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

“Directions for n where to catch the trolley from the Hale Koa were a bit confusing. That trolley stop is down on the right on Kalia road. It is not the bus stop between Hilton and Hale Koa. Besides that it is a nice trolley!…”

Check Availability →Read our full review →

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

“Was awesome! Great way to squeeze in diamond head hike without paying for separate transportation. Stephanie our guide was awesome! Was easy going and took us to many stops not on the itinerary. We were never rushed for photos, got lots of good recommendations and…”

Check Availability →Read our full review →

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

“We had an amazing time on our tour. Well worth the money spent. I would recommend this tour to anyone wanting to see the island. Our tour guy was amazing (little Vietnamese guy) we can’t remember his name. Gave us so many recommendations and each…”

Check Availability →Read our full review →

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

“Kelly is hands down the best tour guide I’ve ever had. He possesses a wealth of knowledge on the area, having lived in Hawaii for more than 40 years. He is thoughtful, kind, and a great conversationalist. He made a lengthy tour feel like hanging…”

Check Availability →Read our full review →

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

“Excellent tour!! Couldn’t have asked for a better way to explore Diamond Head. Ryan, our tour guide went out of his way to make sure we had a great time!! Definitely a must do activity in Oahu!!”

Check Availability →Read our full review →

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

“I really like the experience and the views where amazing the servers were really nice and polite. The captain was awesome everything was great I would 100% recommend my friends and family to go on the trip.”

Check Availability →Read our full review →

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…”

Check Availability →Read our full review →

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

“Fabulous crew and beautiful scenery! We were welcomed and taken care of from beginning to end. Tai and Perry were wonderful captains.”

Check Availability →Read our full review →

More Diamond Head Tours