Page 16) Things to Do in Oahu in 2026 – Tours & Activities | HawaiiActivities.com

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Oahu

All Reviews for Casual Cruises

Overall rating

4.67

2303 Reviews
Waikiki Sunset Cocktail Sail with Open Bar Included - Holokai Catamaran
Best way to view the sunset
Activity Date: 2022/09/07 | Posted on: 2022/09/12

The Holokai Sunset Sail was awesome! The vibes were great and the music wasn’t too loud. We sailed out quite a distance and enjoyed our cocktails and other beverages. I highly recommend Holokai!

Packages: [2023] Sunset Cocktail Sail
Attended as: Couples
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Waikiki Sunset Cocktail Sail with Open Bar Included - Holokai Catamaran
Catamaran Cruise
Activity Date: 2022/09/07 | Posted on: 2022/09/09

It’s been our third time enjoying this excursion. Staff is always friendly and comical. Great to be out in the fresh air and see the beautiful sunset.
What better way to enjoy the waters of Hawaii!
We highly recommend Holokai!

Packages: [2023] Sunset Cocktail Sail
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Pink Sails Waikiki 2-Hour Sunset Cruise Swim & Splash Adventure with Cash Bar & Snacks
Great crew and beautiful views of Waikiki and Diamond Head
Activity Date: 2022/09/06 | Posted on: 2022/09/08

Great 2hr experience with about half an hour of swimming out in the ocean included. Also sailed with spinnaker open and friendly crew! Not overcrowded and quality drinks aboard

Packages: Sunset Cruise & Ocean Swim Package
Attended as: Families
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90-Min Waikiki Beach Sunset Cocktail Sail Cruise with FREE Drinks Included - Ke Kai Catamaran
So much fun!
Activity Date: 2022/08/10 | Posted on: 2022/09/03

Crew was great, drinks were delicious, music made you want to get up and dance!

Attended as: Friends
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Pink Sails Waikiki 2-Hour Sunset Cruise Swim & Splash Adventure with Cash Bar & Snacks
Best cruise ever!
Activity Date: 2022/08/09 | Posted on: 2022/09/03

Our sunset cruise was our favorite experience while in Hawaii! Our crew was the absolute best! They were so fun and personable. Would 100% do this again…provided we get the same crew and would recommend it to anyone. Mike, Jesse and Alexio made sure everyone on board was safe while enjoying their time. My family and I cannot say enough positive things about this cruise. We even printed the photo and have it in a frame at home.

Packages: Sunset Cruise & Ocean Swim Package
Attended as: Families
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90-Min Waikiki Beach Sunset Cocktail Sail Cruise with FREE Drinks Included - Ke Kai Catamaran
Couldn’t have asked for a better crew and sunset sail!!
Activity Date: 2022/08/30 | Posted on: 2022/09/01

Everybody was so sweet and friendly, very charismatic and funny too. The Maitais were so SO good, not too strong not too watered down. Beautiful views and easy check in. We were a party of four and one of ours had to use the restroom downstairs and he said it was clean and well maintenance. The sail itself was amazing I was able to get good pictures of Diamond head as well.

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90-Min Waikiki Beach Sunset Cocktail Sail Cruise with FREE Drinks Included - Ke Kai Catamaran
Love this boat!!
Activity Date: 2022/08/30 | Posted on: 2022/09/01
Kdb

I do this boat everytime I come to town!! Such a great and kind crew!!!

Drinks are good and it’s a ton of fun! Wonderful way to see the sunset and view of Waikiki

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90-Min Waikiki Beach Sunset Cocktail Sail Cruise with FREE Drinks Included - Ke Kai Catamaran
You should do it
Activity Date: 2022/08/29 | Posted on: 2022/08/31

My family had a great time! The staff was so friendly and the ride was beautiful!

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サンセットセーリング マイタイ・カタマラン号 ビールやシャンパン、カクテルなどオープンバーで飲み放題!金曜日限定の花火観賞プランあり<シェラトン・ワイキキ発>
It felt good.
気持ちよかった
Activity Date: 2022/08/24 | Posted on: 2022/08/30
kco

It was my first sunset cruising experience. I had previously been on a dinner cruise, and since my husband had never been on one, I was thinking of doing a dinner cruise again. However, we decided to try the sunset cruise instead, so we quickly made a reservation.

