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Oahu Catamaran Cruises

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Oahu Activities

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Affordable Afternoon Sail in Waikiki

Looking for an unforgettable experience that won’t break the bank? Join us aboard Island Magic for the Aloha Hour a scenic, one hour sail offering …More

3.7 (3)

Affordable Afternoon Sail in Waikiki

Looking for an unforgettable experience that won’t break the bank? Join us aboard Island Magic for the Aloha Hour a scenic, one hour sail offering...

1 hour • Free Cancellation
3.7 (3)
from
$30
Waikiki Sunset Cruise from Oahu

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point …More

Likely to Sell Out
Likely to Sell Out
4.8 (76)

Waikiki Sunset Cruise from Oahu

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point...

2 hours • Free Cancellation
4.8 (76)
from
$45
Waikiki Sunset Cruise from Oahu

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged underwater viewing room, you’ll have an ideal vantage point …More

Likely to Sell Out
Likely to Sell Out
4.8 (38)

Waikiki Sunset Cruise from Oahu

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged underwater viewing room, you’ll have an ideal vantage point...

2 hours • Free Cancellation
4.8 (38)
from
$45
1 Hour Waikiki Sail on Na Hoku 3 Catamaran

Join us on NA HOKU 3 for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with …More

4.7 (52)

1 Hour Waikiki Sail on Na Hoku 3 Catamaran

Join us on NA HOKU 3 for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with...

1 hour • Free Cancellation
4.7 (52)
from
$46
Waikiki Beach Glass Bottom Boat Tour

Enjoy the beauty of Oahu’s South Shore! Depart from the Kewalo Basin Harbor and head toward Lē’ahi (Diamond Head). While aboard the Haleiwa Queen, enjoy …More

4.7 (957)

Waikiki Beach Glass Bottom Boat Tour

Enjoy the beauty of Oahu’s South Shore! Depart from the Kewalo Basin Harbor and head toward Lē’ahi (Diamond Head). While aboard the Haleiwa Queen, enjoy...

1 hour • Free Cancellation
4.7 (957)
from
$46
Waikiki Glass Bottom Boat Cruise

Experience the beauty of Oʻahu South Shore as we sail toward Lēʻahi (Diamond Head) aboard the spacious Haleiwa Queen, a 50ft power catamaran, with 49 …More

4.7 (2,365)

Waikiki Glass Bottom Boat Cruise

Experience the beauty of Oʻahu South Shore as we sail toward Lēʻahi (Diamond Head) aboard the spacious Haleiwa Queen, a 50ft power catamaran, with 49...

1 hour • Free Cancellation
4.7 (2,365)
from
$46
Waikiki Beach Glass Bottom Boat Cruise

Enjoy the beauty of Oahu’s South Shore as we cruise from the Kewalo Basin Harbor toward Lē’ahi (Diamond Head). Enjoy the clear view of the …More

4.7 (332)

Waikiki Beach Glass Bottom Boat Cruise

Enjoy the beauty of Oahu’s South Shore as we cruise from the Kewalo Basin Harbor toward Lē’ahi (Diamond Head). Enjoy the clear view of the...

1 hour • Free Cancellation
4.7 (332)
from
$46
Waikiki Glass Bottom Boat Tour

Experience the beauty of Oʻahu South Shore as we sail toward Lēʻahi (Diamond Head) aboard the spacious Haleiwa Queen, a 50ft power catamaran, with 49 …More

4.5 (159)

Waikiki Glass Bottom Boat Tour

Experience the beauty of Oʻahu South Shore as we sail toward Lēʻahi (Diamond Head) aboard the spacious Haleiwa Queen, a 50ft power catamaran, with 49...

1 hour • Free Cancellation
4.5 (159)
from
$46
Sea Safari, Dolphins, Turtles and Waikiki Cruise

Experience the beauty of Oʻahu South Shore as we sail toward Lēʻahi (Diamond Head) aboard the spacious Haleiwa Queen, a 50ft power catamaran, with 49 …More

3.9 (116)

Sea Safari, Dolphins, Turtles and Waikiki Cruise

Experience the beauty of Oʻahu South Shore as we sail toward Lēʻahi (Diamond Head) aboard the spacious Haleiwa Queen, a 50ft power catamaran, with 49...

1 hour • Free Cancellation
3.9 (116)
from
$46
South Shore Open Sail from Kewalo Harbor Including Drinks

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! Our sails always have …More

4.8 (26)

South Shore Open Sail from Kewalo Harbor Including Drinks

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! Our sails always have...

