaran around Oahu, with stunning views of Diamond Head, marine life sightings, and complimentary drinks.

★ 4.7

“This cruise is fantastic! The captain and her crew were amazing. Very attentive, informative, helpful, and beautiful. Saw lots of dolphins and sea turtles. This cruise is the best on Waikiki!”

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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

“Captain Perry did a wonderful job! He was very accommodating to what we wanted to do and even got us some champagne for our anniversary, a very nice touch! It was nice to have a private cruise where we didn’t have to deal with a…”

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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

“It was amazing! However, too waste time when I was waiting. Because we had to wait until the other activities were finished before we could go. We were supposed to finish in 1 hour 30 minutes but it took us over 2 hours 30 minutes…”

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