Oahu Cruises, Sailing & Water Tours

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Oahu Activities

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Mermaid Video shoot and Snorkel Adventure
4.7 (20)

Mermaid Video shoot and Snorkel Adventure

Aloha! Have you ever wondered what it’s like to be a mermaid? Here is your opportunity! Come Try Snorkeling plus your very own Mermaid Swimming...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.7 (20)
from
$99
Sunset Catamaran Cruise on Oahu's North Shore
Likely to Sell Out
Likely to Sell Out
4.7 (19)

Sunset Catamaran Cruise on Oahu's North Shore

North Shore sunsets are some of the best and there is no better place to watch them than from the deck of the Ho'o Nanea....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (19)
from
$90
Moana’s Deluxe Breakfast Snorkel & Sail Adventure
4.7 (14)

Moana’s Deluxe Breakfast Snorkel & Sail Adventure

Start your day with a relaxed morning cruise to Turtle Canyon, where you’ll snorkel among green sea turtles at a “turtle cleaning station” and spot...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (14)
from
$170
Waikiki Fireworks Cocktail Cruise
4.6 (10)

Waikiki Fireworks Cocktail Cruise

Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a beautiful fireworks cruise that will give you a night to...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.6 (10)
from
$77
Waikiki Friday Fireworks Boat Cruise from Oahu
4.3 (7)

Waikiki Friday Fireworks Boat Cruise from Oahu

Experience the iconic Waikiki fireworks like never before on our sunset sail aboard a 55-foot double-decker catamaran. With spacious decks and a underwater viewing room,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.3 (7)
from
$59
Snorkel and Catamaran Sail
4.7 (7)

Snorkel and Catamaran Sail

Board a catamaran from Haleiwa harbor to snorkel and sail the beautiful waters of Oahu's famous North Shore. Offered throughout the summer months, this tour explores the northern coastline...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.7 (7)
from
$142
Private Group SUP Lessons for 4 by Waikiki Beachboys at the Royal
Likely to Sell Out
Likely to Sell Out
4.7 (6)

Private Group SUP Lessons for 4 by Waikiki Beachboys at the Royal

Learn how to stand up paddle with your own Waikiki Beachboy in the birth place of surfing.  We are located in the heart of Waikiki, just...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.7 (6)
from
$101
Pearl Harbor Arizona Memorial - Honolulu Tour - Submarine Access
4.1 (595)

Pearl Harbor Arizona Memorial - Honolulu Tour - Submarine Access

Around 8am on December 7th, 1941, Japanese warplanes attacked Pearl Harbor and the Island of Oahu. The surprise attack killed 2,403 and marked the United...

5 to 6 hours • Hotel pickup offered • Free Cancellation
5 to 6 hours • Hotel pickup offered • Free Cancellation
5 to 6 hours • Hotel pickup offered • Free Cancellation
4.1 (595)
from
$74
Sea Safari, Dolphins, Turtles and Waikiki Cruise
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
1 hour • Free Cancellation
1 hour • Free Cancellation
3.9 (116)
from
$46
Friday Night Waikiki Fireworks Cruise
Likely to Sell Out
Likely to Sell Out
4.2 (12)

Friday Night Waikiki Fireworks Cruise

Set sail for an unforgettable evening on our Waikiki Fireworks Cruise! Every Friday night, join us for a scenic cruise that takes you out into...

1 to 2 hours • Free Cancellation
1 to 2 hours • Free Cancellation
1 to 2 hours • Free Cancellation
4.2 (12)
from
$79
Mokulua Islands Self-Guided Kayak Adventure
Likely to Sell Out
Likely to Sell Out
4.2 (5)

Mokulua Islands Self-Guided Kayak Adventure

Explore the Mokolua Islands on this adventurous self-guided tour. The island is a seabird sanctuary and the beach is also a resting spot for monk...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.2 (5)
from
$82
Affordable Afternoon Sail in Waikiki
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
1 hour • Free Cancellation
1 hour • Free Cancellation
3.7 (3)
from
$30
Oahu Whale Watching Catamaran Sail Experience
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
2 hours • Free Cancellation
2 hours • Free Cancellation
3.0 (1)
from
$55
Oahu: Ko Olina Kaula Kai Sunset Sail and Luau Experience
3.0 (1)

Oahu: Ko Olina Kaula Kai Sunset Sail and Luau Experience

Set sail on the stunning leeward coast of Oʻahu during the Kaula Kai experience, combining a breathtaking sunset sail with a vibrant luau. Start your...

