Top 4 Sunset Sailing Cruises in Oahu

1.Moana’s Sunset Cocktail Sail

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $89Our pick

Set sail from Kewalo Basin Harbor for two hours along Waikiki and past Diamond Head. The Moana Catamaran offers a barefoot cruise, a premium full bar with your first drink included, and a chance to spot dolphins or humpback whales. Crew members such as Vivian help keep the mood warm and relaxed.

“The crew were very attentive and made the trip enjoyable despite the rough seas and some people suffering from sea sickness. Drinks were plentiful with a good variety.”

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2.Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

★★★★★★★★★★5.0 · 836 reviews · 2 hours (approx.) · from $44Best value

Join Oahu Catamarans for a relaxed two-hour sunset sail from Honolulu. Captains such as Krash and Carlos guide the 40-foot catamaran toward Diamond Head, while the crew serves pupus and helps with photos. Bring your own alcoholic drinks if you are 21 or older, and watch Waikiki light up after dark.

“Very relaxed experience and we were out for a long enough time. Refreshments included which was nice. Would definitely recommend!”

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3.Waikiki Sunset Cocktail Sail with Open Bar

★★★★★★★★★★4.5 · 554 reviews · 1 hour 30 minutes (approx.) · from $84

Board the Holokai Catamaran from Waikiki for a 90-minute sunset sail with unlimited drinks, including Maui Brewing beer, wine, champagne, rum punch, and the signature Holokai Hooch. Expect barefoot beach boarding, ocean views, a social crowd, and crew members such as Ryan, Chase, Kevin, Alec, Kayla, and Bridget.

“Every time I come to Hawaii I alway ensure I do this fun experience. I highly recommend it. All the staff are friendly, helpful & very hospitable. A definite 10/10 every time.”

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4.Waikiki Sunset Catamaran Cocktail Cruise

★★★★★★★★★★4.7 · 348 reviews · 1h 30m · from $99

Board the Hanu Lani at Kewalo Basin Harbor for a 90-minute sunset sail past Waikiki and Diamond Head. You get a full bar, snacks, shaded and open-air seating, restrooms, and an English-speaking crew. Arrive early for parking and bring a light layer for the trade winds.

“This was just a fantastic sunset cruise! The boat was the perfect size, the crew was amazing and the views were spectacular. The captain kept us out a little longer so we could enjoy the full sunset.”

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