9 Drinking Tours on Oahu Worth the Time

1.Waikiki Sunset Cocktail Sail with Open Bar

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

Set sail from Waikiki aboard Holokai Catamaran for a 90-minute sunset cruise with an open bar, including wine, champagne, beer, nonalcoholic drinks, and the signature Holokai Hooch. Expect barefoot boarding through shallow water, city and Diamond Head views, and a sociable shared-boat atmosphere. Friday departures are for ages 21 and up.

“We had the best time on this beautiful cruise! Chase was an amazing bartender, the views were stunning, the music was great- highly recommend!”

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

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

Set sail from Kewalo Basin Harbor at 5:30 pm for a roughly two-hour, 21-and-over cruise along Waikiki and Diamond Head. Expect a live DJ, LED lights, one included adult drink, a full bar for additional purchases, and wraparound seating on a two-deck powerboat. The boat can rock, and shoes are not allowed onboard.

“We had a wonderful time, the crew was very energetic & fun, the DJ (sorry forgot his name) had us dancing the entire time. The bartender Rachel was great & nice. Ryan was dancing get everybody in the mood. Zack was a great captain & I can’t remember the other crew guys name but he was also great & fun. Our entire boat was a rocking in the good way!!!”

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3.Waikiki 3pm Tradewind Sail – Open Bar Included

★★★★★★★★★★5.0 · 246 reviews · 1 hour 30 minutes (approx.) · from $53

Set sail from Waikiki at 3 pm for a roughly 90-minute ride along Oahu’s coast, passing the Diamond Head Lighthouse before returning to shore. Watch for dolphins, turtles, and winter humpback whales. The Holokai boards from the beach, where the launch point can shift with the tides. Check what drinks are included before you go.

“This was an awesome time. It was very beautiful and peaceful: I would recommend this to everyone. The boat staff was very friendly and took care of everyone. We had fun and saw gorgeous views from the ocean. I can’t wait to come back.”

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4.Sips & Secrets of Hawaii Pub Crawl

★★★★★★★★★★5.0 · 97 reviews · from $45Best value

Walk between four Waikiki bars with a small group of no more than 12, hearing stories about Hawaii’s history and culture from a guide. Guides have included Adam, Kelly, Maggie, and Mark, though assignments can vary. The happy-hour package includes four beers, one at each bar. A Dry Run option includes no prepaid drinks.

“Very fun tour, enjoyed tasting Hawaiian beer and hearing the history of so many people and places in Oahu. Definitely recommend this tour.”

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5.BYOB or Cash Bar Waikiki Sunset Cruise

★★★★★★★★★★4.6 · 95 reviews · 1h 30m · from $55

Leave Kewalo Basin for a 90-minute cruise along Waikiki’s coast, with sunset colors, Diamond Head and Honolulu lights for company. Choose a BYOB boat or a separate cash-bar option with a complimentary welcome drink. Light snacks and non-alcoholic drinks are included; crew members have included Captain Sean and Captain Kevin.

“We loved the sunset cruise. It was the perfect amount of time out on the boat. The staff were very friendly and made the evening fun. Thanks Sean, Nick and Carlos.”

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6.Friday Night Catamaran Fireworks Sail with Open Bar

★★★★★★★★★★5.0 · 56 reviews · 1 hour (approx.) · from $90

Board Holokai Catamaran barefoot from Waikiki’s sandy beach for a one-hour Friday night sail. Watch the Hilton Hawaiian Village fireworks from offshore, with all-inclusive drinks, a captain and bartender, dry storage, and motion-sickness aid. The boat returns to its starting point; no hotel transfers are included.

“The experience was super awesome! The crew was lively and the music was great! The view of the fireworks was wonderful. Everything about it was great! The drinks were delicious.”

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7.Kaka’ako Bar Tour

★★★★★★★★★★4.5 · 50 reviews · 2 hours 30 minutes (approx.)

Join a guide for a roughly 2.5-hour party bike ride through Kaka'ako, with stops at three bars or breweries and drinks available to buy. You can pedal or take one of five non-pedaling seats. The listed route names Honolulu Beerworks, Waikiki Brewing Company, and Aloha Beer Company, though other venue names also appear in the tour details, so confirm the stops before booking.

“This was so much fun. We had a great group to bike along with. We stopped at 3 places and the beer was good in each. Didn't get a chance to eat in any of the places so can't give a review there. Highly recommend this with a group of friends.”

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8.Beer Lover’s Bike Tour of Honolulu

★★★★★★★★★★4.5 · 27 reviews · 2 hours 30 minutes (approx.)

Spend about two and a half hours cycling between Honolulu Beerworks, Hana Koa Brewing Co. and Waikiki Brewing Company with a guide and music. You’ll hear about the local beer scene and Hawaiian and international street artists. Beer is purchased separately. Past guides Daniel and Aina have been praised, but you cannot request either by name.

“Nice activity. Daniel the tour guide made it nicer. He was knowledgeable w jokes. Food at one spot was horrible. Eat before u go. Just focus on beers and biking.”

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9.Sips & Secrets of Hawaii Pub Crawl

★★★★★★★★★★5.0 · 19 reviews · from $45

Join Waikiki Crawling for a two-hour, English-language pub crawl that mixes Waikiki bar visits with stories of Hawaii, from ancient tales to modern heroes. Kelly is one guide praised for lively, engaging storytelling. Choose four draft beers, one at each pub, or buy drinks as you go. You must be 21 or older with physical ID.

“This is an awesome way to spend some non-beach time in Hawaii! Perfect duration - a little over 2 hours, great guide, and yummy beers in cool spots. Highly recommend!”

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