The 12 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.Sips & Secrets of Hawaii Pub Crawl

★★★★★★★★★★5.0 · 97 reviews · from $45

Walk through Waikiki with guides such as Adam, Kelly, or Maggie, stopping at four bars for a beer at each. Expect local history, Hawaiian culture, offbeat drinking spots, and a small group capped at 12 people. The crawl lasts about 2 hours and 15 minutes.

“It was a lot of fun going to pubs off the beaten path , our guide Kelly was very informative and a lot of fun , and our group was great ! I would totally recommend it .”

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5.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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6.Friday Night Catamaran Fireworks Sail with Open Bar

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

Board Holokai Catamaran from the sand at Waikiki for a one-hour Friday night sail. You’ll cruise off Honolulu’s coast with an open bar, motion sickness aid, dry storage, and views of Hilton Hawaiian Village’s fireworks. The boat holds up to 49 people and returns to the same meeting point.

“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 such as Paul, Caleb, or Jeremy for a 2.5-hour Kaka'ako bar tour on a 15-seat party bike. You will pedal between three drinking spots, choose from seats that do not require pedaling, and buy your own beer, cocktails, and food.

“what a fab night with great people and Paul the guide was amazing”

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8.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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9.Sips & Secrets of Hawaii Pub Crawl

★★★★★★★★★★5.0 · 19 reviews · from $45

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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10.Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar

★★★★★★★★★★5.0 · 9 reviews · 2 hours (approx.) · from $89

Board at Kewalo Basin Harbor at 5:30 pm for a two-hour Friday party cruise along Waikiki and Diamond Head. You get one drink ticket, a live DJ, onboard restroom, and fireworks at sea. Bennet, Ryan, Zac, and the wider crew have been praised for keeping the mood easy and festive.

“Absolute blast! Our boat fireworks adventure was way better than expected. The crew was fun, chill, and super helpful, and the price was more than fair. DJ had the 90s R&B vibes going all night, the crowd was lit, and the whole experience was nonstop fun. Highly recommend and yes, there’s even a bathroom on board!”

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11.Whale Watching Sail in Honolulu with Open Bar

★★★★★★★★★★5.0 · 9 reviews · 1 hour 30 minutes (approx.) · from $49

Join Holokai Catamaran at 3 PM for a 90-minute beach-boarding sail off Honolulu. You’ll have an open bar, views of Oahu, and a chance to spot humpback whales, dolphins, and sea turtles. Whale sightings are not guaranteed, but a repeat 3 PM sail is available in season if no whale appears.

“Amazing hospitality from the captain and the bartender, drinks were amazing and we got to see a bunch of whales.”

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12.Waikiki Ghosts Boos and Booze Haunted Pub Crawl

★★★★★★★★★★3.9 · 6 reviews · 2 hours · from $28Best value

Join US Ghost Adventures for a two-hour English-language walk through Waikiki’s bars, landmarks, and haunted locations. Meet outside Aloha Beer, bring ID, and buy your own drinks at stops such as The Beach Bar and Surf Bar Waikiki. The guide shares local ghost stories and researched history.

“Fin tur med Hyggelig guide. Selv om det bare var meg på turen, ble det en fin kveld.”

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