Oahu Sunset Sail from Kewalo Harbor with Free Drinks

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.

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.

Information

Lasts 1h 30m, runs every day at 17:30, from US$ 61.50 per person, with a live guide in English and with free cancellation up to 24 h before.

Days and timesEvery dayDeparts at 17:30

GroupUp to 49

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Book up to2h before

AgesAdult (21 and older) · Child (under 21)

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated yesterday

Good to know

Low physical effortPets welcomePublic transport nearbyNot recommended during pregnancyNot recommended with 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.

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Top questions

Can children come?

Yes. Ticket types: Child (under 21).

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

Do I need to be 21 to go on the sunset sail?

No. All ages are welcome and can attend. You must be 21 with a valid ID to drink alcohol. Non-drinkers get complimentary soft drinks, juice, and water.

Where does the boat depart from?

Kewalo Basin Harbor, not Waikiki Beach. The sail goes from Kaka'ako Waterfront toward Waikiki with Diamond Head in view the entire way.

How long is the sunset sail?

Ninety minutes total, from departure to return to Kewalo Basin.

What drinks are included?

For adults 21+: Pacifico and Modelo beer, mai tais, rum, vodka, gin, and whiskey cocktails. For all ages: Coke, Diet Coke, 7-Up, ginger ale, water, passion orange juice, and pineapple juice.

Do I need to check in early?

Yes. You must check in a minimum of thirty minutes before your scheduled departure time. Failure to check in on time can result in loss of your reservation.

Will I get wet on this sail?

Yes. During regular sailing conditions, guests are likely to get wet from the waves. Bring a change of clothes or a towel.