Best Boozy Tours in Oahu: Our Top 14

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

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

Board the Hawaii-built Moana Catamaran at Kewalo Basin Harbor for a two-hour barefoot sunset sail past Waikiki and Diamond Head. Vivian and the crew serve a complimentary first premium drink, take photos, and watch for dolphins and humpback whales from November to May. Expect up to 47 passengers.

“The entire staff was very friendly and outgoing and welcoming. This would include Viv, and the little puppy dog Jeffrey.”

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2.Waikiki Signature Sunset Catamaran Sail

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

Cruise from Honolulu toward Diamond Head aboard Hawaii Nautical’s 53-foot catamaran. You’ll get a light bento box, two alcoholic drinks, and unlimited nonalcoholic beverages while the crew shares local marine sights. Bring a jacket, expect a barefoot boat, and look for turtles, dolphins, or seasonal whales.

“There’s so many choices for sunset cruises out there and it can be overwhelming. I’d recommend stopping right here and booking this one with Hawaii Nautical! This company had by far the nicest boat on the water when we went out. Somehow our family of 7 ended up being the only ones on the boat when we booked, but the boat was capable of carrying 80 people. The crew of Chris, Phil, and Keoni were so professional, helpful, friendly the whole time. They took us right to where some whales were surfacing and they were very informative about marine wildlife. This all inclusive sunset cruise was probably the funnest thing…”

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3.Waikiki Sunset Cocktail Sail with Open Bar

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

Sail from Waikiki for 90 minutes aboard Holokai Catamaran, with unlimited wine, champagne, Maui Brewing beer, soda, juice, and the signature Holokai Hooch. Expect a social crowd, barefoot beach boarding, Diamond Head views, and a wet, windy ride at times.

“Amazing I definitely recommend booking! Everyone here was friendly and both me and my partner had a great 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 for a 90-minute sunset sail along Waikiki. You’ll enjoy Diamond Head and Honolulu skyline views, a full premium bar, light snacks, shaded or open-air seating, and an easygoing crew. The boat can feel relaxed or party-like, depending on the group.

“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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5.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 5:30 pm Waikiki sunset cruise. A live DJ, LED lighting, wraparound seating, bow access, and a full bar keep the mood lively, while Diamond Head and the Honolulu coast provide the backdrop. This is an adults-only party boat for ages 21 and up.

“The dj music was on point! Really enjoyed the sounds played. All the staff were super friendly and really looked after their passengers! Was a beautiful scenic party bus cruise :)”

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6.Waikiki Sunset Cocktail Cruise aboard the Majestic by Atlantis

★★★★★★★★★★4.5 · 249 reviews · 1 hour 30 minutes (approx.) · from $85

Spend 90 minutes aboard the Majestic by Atlantis, a three-deck yacht sailing along Oahu’s Waikiki Coast. You’ll receive a welcome drink, enjoy panoramic views from air-conditioned or open-air decks, and purchase cocktails and snacks at the bar. The cruise returns to Aloha Tower.

“Staff was extremely friendly, the boat was in excellent condition, reasonably priced drinks, sunset was gorgeous!”

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7.Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

★★★★★★★★★★5.0 · 236 reviews · 2 hours (approx.) · from $34Best value

Leave Waikiki Beach behind for a two-hour catamaran sail to Diamond Head. You can swim in the Pacific, watch for turtles, dolphins, fish, and whales, or stay aboard with a drink. The friendly English-speaking crew serves affordable cocktails, and the boat returns to Kewalo Basin Harbor.

“Staff were amazing. The ride and view impeccable. What I enjoyed most is that it was suited for adults but also children as well. Will definitely recommend.”

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8.Waikiki Sunset and Cocktail Cruise

★★★★★★★★★★4.5 · 208 reviews · 1h 30m · from $85

Spend 90 minutes aboard Atlantis Adventures’ Majestic, sailing from Honolulu along Waikiki to Diamond Head and back. You get a welcome drink, open-air decks, air-conditioned seating, a full bar, snacks, and often live guitar music. It is a sunset cruise, not a dinner cruise.