After checking in, we boarded the ship at the scheduled time. Aside from us, everyone else was foreign tourists, but everyone was enjoying themselves, toasting with Mai Tais as we set sail. The view of Waikiki Beach and the opposite side of Diamond Head from the sea was fantastic, as well as the mountains we saw from the activities we experienced during the day. Of course, the setting sun was beautiful.

The background music was from my husband's youth, which also became a wonderful memory.

初めてのサンセットクルージング。
以前ディナークルーズに乗ったことはあり、今回も主人が乗った事がなかったのでディナークルーズにしようと思っていました。
ですが、サンセットクルーズに乗ってみようという事で、早速申し込みました。

受付を済ませ時間になり乗船。
私達以外は外国の方ばかりでしたが、皆さんそれぞれ楽しみ、マイタイで乾杯しながら出港。
海側から見るワイキキビーチ、ダイヤモンドヘッドの反対側。そして昼間体験したアクティビティから見えた山など、すごく良かったです。
もちろん沈みゆく太陽、綺麗でした。

BGMも主人の青春時代の曲で、それも良い思い出になりました。

Packages: サンセットセーリング
Attended as: Couples
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90-Min Waikiki Beach Sunset Cocktail Sail Cruise with FREE Drinks Included - Ke Kai Catamaran
Awesome time
Activity Date: 2022/08/18 | Posted on: 2022/08/28

Great value, the three staff members were helpful in promptly refilling drinks when they saw empty cups. Also gave my wife and I unlimited mai tai's, probably for everyone else on the catamaran too. Ride was bumpy at times but we didn't get sea sick. Music choice was also perfect the entire way though. They take great pictures of you as well.

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Waikiki Sunset Cocktail Sail with Open Bar Included - Holokai Catamaran
Fun Girls Night
Activity Date: 2022/08/04 | Posted on: 2022/08/28

My friends and I had such a good time on this catamaran sunset tour! Will definitely use them again!!

Packages: [2023] Sunset Cocktail Sail
Attended as: Friends
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90-Minute Waikiki Beach Sunset Sail & Cocktail Cruise - Hawea Rainbow Catamaran
Amazing
Activity Date: 2022/08/05 | Posted on: 2022/08/27

Such a great experience and we will definitely book again!

Packages: Standard Package - Until Sep 15th
Attended as: Friends
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サンセットセーリング マイタイ・カタマラン号 ビールやシャンパン、カクテルなどオープンバーで飲み放題!金曜日限定の花火観賞プランあり<シェラトン・ワイキキ発>
As rumored, it was amazing.
噂通り、最高でした。
Activity Date: 2022/08/02 | Posted on: 2022/08/27

This was my first time boarding the "Catamaran" with my wife and our 25-year-old daughter. To put it mildly, it was "the best." Every time I walk along Waikiki Beach in Hawaii, which I have visited many times, I would see the "Mai Tai Catamaran" but would pass by without paying much attention. When a friend who is well-versed in Hawaii asked me, "Have you ever been on the Catamaran?" and I replied, "I know about it, but I haven't," he exclaimed, "What are you doing in Hawaii? You can't start your Hawaii experience without riding the Catamaran! It would be pointless to go to Hawaii!" I thought he was being a bit dramatic, but his enthusiasm piqued my interest, and I attempted to board once, but that year (2019, before the pandemic), it was fully booked every day. I resolved that the next time I went to Hawaii, I would definitely ride the Catamaran, and I made my reservation around the same time I booked my flight tickets.

On the day of my reservation in early August 2022, we went to the check-in area on the beach in front of the Sheraton at the designated time, confirmed our reservation with the voucher, and then walked barefoot along the shoreline to board the "Catamaran," being careful not to bring sand onto the boat. Two capable crew members skillfully prepared for departure, and as the boat smoothly pulled away from the beach and floated into the sea, an extraordinary feeling and excitement washed over me. I understood what my friend meant. The Catamaran proceeded slowly offshore, paying attention to the surfers near the beach, and after a while, it raised its sails and picked up speed. I was moved by the view of Waikiki and Diamond Head from the ocean, a perspective I had never seen before. The crew announced that drinks were ready, and we toasted as a family on board. The blue sea, blue sky, the scent of Hawaii, the sound of the ocean breeze, upbeat background music, and the sound of the sails fluttering all combined to create an indescribably exquisite moment that my vocabulary cannot capture.

