Waikiki Sunset Sail: Catamaran Drinks & Diamond Head Views

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Free cancellationTravelers' pick

1/17

Duration1h 30m

GroupUp to 49

LanguagesEN

Mobile ticketAccepted

Waikiki sunset cruise with drinks music and Diamond Head views

You’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.

1h 30m

Step-by-step itinerary

Sunset sail from Waikiki Beach

Board Ke Kai catamaran at Waikiki Beach
Sail along Oahu's South Shore
Enjoy views of Waikiki Beach
View Diamond Head State Monument
Watch Hawaiian sunset with drinks

The Experience

I almost missed the boat—literally. My sandal strap snapped right as I hit the sand at Waikiki Beach, so I hobbled over to the Ke Kai catamaran feeling like a lopsided tourist. The crew didn’t even blink, just grinned and waved me aboard with that easygoing way people have here. There was this faint smell of salt and sunscreen in the air, and someone’s laughter carried over the water. It felt like everyone was in on some secret about how good evenings can be in Oahu.

The catamaran itself is huge—bright yellow and purple, which sounds loud but somehow fits against the gold-pink sky. We drifted out from Mamala Bay while our guide (I think his name was Kaleo?) pointed out where Diamond Head starts to rise up behind Waikiki. He told us a story about its old volcanic crater—he made it sound like it’s watching over the city or something. I grabbed a mai tai (they pour them strong) and leaned back against the rail. The ocean breeze actually felt cool for once after a sticky afternoon; my hair got that salty tangle I never manage to brush out later.

Music played—some island stuff mixed with old pop—and people started talking more as we got farther from shore. At one point, someone asked if we’d see the “green flash” at sunset; Kaleo just shrugged and said you never know, but to keep your eyes open. I tried to catch it but mostly ended up squinting into the sun, half-laughing at myself. There was this moment when everything went quiet except for waves slapping under us and a kid nearby pointing at Diamond Head with sticky fingers from pineapple juice.

I didn’t expect to feel so relaxed with strangers all around me, honestly. Maybe it was the drinks or maybe just being out there with Honolulu lighting up behind us and nothing urgent to do for 90 minutes. Even now I still think about that view—the last bit of sun catching on the crater’s edge—and how nobody seemed in a rush to head back in.

What’s included

Your evening includes sailing directly off Waikiki Beach aboard a colorful catamaran with complimentary Coronas, mai tais, rum or vodka cocktails (for adults 21+), plus soft drinks and tropical juices for everyone. The friendly local crew shares stories along Oahu’s south shore as you take in Diamond Head views before returning under city lights.

Good to know

Easy physical levelPets welcomePublic transport nearbyNot for pregnant travelersNot for back problems

Operated by ALOHA BOATS HAWAII - KE KAI AND NA HOKU 3 CATAMARANS