“This was a great experience! I would definitely recommend it was really romantic to watch the sunset with a cocktail and take great pictures.”

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9.West Oahu Sunset Cocktail Cruise with Appetizers

★★★★★★★★★★4.5 · 185 reviews · 2 hours (approx.) · from $89

Spend two hours aboard the 53-foot Honi Olani catamaran from Waiʻanae Small Boat Harbor. Enjoy a full premium bar, light pupus, open-air or shaded seating, and views of Makaha Valley, Kaʻena Point, dolphins, turtles, and seasonal whales while the crew shares Hawaiian seafaring traditions.

“Great way to end our Hawaiian vacation. The captain and crew were awesome! They made sure everyone had a great time. The views were amazing. The food was quite tasty, and they had a good selection of cocktails and local beers! Boarding was fast and easy. Plenty of free parking right there at the dock. Would definitely do this sunset cruise again! Worth every penny.”

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10.Premium Waikiki Sunset Party Cruise with Live DJ

★★★★★★★★★★4.8 · 154 reviews · 2 hours · from $80

Cruise from Kewalo Basin on a two-hour powerboat party with a live DJ, purple mood lighting, wraparound seating, one included drink, and views of Diamond Head and Waikiki. You must be 21 or older, bring photo ID, and leave large bags behind.

“Highlight of our trip! Such a great time! DJ was on point had the party going literally the entire time. Definitely recommend”

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11.Friday Night Fireworks Cocktail Cruise

★★★★★★★★★★4.2 · 60 reviews · 1h 30m · from $85

Board Atlantis Adventures’ The Majestic at 177 Aloha Tower Drive for a 90-minute Friday evening cruise. You’ll get a welcome drink, Waikiki views from three levels, a full-service bar, live entertainment, and a sea-level view of the fireworks.

“We enjoyed it so much! So worth it! Will do it again every time we come to Oahu”

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12.West Oahu Sunset Cruise with Cocktails and Appetizers

★★★★★★★★★★4.5 · 32 reviews · 2 hours · from $89

Sail two hours from Wai‘anae Small Boat Harbor along O‘ahu’s west coast, with open-air and shaded seating, a full bar, light bento, and views of the Wai‘anae Mountains fading into the Pacific sunset. A Ko Olina shuttle is available.

“It was the worst sunset cruise I’ve ever been on. It said one hour from Waikiki and took us 2 hours sitting in traffic due to an accident on H1. We crept along and I called 2 or 3 times with an update. We were met by the caption yelling at us for being late. We arrived at 525 and boat set to sail at 530 pm so we were not late but planned to arrive before 5 pm. The crew never spoke to us except a new guy in training. The food was terrible and cold and we were promised two drinks a piece and were never offered another…”

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13.Sips & Secrets of Hawaii Pub Crawl

★★★★★★★★★★5.0 · 19 reviews · from $45

Join Kelly and the Waikiki Crawling team for a two-hour walk through Waikiki’s bars, with stories about Hawaiian history, four draft beers with the Beer Bundle, and a friendly group atmosphere. Choose the Dry Run option if you prefer wine, liquor, or fewer drinks.

“It was so much fun! Kelly was amazing and the history was super interesting and she made it quite engaging!”

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14.Waikiki Sunset Cocktail Cruise with Drinks and Appetizers

★★★★★★★★★★4.7 · 8 reviews · 1h 30m · from $151

Spend 90 minutes sailing south from Waikiki toward Diamond Head with a light bento-style dinner, two alcoholic drinks, and unlimited nonalcoholic beverages. Check your shoes at the kiosk, watch for the sunset green flash, and bring a jacket for the ride back.

“If you drive, park at the Marriott or the garage close to it. Everyone on staff was great. The catamaran is beautiful. The sights are amazing. We highly recommended this experience. I just can’t say enough. Thank you all.”

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