1 hour 30 minutes • Free Cancellation
4.8 (26)
from
$48
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far …More

4.9 (263)

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

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far...

2 hours • Free Cancellation
4.9 (263)
from
$50
1-Hour Diamond Head Sail from Waikiki Beach on Ke Kai Catamaran

Join us for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with complimentary drinks on YELLOW …More

5.0 (81)

1-Hour Diamond Head Sail from Waikiki Beach on Ke Kai Catamaran

Join us for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with complimentary drinks on YELLOW...

1 hour • Free Cancellation
5.0 (81)
from
$53
Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

2025 Cool Hawaii TOP 10 award for WATER EXPERIENCES in the UNITED STATES including the TOP SUNSET CRUISE in the US! Join us for a …More

4.9 (988)

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

2025 Cool Hawaii TOP 10 award for WATER EXPERIENCES in the UNITED STATES including the TOP SUNSET CRUISE in the US! Join us for a...

2 hours • Free Cancellation
4.9 (988)
from
$55
Oahu Whale Watching Catamaran Sail Experience

Join an intimate whale watching adventure aboard open-deck sailing catamaran, limited to just 35 guests for a more personal experience. Every winter, humpback whales migrate …More

Likely to Sell Out
Likely to Sell Out
3.0 (1)

Oahu Whale Watching Catamaran Sail Experience

Join an intimate whale watching adventure aboard open-deck sailing catamaran, limited to just 35 guests for a more personal experience. Every winter, humpback whales migrate...

2 hours • Free Cancellation
3.0 (1)
from
$55
Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran

Step aboard Hawea, our hand-built 50′ catamaran, for a 90-minute afternoon sail that blends the laid-back spirit of Waikiki with the festive energy of happy …More

4.9 (171)

Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran

Step aboard Hawea, our hand-built 50′ catamaran, for a 90-minute afternoon sail that blends the laid-back spirit of Waikiki with the festive energy of happy...

1 hour 30 minutes • Free Cancellation
4.9 (171)
from
$55
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!

The nightly Sunset Sailing trip is a gorgeous 90-minute sail with complimentary drinks. Experience sailing, sightseeing, delicious cocktails, the beautiful Hawaiian Sunset, and perhaps if …More

4.9 (14)

Beautiful 90 Minute Catamaran Sunset Sail with Drinks!

The nightly Sunset Sailing trip is a gorgeous 90-minute sail with complimentary drinks. Experience sailing, sightseeing, delicious cocktails, the beautiful Hawaiian Sunset, and perhaps if...