After a while, we were delighted to see dolphins playing alongside the Catamaran. As the sun approached the horizon, I felt a twinge of regret as the boat drew closer to the beach. The cruise ended as we returned to Waikiki Beach around sunset. If I have the opportunity to go to Hawaii again, I will definitely board the Catamaran. I apologize for the writing style resembling that of an elementary school student.

今回初めて、私、妻、25歳の娘の家族3名で「カタマラン号」に乗船しました。控えめに申し上げても「最高」でした。幾度となく訪れているハワイ、ワイキキビーチを散歩するたび毎回のように見掛けていた「マイタイ・カタマラン号」、あまり気も留めずに船の前を素通りしていました。ハワイ通の友人から「カタマラン号に乗った事ある?」と尋ねられ「知っているけど無い」と答えると、「何しにハワイに行ってるの!カタマラン号に乗らないとハワイは始まらないよ!ハワイに行った意味がないよ!」と友人、まぁまぁ大袈裟な話と思っていましたが、やけに熱く語っていたのが気になり一度乗船を試みるのですが、その年(コロナ禍前の2019年)は連日予約完売で乗船出来ずでした。次回ハワイに行く事ができれば、絶対にカタマラン号に乗る!と決意し、今回は航空券の予約とほぼ同時期に予約をしました。

2022年8月上旬予約当日、集合時刻にシェラトン前のビーチにある受付に行き
バウチャーで予約確認、その後、砂浜に乗り上げた形で留っている「カタマラン号」へ裸足で波打ち際を歩き船に砂を載せないよう注意深く乗船します。2人の頼もしい操船スタッフが手際よく出航させるのですが、船が砂浜から「すーっ」と離れ船が完全に海に「ふわー」と浮いた瞬間から非日常的な感覚とワクワク感が襲ってきます。これがハワイ通の友人が言っていた事なのかと納得。カタマラ号はビーチ付近のサーファー達に気を配りながらゆっくりと沖合へ進み、しばらくすると帆を上げスピードアップ、ワイキキの街並みやダイヤモンドヘッドを今まで見ていた逆の目線、海からの景色に感動します。操船スタッフからドリンクが用意できていますとアナウンス、そして船上で家族で乾杯。青色の海、青色の空、ハワイの香り、潮風の音、アップテンポなBGM、帆がなびく音、それぞれが相まって私の語彙力では表現出来ない何とも言えない極上の時間です。
暫くするとイルカ達がカタマラン号と一緒に遊ぶ姿を見せてくれました。
太陽が水平線近づき、次第に船が沖合からビーチが近くになるのが残念に思えます。サンセット、日没と同時ぐらいにワイキキビーチへ戻りカタマラン号のクルーズは終わりとなります。次回またハワイに行く事が出来れば必ずカタマラン号に乗船します。
以上、小学生の作文の様な文章で申し訳ありません。

Packages: サンセットセーリング
Attended as: Families
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90-Min Waikiki Beach Sunset Cocktail Sail Cruise with FREE Drinks Included - Ke Kai Catamaran
Highlight of our vacation
Activity Date: 2022/08/03 | Posted on: 2022/08/27

We had a blast on the sunset booze cruise. The crew was so fun and made the cruise so much fun. Definitely a highlight of our trip!

Attended as: Couples
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90-Minute Waikiki Beach Sunset Sail & Cocktail Cruise - Hawea Rainbow Catamaran
We love M & M (Mitchell & Mason)!!
Activity Date: 2022/08/23 | Posted on: 2022/08/25

If you’re thinking about doing this cruise, don’t think about it, just do it!!! We had such amazing time and their hospitality was off the charts! They went above and beyond! The views were awesome and to top it off, you can bring your own food and drinks!

Packages: Standard Package - Until Sep 15th
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Waikiki Sunset Cocktail Sail with Open Bar Included - Holokai Catamaran
Amazing
Activity Date: 2022/08/22 | Posted on: 2022/08/24

Great drinks, great views, great company. We absolutely loved it. Lasting memories were made. 10/10 would go again and would recommend.

Packages: [2023] Sunset Cocktail Sail
Attended as: Friends
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Pink Sails Waikiki 2-Hour Sunset Cruise Swim & Splash Adventure with Cash Bar & Snacks
Good
Activity Date: 2022/08/21 | Posted on: 2022/08/23

It was awesome experience!But ladies room is not clean and stinky and lock is broken, and different selections in alcohol which they advised in their website.

