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

“Dino was our driver/guide on the blue line. Great trip with a couple of stops for photographs. He was very knowledgeable about the Island and humorous. It was a bit difficult to hear with wind noise. Bench seats facing out the windows made for a…”

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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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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

“This trip was amazing mainly due to Stephanie, our tour guide, being so magical! She was incredibly knowledgeable about the whole island, had fun movie trivia in every location, and overall made the whole experience fantastic. My husband and I agree that if there was…”

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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 experience ! It blew me away with how knowledgeable, friendly and entertaining the guide was. He did an amazing job and you could tell he was very passionate about his job!”

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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

“Ryan was excellent. Great adventure! I loved the extra stops along the way and the shaved ice stop. Ryan was very organized. Thanks for the water!”

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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

“Great staff.. Very friendly and entertaining.. The whole experience was worth every penny.. if you come to Waikiki this is a definite tour”

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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.

“Ryan was terrific!! He was very knowledgeable about stops throughout the whole excursion. It was a great sightseeing tour, and I would highly recommend it to anyone who wants to see Diamondhead in a very unique way.”

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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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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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15.Oahu: Honolulu E-Bike Ride and Diamond Head Hike

Discover Oahu’s stunning sights on a private guided e-bike tour and hike of Diamond Head, blending scenic coastal rides with a rewarding summit view.

★ 5.0

“Diamond Head e-bike tour and hike with 808eventures was fantastic and the highlight of our trip. The e bike ride included a ride along the beach and the outskirts of Waikiki Beach and up along the coast into the Diamond Head crater. We then hiked…”

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