The 6 Drinking Tours on Oahu That Earn Their Price

1.Waikiki Sunset Cocktail Sail with Open Bar

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

Join Holokai Catamaran in Waikiki for a 90-minute sunset sail with unlimited wine, champagne, Maui Brewing beer, rum punch, soda, juice, and the signature Holokai Hooch. Crew members including Ryan, Chase, Kevin, Kayla, Bridget, and Alec help keep the mood social and the drinks moving.

“I had a friend who suggested it to back in Australia. It was beautiful & better than what I had expected. Highly recommended 👍🏾😎. Everyone was approachable, helpful & easygoing.”

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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

Board Ocean and You’s two-hour sunset party cruise at Kewalo Basin Harbor. A live DJ, LED lights, wraparound seating, bow access, and a full bar set the mood as you cruise past Diamond Head and Waikiki. You must be 21 or older, and shoes stay ashore.

“This cruise was so much fun!! Shout out to Rachael the bartender for holding it down. The DJ was AMAZING and the staff top notch. I cannot recommend this cruise enough. It’s definitely a party cruise so if you are looking for something more chill this is not for you! If you get seasick bring some anti nausea meds because it’s a smaller boat that does rock a bit.”

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3.Waikiki 3pm Tradewind Sail – Open Bar Included

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

Spend about 90 minutes sailing from Waikiki aboard the Holokai catamaran. You’ll ride the afternoon tradewinds toward Diamond Head Lighthouse, watch for turtles, dolphins, and seasonal humpback whales, and enjoy a friendly crew. The boat carries up to 49 people, with drinks handled through a cash-only bar.

“This was nothing more than a booze cruise. The captain/driver was clearly not looking for whales. He was busy chatting. I understand that whales are fickle and that you cannot count on them. He clearly didn't care or make it look like he was trying. Don't bother with this group. They did honor the no what try again policy. Not Not Not worth the money.”

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4.BYOB or Cash Bar Waikiki Sunset Cruise

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

Set out from Kewalo Basin for a 90-minute Waikiki sunset cruise with views of Diamond Head, Honolulu’s shoreline, and evening city lights. Choose a BYOB boat or a separate cash-bar option with a welcome beverage. Captain Sean, Kevin, Nick, and Carlos are among the crew members praised for their friendly hosting.

“Definitely worth the money! My friends get nauseous on Catamaran’s so this was a great option. They have seating at the front/back/ middle and upper deck which made it amazing for photos & views. Staff was extremely friendly”

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5.Beer Lover’s Bike Tour of Honolulu

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

Join Paradise Pedals for a 2.5-hour private bike tour from Queen Street to Honolulu Beerworks, Hana Koa Brewing Co., and Waikiki Brewing Company. You’ll pedal with music, hear about local and international street art, and buy your own beer at each stop. Guides may include Daniel or Aina.

“It was great all the places we stop where very good it was very fun experience , we where doing this with our daughter on her birthday and she had a blast”

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6.Sips & Secrets of Hawaii Pub Crawl

★★★★★★★★★★5.0 · 19 reviews · from $45Best value

Meet your English-speaking guide at Fort DeRussy, then walk between Waikiki pubs while hearing stories from ancient Hawaii to modern heroes. Kelly and Jarnia are among the guides associated with the tour. Choose four included draft beers or buy wine, liquor, or fewer drinks yourself.

“Kelly was so informative and beautifully animated to make this tour such a joy! Really enjoyed the authenticity of the places visited. A touch of Hawaii we’d never see otherwise 😃”

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