The 15 Best Sunset Cruises in Oahu

1.Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

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

Spend about two hours sailing from Kewalo Basin Harbor past Waikiki and Diamond Head on the Moana Catamaran, a Hawaii-built boat with an experienced crew. Your first premium drink is included, with more available for $8. Arrive early, bring a light sweater, and remember this is a barefoot sail.

“Crew was great. Experience was great. Some good wind made for a good sail. Even saw two whales. One breached nicely.”

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2.Three Star Deluxe Sunset Dinner Cruise and Show

★★★★★★★★★★4.5 · 1,204 reviews · 2 hours (approx.) · from $193

Sail from Honolulu’s Pier 81 on the Star of Honolulu for a sunset over Diamond Head, a five-course dinner with lobster and steak, live jazz, Hawaiian performances, and two premium drinks. The cruise lasts about two hours, or three hours on Fridays, with optional hotel pickup from select Waikiki locations.

“Most amazing experience EVERRR!! Music was Excellent!! And the food first class! The only thing is it was not clear for my Uber driver to find because it said Pier 8, and it was actually pure one. So he was gonna drop us off at the wrong place. So on your side, you should clarify the exact place or pier.”

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3.Sunset Dinner Cruise in Honolulu, Hawaii

★★★★★★★★★★4.0 · 1,023 reviews · 2 hours (approx.)

Spend about two hours offshore watching the sun set behind Waikiki and Diamond Head while the onboard chef prepares salad, short ribs or mahi-mahi, and dessert. Soda and water are included, and you may bring your own alcohol for the upper-deck tiki bar. Verify current operation before booking.

“What a beautiful view of the sunset and of Waikiki Beach. The dinner was top notch. The whole crew was friendly.”

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4.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89

Board Hawaii Nautical’s 53-foot catamaran in Honolulu for a 90-minute barefoot sunset cruise along Waikiki toward Diamond Head. You’ll receive a light bento box, two alcoholic drinks, and unlimited nonalcoholic beverages. Crew members such as Chris, Phil, and Keoni have been praised for their friendly service and wildlife tips.

“This sunset sail (with adult beverages) was the best kick-off for our Oahu vacation. Sailing turned travel stress into laid-back bliss. When we get our own catamaran, we will hire this perfect (Joey+Andrea+?) crew!!”

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

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

Spend about two hours on a 40-foot catamaran sailing from Ala Moana toward Diamond Head and Waikiki. Captain Krash, Captain Carlos, Shannon, Lucy, Holly, and other crew members have hosted this relaxed cruise, sometimes with the friendly dogs Sushi and Mona aboard. Expect sunset views, light pupus, music, and BYOB for guests over 21.

“We left on time , got a cooler to use , Had some snacks and appetizers,fruits and veggies and humus with pita chips , cheese charcuterie and crackers ready right at the beginning of the trip I enjoyed the choice of music that was themed and well picked - 80-it's , 90ies , Abba etc. Love it ! Thanknyou!”

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6.BYOB Sunset Cruise off the Waikiki Coast

★★★★★★★★★★5.0 · 694 reviews · 1 hour 30 minutes (approx.) · from $44

Cruise Oahu’s coast for about 90 minutes aboard a boat limited to 40 people. Bring sealed, non-glass drinks, use the onboard cooler and ice, and watch the sunset beside Waikiki Beach and Diamond Head. Crew members, including Captain Hollace and Tanner on some departures, provide snacks, light refreshments, local stories, and photo help.

“The crew was very friendly and accommodating. Very comfortable boat ride, it wasn’t over crowded with people so everyone had a good spot to see the sunset. This is a must do activity when visiting”

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7.Pacific Star Sunset Dinner Cruise and Show

★★★★★★★★★★4.5 · 633 reviews · 2 hours (approx.) · from $139

Sail from Pier 8 aboard the Star of Honolulu for a two-hour sunset dinner cruise with a Pacific Rim buffet, one Mai Tai, coffee, tea, and live contemporary entertainment. You’ll see Oahu’s coast from wraparound decks, while Friday sailings add an hour and fireworks. Seating, food quality, and views of the show vary by package and table.

“Perfect evening on the water. A great buffet and enterainment was provided. Enjoyed a beautiful sunset and the shore fireworks. Our server Tina was super nice.”