Packages: Sunset Cruise & Ocean Swim Package
Attended as: Couples
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サンセットセーリング マイタイ・カタマラン号 ビールやシャンパン、カクテルなどオープンバーで飲み放題!金曜日限定の花火観賞プランあり<シェラトン・ワイキキ発>
It was amazing!
最高でした!
Activity Date: 2022/08/18 | Posted on: 2022/08/23

After three years, I participated in a sunset cruise on a catamaran in Hawaii. It was so much fun. Seeing Waikiki and Diamond Head from the sea, the sunset, and the sky turning pink afterward was breathtaking. There was a rainbow over Waikiki. We laughed out loud while getting splashed by the waves, and we even started singing together. It was a truly enjoyable time.

Since you might get wet, it's best to wear clothes that can get wet and keep your valuables in a waterproof bag. There was storage available, but there's a chance of getting splashed by the waves.

I definitely plan to participate again on my next trip to Hawaii.

3年ぶりのハワイで
カタマランでのサンセットクルーズに参加しました。
とにかく楽しかった。
海から見るワイキキやダイヤモンドヘッド、
サンセットとそのあとにピンクに染まる空。
ワイキキにかかる虹。
波しぶきを浴びて大笑いしたり、大合唱が始まったり、
とても楽しい時間でした。

濡れる可能性があるので参加には濡れていい服で、
貴重品は防水バッグに入れておくといいですね。
収納場所がありましたが波を受ける可能性もあるので。

次回のハワイでも絶対参加しようと思います。

Packages: サンセットセーリング
Attended as: Couples
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90-Minute Waikiki Beach Sunset Sail & Cocktail Cruise - Hawea Rainbow Catamaran
Great crew and amazing experience
Activity Date: 2022/08/20 | Posted on: 2022/08/22

Great experience. Very punctual, competent , friendly and attentive crew.
Smooth sailing, great ambiance and very relaxing. Felt safe. The views are amazing.
Highly recommend.

Packages: Standard Package - Until Sep 15th
Attended as: Families
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Waikiki Sunset Cocktail Sail with Open Bar Included - Holokai Catamaran
The best sunset cruise in Waikiki!
Activity Date: 2022/08/20 | Posted on: 2022/08/22

We have been on at least five catamarans that offer Sunset Sails,and Holokai is our favorite. The Captain is super accommodating with an amazing bartender who manages to stay balanced serving drinks! We will be back in October for another awesome sailing adventure!

Packages: [2023] Sunset Cocktail Sail
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90-Min Waikiki Beach Sunset Cocktail Sail Cruise with FREE Drinks Included - Ke Kai Catamaran
Great Cruise
Activity Date: 2022/08/19 | Posted on: 2022/08/21

I had an amazing time on the Sunset Cruise. The Captain and staff were awesome. Those Maitais were delicious. I loved the cruise and the booze so much that I went on the Fireworks cruise right after. Met some amazing people which I believe will turn into great friendships. If you’re in Hawaii and looking for a nice evening activity check out Manu Kai Catamaran Waikiki activities. You will not be disappointed!

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サンセットセーリング マイタイ・カタマラン号 ビールやシャンパン、カクテルなどオープンバーで飲み放題!金曜日限定の花火観賞プランあり<シェラトン・ワイキキ発>
Seeing the DH from above the sea is amazing again!
海の上から見るDHがまた最高ですね
Activity Date: 2022/08/10 | Posted on: 2022/08/17

My first sunset cruising!
I participated with excitement.
Sailing with both Japanese and foreigners is also a lot of fun.
The view of Diamond Head from the venue is absolutely stunning.
The sunset is beautiful, and it's definitely worth participating in!!

初めてのサンセットクルージング!
わくわくしながらの参加でした。
日本人、外国人入り交じってのセイリングもまた楽しいものです。
会場から眺めるダイヤモンドヘッドは、また最高の眺めですね。
サンセットも綺麗でこれは参加する価値ありです!!

Packages: サンセットセーリング
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90-Min Waikiki Beach Sunset Cocktail Sail Cruise with FREE Drinks Included - Ke Kai Catamaran
Loved it!
Activity Date: 2022/08/14 | Posted on: 2022/08/16

We had a great time on this boat tour! The staff is nice and the atmosphere was great.

Attended as: Friends
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2-Hour Moana Sailing Waikiki Sunset Cruise with Drink Included
So nice we did it twice
Activity Date: 2022/08/13 | Posted on: 2022/08/15

If you’re in Hawaii and you don’t do this cruise, then you’re missing out!! Such a perfect event to end the evening. So relaxing, the staff was awesome, and the boat was amazing. We end up doing it again.

