Oahu Sunset Sail from Kewalo Harbor with Free Drinks

★★★★★★★★★★ 4.85 (214 reviews) 91% rated it 5 stars

Free cancellationTravelers' pick

1/19

Duration1h 30m

GroupUp to 49

LanguagesEN

Mobile ticketAccepted

Ninety Minutes, One Big Yellow Boat, and Nobody Paying for Drinks

You board a catamaran at Kewalo Basin Harbor and sail toward Diamond Head for ninety minutes with complimentary beer, cocktails, and soft drinks included. Expect to get wet from the waves and a party-focused crew; all ages are welcome, though the atmosphere is bar-motivated. Check in thirty minutes early or lose your reservation.

1h 30m

Step-by-step itinerary

Sunset sail from Kewalo Harbor

Check in 30 minutes early
Board big yellow catamaran
Sail from Kaka'ako to Waikiki
Enjoy views of Diamond Head
Experience south shore sailing
Enjoy complimentary drinks and music

The Experience

The boat is already rocking when you step aboard—and you realize pretty fast that "hilarious crew" is not marketing speak. Ninety minutes on Oahu's south shore means you're sailing from Kewalo Basin straight toward Diamond Head, the catamaran cutting through rolling waves while the sun drops toward the water. The drinks start flowing the moment you leave the harbor: Pacifico, Modelo, mai tais, rum and gin cocktails if you're 21 with a valid ID, or soft drinks, juice, water if you're not. Nobody's ordering at a bar, nobody's waiting for a server. It just shows up in your hand while the boat tilts and the crew cracks jokes over the music.

The thing about a sunset sail from Kewalo Harbor is that you're not watching Waikiki from the beach—you're watching it from the water, which changes everything. Diamond Head stays in view the whole way, and the south shore swells keep things moving. The crew knows the boat will splash you; they're counting on it. This is not a gentle float. If you're traveling with kids, they're welcome, but the atmosphere leans toward the party side of things, so that's worth knowing before you book. Everyone needs their own ticket regardless of age—no lap infants—and you have to check in thirty minutes before departure or you lose your spot. No exceptions, no rebooking.

The sail runs rain or shine, which means you might be out there in a downpour, but that's also what keeps it real. You're on the water in Hawaii at sunset with a drink in your hand and a crew that's having as much fun as you are. The whole thing is ninety minutes, which sounds short until you're out there and realize it's exactly the right length—long enough to feel like you've actually sailed, short enough that you're not exhausted by the time you're back at Kewalo Basin.

What’s included

Ninety-minute catamaran sail from Kewalo Basin Harbor along Oahu's south shore with Diamond Head views throughout.
All complimentary beverages included: beer, cocktails, soft drinks, juices, and water.
Good music and a crew that keeps things lively the whole way.

Good to know

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

Operated by Na Hoku II Catamaran

Is this one for you?Right for travelers who want a sunset on the water without the sit-down dinner price tag and don't mind a wet, party-focused vibe. The ninety-minute window and included drinks mean you're not spending the evening at a bar—you're on the boat, and that's the whole point.