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8.Waikiki Sunset Cocktail Sail with Open Bar

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

Join Holokai Catamaran in Waikiki for a 90-minute sunset sail with unlimited drinks, including the Holokai Hooch, champagne, wine, Maui Brewing beer, cocktails, and soft drinks. You board barefoot through shallow tidal water, so bring a towel and wear shoes you can remove easily. Friday sails are for ages 21 and up.

“Great time! Better than expected. Captain Ryan was great as was Alec. Seas were really rough but it wasn’t a problem”

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9.Sunset Boat Cruise: Swim and Cruise Waikiki

★★★★★★★★★★4.5 · 533 reviews · 2 hours (approx.) · from $47

Spend about two hours aboard Pink Sails Waikiki’s catamaran, cruising along Waikiki Bay as the sun sets near Diamond Head. You can relax on deck, enjoy included snacks, buy drinks, and jump into the ocean during the swim stop. Crew members such as Jamie, Peter, Lexie, Brian, and Tyler have been praised for keeping the mood friendly and helping with photos.

“Great trip. Fun staff. Relaxed and friendly Great sunset. Fun swimming. Saw dolphins and turtle and sipped on great Mai tais”

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10.Waikiki Sunset Catamaran Sail and Swim

★★★★★★★★★★4.7 · 519 reviews · from $44

Join Pink Sails Waikiki for a two-hour sunset outing from Waikiki. You’ll cruise past Diamond Head, watch the shoreline light up, and usually get time to swim in the ocean before sunset. Crews have included Jamie, Alex, John, Tyler, Peter, and Ben. The boat may change with weather, repairs, or availability, so confirm what vessel is operating.

“Amazing crew and overall experience. However, it is not a sailboat.”

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11.Waikiki Glass Bottom Boat Sunset Cruise

★★★★★★★★★★4.6 · 518 reviews · 1h 30m · from $60

Sail from Honolulu aboard the 50-foot Haleiwa Queen for 90 minutes of Waikīkī views, local stories, music, and sunset light over Diamond Head. The shaded catamaran has 49 seats, a restroom, and room for your own food and drinks. Meet at slip F21 by the red Hawaii Glass Bottom Boat sign.

“The guides were great and they did fantastic job making it an enjoyable trip. The weather was a bit overcast, but I think that helped, since it was a bit cooler. We got some great tips of were to eat after too!”

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12.Waikiki Beach Sunset Sail

★★★★★★★★★★5.0 · 378 reviews · 1 hour 30 minutes (approx.) · from $70

Sail from Waikiki Beach aboard Ke Kai for about 90 minutes, with Diamond Head, Waikiki’s shoreline, sunset views, music, soft drinks, and alcoholic beverages. Crew members including Kyle, Johnny, Aiden, and Captain Justin have earned praise for friendly service. Expect a lively party-boat mood, and bring a towel or accept getting wet near the front.

“Convenient location and length of cruise! Fun crew, pleasant staff More cocktail variety needed! Mai tai ok”

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13.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 along Waikiki. You’ll have open-air or shaded seating, a full premium bar, light snacks, and clear views of Diamond Head and Honolulu. Crew members such as Clay, Captain Mark, and Captain Nick have earned warm praise for friendly service and useful local information.

“This was a great boat ride with in island are. The captain with its staff was fun - Informative and made a very good enjoyable dinks*wink *wink*. The fact we stayed extra 10 mins to really get full experience of the sunset was a plus. This must try experience.”

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14.Premier Waikiki Sunset Party Cruise with Live DJ and Full Bar

★★★★★★★★★★5.0 · 322 reviews · 2 hours (approx.) · from $72

Board a two-deck powerboat at Kewalo Basin Harbor for a two-hour sunset party cruise along Waikiki. A live DJ, LED lights, wraparound seating, bow access, full bar, and one included adult drink keep the evening moving. Expect Diamond Head views, ocean air, and a social 21-and-over crowd.

“Very important to know that the pier location is closest to the ocean so you must go all the way around to meet the boat. It is not near the entrance. Great music. Fun time. Not for those who want to just sit around”

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15.Honolulu Sunset Dinner Cruise with Friday Fireworks Show

★★★★★★★★★★4.0 · 285 reviews · 2 hours 30 minutes (approx.)

Spend about two and a half hours aboard a dinner boat off Waikiki, with sunset views, a three-course meal, Diamond Head scenery, and Friday night fireworks near Hilton Hawaiian Village. Choose beef short ribs or mahi-mahi, bring your own alcohol for the onboard mixologist, and expect shared seating with outside seating subject to capacity.

“Amazing experience and beautiful views the service and food were also amazing would definitely book again !”

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