1 hour 30 minutes • Free Cancellation
4.9 (14)
from
$56

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

Recent activity reviews
I would do this again!
New York City
Waikiki Sunset Cruise from Oahu
Kailee_R, Sep 2026
I would do this again!
My friend and I had a great time on this sunset cruise! The captain and crew were very friendly and helpful. They chatted with guests and made sure we all had a great time. Everything was timed very well so we enjoyed a cruise up the Waikiki coast a bit and then were stopped in a great place and in plenty of time to watch the sunset over the ocean. The included snacks and drinks were an appreciated touch as well. I would definitely recommend this cruise!
Read more
Perfect Waikiki Ocean Adventure!
New York City
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
Jeanett_C, Sep 2026
Perfect Waikiki Ocean Adventure!
You really can’t beat the price of this catamaran ride for the experience! It’s a perfect short daytime activity with an awesome, attentive crew and very affordable bar service.The views of Waikiki and Diamond Head are beautiful, and jumping off the catamaran into the pristine, crystal-blue ocean was definitely a highlight. It’s a fun, relaxing, and affordable way to enjoy the water.Highly recommend if you’re visiting Oahu!
Read more
Chilling!
New York City
Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran
Lonnie_J, Sep 2026
Chilling!
Everyone should experience this boat! Just relaxing and laid back. I’m coming back on Oct 9th with wife and we be booking it again.
Read more
Best boat tour !!!
New York City
Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran
Jordyn_L, Sep 2026
Best boat tour !!!
I can’t stress this enough BOOK THIS!! Staff was incredible and attentive . Sophia’s Drinks were delicious. She was the best . so much fun I promise won’t regret . Boat has so much space , they play good music and take request and it overall for the price was a really nice experience I encourage everyone who comes to Hawaii to tour with them truly great customer service will def be doing this again on my next trip .
Read more
Great swimming and cruise!
New York City
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
Fearless67031559153, Sep 2026
Great swimming and cruise!
We loved this cruise! Great and friendly crew. Only thing we weren't happy w was we couldn't use goggles or anything. Other than that, the boat, crew, cruise and swimming made this activity one of the favorites of our 8 day trip!
Read more
A must!
New York City
Waikiki Glass Bottom Boat Cruise
Abriana_J, Sep 2026
A must!
The two guides we had were awesome! The tour was so fun and we got to see fish, turtles dolphins and amazing scenery!
Read more
Lovely boat ride
New York City
Waikiki Glass Bottom Boat Tour
BananaRed, Sep 2026
Lovely boat ride
We really enjoyed our glass bottom boat tour. The actual boat ride was one of those simple vacation experiences that ends up being incredibly memorable. Once we were out on the water, it was relaxing and beautiful—the sun on our faces, the wind in our hair, the occasional sea spray, and the views of the ocean. It felt like pure vacation magic. The only part of the experience that could use some improvement is the check-in process. We arrived very early, actually too early to check in according to the person at the check-in desk. We waited just to the side of the check-in hut in the shade. As other passengers arrived, they naturally began forming a line behind us. However, there was no sign or clear direction indicating where the line started or how the check-in process worked, so some people simply stepped in front of us. We were the first people there to check in, and the staff knew that, but others were allowed to check in before us. As a result, we ended up being the last people to board the boat and by then all of the shaded seating areas were taken. A simple "Line Starts Here" sign or clearer instructions about where to wait would make a big difference. I also think it's important to acknowledge guests who have arrived and are already waiting, particularly when they arrived before everyone else. Fortunately, it ended up working in our favor. We got seats at the very front of the boat, and they turned out to be the best seats in the house. We had completely unobstructed views of the ocean and a wonderful breeze as we drifted along. The staff on the boat were pleasant and pointed out marine life for us to see. They also kept everyone entertained with plenty of jokes—although the "dad jokes" were a little more than we needed. The waiting area is hot, but once the boat starts moving, the breeze is perfect. And honestly, that feeling of being out on the water made the entire experience worthwhile. Our biggest tip: get to the front of the boat if you can. The views and breeze were fantastic. Overall, we loved the boat ride and would absolutely recommend it. The check-in process could use a little more organization, but once we were on the water, it was a wonderful and relaxing experience.
Read more
Booze Cruise
New York City
1 Hour Waikiki Sail on Na Hoku 3 Catamaran
Valeria_A, Sep 2026
Booze Cruise
This was an amazing experience the crew was excellent and Brandon the bartender was amazing with the special drinks the whole crew was Awesome! The view was incredible it felt like a dream.
Read more
Awesome experience
New York City
Waikiki Beach Glass Bottom Boat Tour
823karryc, Sep 2026
Awesome experience
Great experience, guides were awesome. Saw turtles and dolphins
Read more
Amazing crew and followed...
New York City
Waikiki Sunset Cruise from Oahu
Kelly_C, Sep 2026
Amazing crew and followed...
Amazing crew and followed timeline provided in booking description. Would definitely book again! Beautiful sunset and photo opportunities no matter where you sat on the boat. Lots of space to move around!
Read more
The experience was fun!...
New York City
Waikiki Glass Bottom Boat Cruise
Jay_P, Sep 2026
The experience was fun!...
The experience was fun! The hosts were great filled with knowledge, experience and humor! Would recommend!
Read more
Fun time
New York City
Waikiki Beach Glass Bottom Boat Tour
596kerric, Sep 2026
Fun time
It was a lot of fun though didn’t see much through the glass bottom parts of the boat but more in the water as we rode along :) the crew was super nice and friendly :)
Read more
Can you see
New York City
Waikiki Glass Bottom Boat Tour
881darnellm, Sep 2026
Can you see
The experience was cool just miss informed in the picture we all thought it was a see through bottom but it wasn’t but we made the best out of it overall though it was cool the guides were great
Read more
Must go
New York City
1 Hour Waikiki Sail on Na Hoku 3 Catamaran
eric_l, Sep 2026
Must go
Our crew was incredibly personal made the trip very enjoyable. I can't speak for other workers but our three were incredible especially our bartender lilia
Read more
life on the water
New York City
Waikiki Beach Glass Bottom Boat Cruise
Cindy_L, Sep 2026
life on the water
It's unpredictable what you may see. Our caption was great 👍. wonderful ride. very accommodating, including a restroom and water.
Read more
Awesome Laid-back sunset cruise
New York City
Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB
Kim_U, Sep 2026
Awesome Laid-back sunset cruise
Wonderful relaxing experience at great price! Excellent crew! Very helpful and pleasant! Surprise charcuterie snackboard! Highly recommend if your laid back.
Read more
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