Packages: Standard Package
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90-Minute Waikiki Beach Sunset Sail & Cocktail Cruise - Hawea Rainbow Catamaran
Awesome crew & awesome trip
Activity Date: 2022/07/19 | Posted on: 2022/08/13

It was such a good tour..the crew are such an experts and also funny. They've made us feel safe throughout the sailing. I will definitely recommend this to all my friends & family.

Packages: Standard Package - Until Sep 15th
Attended as: Families
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サンセットセーリング ワイキキ沖で夕日を堪能!ご希望でサンセットタイムのスイミングも! <ワイキキ発>
The view of Diamond Head from the sea is amazing!
海から眺めるダイヤモンドヘッドは最高!
Activity Date: 2022/08/10 | Posted on: 2022/08/13

The meeting place was a bit unsettling without a large landmark (across from Prince Waikiki Hotel), but as soon as we boarded, we were greeted by the captain. The staff was friendly, which put us at ease. There were no other Japanese participants besides us; the group was filled with tourists from various countries, giving it a truly international feel.

The view of Waikiki Beach from the sea was fantastic, showcasing the familiar luxury hotels and the full panorama of Diamond Head. It was a lucky moment when a sea turtle popped its head up near the boat. We also had the opportunity to stop the boat and dive into the water to swim. The slowly setting sun and the changing colors of the sky over time were truly beautiful.

集合場所は大きな目印もなく少々不安でしたが(プリンスワイキキホテル斜め向かいのハーバー)、乗船してすぐに船長。スタッフがフレンドリーで安心しました。参加者は私たち以外に日本人はおらず各国の観光客で外国感満載。
海から眺めるワイキキビーチはおなじみの高級ホテル群、ダイヤモンドヘッドの全景が見れて最高でした。ボートのそばにウミガメが顔を出してくれたのもラッキーでした。途中ボートを停泊して、海にダイブして泳ぐことも抱きました。ゆっくり沈む夕日、時間とともに変化する空の色も本当にきれいでした。

Attended as: Couples
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Waikiki Sunset Cocktail Sail with Open Bar Included - Holokai Catamaran
Incredible experience
Activity Date: 2022/08/11 | Posted on: 2022/08/13

Incredible views and fantastic crew! Highly recommend

Packages: [2023] Sunset Cocktail Sail
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90-Min Waikiki Beach Sunset Cocktail Sail Cruise with FREE Drinks Included - Ke Kai Catamaran
Manu Kai Catamaran Sunset Sail
Activity Date: 2022/07/12 | Posted on: 2022/08/07

The crew was very kind and the trip was amazing. Perfect view of Waikiki, the people surfing and doing other activities, Diamond Head and the sunset. If I go back to Hawaii I would book again the trip.

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2-Hour Moana Sailing Waikiki Sunset Cruise with Drink Included
2 thumbs up
Activity Date: 2022/07/16 | Posted on: 2022/08/07

We chose the sunset cruise. Upon arrival we were a bit concerned about the surf as it was pretty rough for this time of the year. I asked the captain about it, and he said they would have no issue. We left the harbor, and the waves were pretty good size. The boat cut through them with no issues. The boat is a good size, about 35' x 55', and we were able to get up and walk around and take some great pictures. We took our own cocktails, and the crew had an ice chest to store them. The crew was very friendly, and the cruise was very relaxing. it was the best money spent while on our vacation.

Packages: Standard Package
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90-Minute Waikiki Beach Sunset Sail & Cocktail Cruise - Hawea Rainbow Catamaran
Love the BYOB cruise
Activity Date: 2022/07/27 | Posted on: 2022/08/01
Deb

Enjoyable evening, perfect sunset!
Loved cruising towards Diamond Head and seeing Waikiki upon arrival! I will definitely book this BYOB cruise again!!

Packages: Standard Package - Until Sep 15th
Attended as: Friends
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Things to Do in Oahu in 2026 – Tours & Activities | HawaiiActivities.com
Experience the spirit of aloha as you cruise along Hawaii’s stunning coastline. No Hawaiian vacation is complete without a sunset cruise, and the best way to enjoy it is on a boat that truly captures the aloha vibe and local charm. We’ve picked some of the most popular sunset cruises to help you fully soak in the Hawaiian atmosphere. These cruises are all about relaxing, enjoying great music, sipping on drinks, and letting the laid-back island vibes wash over you.