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Diamond Head Sunset Cruises

We compared all 5 options — our verdict, the best value and who each one is really for.

4.8 5 experiences from US$ 59 ✓Free cancellation on most experiences

The verdict

Our pick
Oahu Sunset Catamaran: Diamond Head Cruise & Cocktails
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Best value
Waikiki Sunset Cruise: BYOB Boat Tour & Diamond Head Views
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Waikiki Sunset Sail: Catamaran Drinks & Diamond Head Views
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Waikiki Sunset Sail: Catamaran Drinks & Diamond Head Views★★★★★★★★★★ 4.79 (475)1h 30mYou’ll set sail right off Waikiki Beach on a bright catamaran, sipping cocktails or juice while Diamond Head comes into view across the water. With music playing and locals sharing stories, you’ll watch sunset colors shift over Oahu’s south shore before gliding back toward city lights—maybe even spotting that rare green flash if you’re lucky.Free cancellationTravelers' pickfromUS$ 70View ›
Waikiki Private Sunset Cruise & Diamond Head with Dolphins
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Waikiki Private Sunset Cruise & Diamond Head with Dolphins2hYou board a private yacht in Waikiki with a maximum of five other guests and spend the evening watching Diamond Head turn gold as the sun sets over the Pacific. The crew brings drinks and snacks, points out dolphins and sea turtles if they appear, and positions the boat so you're facing the light show. You return as the Waikiki lights come on. No crowds, no schedule pressure, no sharing the view.Is it for me?Book this if you want a sunset on the water without the crowd—the small group size and private boat mean you're not sharing the moment with dozens of other tourists, and the crew handles all the logistics so you just show up and watch the light change.Free cancellationfrom · per groupUS$ 950View ›

Frequently asked questions

Can I book with free cancellation?

Yes: 5 of the 5 options offer free cancellation, so you can book now and confirm your plans later.

Which one is the travelers' favorite?

Oahu Sunset Catamaran: Diamond Head Cruise & Cocktails is the travelers' favorite, rated 4.75 out of 5 across 931 reviews.

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