90 to 180 minutes • Free Cancellation
90 to 180 minutes • Free Cancellation
90 to 180 minutes • Free Cancellation
3.0 (1)
from
$139
3 Hour Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out

3 Hour Luxury Private Sailing Catamaran for 7-12 People

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
from
$1,995
Private Luxury Sunset Cruise Aboard Limitless
Likely to Sell Out
Likely to Sell Out

Private Luxury Sunset Cruise Aboard Limitless

Set sail with on a private 2-hour sunset cruise, the perfect way to wind down your day in Hawaii. As the sun sinks toward the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
from
$1,199

Frequently Asked Questions

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

Recent activity reviews
Love the Majestic
New York City
Waikiki Fireworks Cocktail Cruise
John_C, Aug 2026
Love the Majestic
Fantastic Waikiki Fireworks Cocktail Cruise on the Majestic! What an absolutely wonderful experience! The Waikiki Fireworks Cocktail Cruise aboard the Majestic was one of the highlights of our time in Hawaii. From the moment we stepped onboard, the crew was fantastic—friendly, professional, attentive, and genuinely focused on making sure everyone had a great time. The onboard entertainment was excellent, and the talented lady singing absolutely crushed it! She brought great energy and added so much to the overall atmosphere of the evening. The drinks were also very reasonably priced, and I have to give a special shout-out for the generous pour of wine my wife received—definitely appreciated! The staff truly made this a memorable experience. Cruising along the beautiful Waikiki coastline at night was incredibly scenic, and watching the fireworks from the water was the perfect finishing touch. If you're looking for a fun, relaxing, and memorable evening in Waikiki, I highly recommend the Waikiki Fireworks Cocktail Cruise aboard the Majestic. Great crew, great entertainment, great drinks, and an unforgettable view!
Read more
Self guided tandem kayak to Mokulua Islands.
New York City
Mokulua Islands Self-Guided Kayak Adventure
F5777TAstevena, Aug 2026
Self guided tandem kayak to Mokulua Islands.
We had a great time kayaking! The whole setup and rental process was really easy. Mario, who rented us our gear, was extremely helpful and kind. He was easy to work with, very knowledgeable, and gave us some great tips before we started, especially since I had never kayaked before.Mario even gave us a map showing the recommended route to the islands, which was really helpful. I would highly recommend following the route they give you. There are a lot of rocks between the shoreline and the islands, which is why they recommend staying close to the shoreline for most of the way before heading out toward the islands.We parked at the nearest beach, and the walk from there to the kayak launch point really wasn’t too bad, even with the gear.It took us about 1.5 hours to kayak out because we were going against the current and wind, but the paddle back only took about an hour. I would recommend having at least a moderate level of fitness for this activity, especially if it’s windy that day.We were lucky enough to see manta rays along the way, which was awesome! The monk seals were sunbathing when we arrived, so we weren’t able to do the trail, but it was still well worth the trip.Definitely wear LOTS of sunscreen! You’re exposed to the sun for quite a while, and it’s easy to underestimate how much sun you’re getting while you’re out on the water.Overall, we had a really fun experience and I would definitely recommend it!
Read more
Relax on the Hawaiian Seas.
New York City
Sunset Catamaran Cruise on Oahu’s North Shore
Jose_F, Aug 2026
Relax on the Hawaiian Seas.
Chill relaxing experience. You can get a little wet depending on where you sit. The ladies were great navigators as we sailed almost the whole trip. Would recommend.
Read more
Best Catamaran Experience
New York City
Friday Night Waikiki Fireworks Cruise
alexislD9061YZ, Aug 2026
Best Catamaran Experience
this was the best experience I’ve ever had while on a boat. The team here really made everything so comfortable and made me feel so safe. I couldn’t have asked for a better mom and Pop company to do this with. I appreciate each of the members on board.
Read more
Great snorkeling.
New York City
Snorkel and Catamaran Sail
E3390QVss, Jul 2026
Great snorkeling.
A better snorkel experience than I expected having spent last summer on the Belize reef. Saw many schools of fish and several turtles. Had a solid hour in the water and a nice ride to and from Shark Cove (about 45 minutes each way). I recognized the sandwiches they served from foodland- they weren’t bad but I wouldn’t expect “lunch” more of a “snack,” but appreciated post-snorkel. One tip: 9:00 am snorkel tour is actually 8:30. We arrived at 8:40 and everyone was on board and waiting for us to leave. Should call it the 8:30 tour.
Read more
Gorgeous view, wonderful crew
New York City
Sunset Catamaran Cruise on Oahu’s North Shore
G4344IQseand, Jul 2026
Gorgeous view, wonderful crew
Had a wonderful experience on this cruise. Captain Mel and her small but mighty crew made us feel safe and sound and kindly took pictures for everyone when the sunset hit its beautiful peak. I wanted an intimate experience and to be able to sit on the net of a catamaran and I got all of that. Bonus was that they didn’t narrate —- they just let us have our own experience, which was appreciated. Would absolutely recommend.
Read more
Well organized Tour of Pearl Harbor
New York City
Pearl Harbor Arizona Memorial – Honolulu Tour – Submarine Access
HappyMinnTraveler, Jun 2026
Well organized Tour of Pearl Harbor
The communication was excellent of where we were to meet Our driver and host, Eric was prompt and greeted us with a big smile. He pointed out important places along the way. We liked he played a recording of the history leading up to the day we were attacked. The time we spent visiting Pearl Harbor was perfect! We saw everything at a relaxing pace. Eric was again prompt at picking us up and we drove by other interesting landmarks like the capitol and former palace. He also pointed fun facts like where “The Rock” went to high school. The traffic was congested, but Eric maneuvered it calmly and carefully. So happy we chose this tour.
Read more
50th anniversary celebration
New York City
Waikiki Friday Fireworks Boat Cruise from Oahu
Rene_B, May 2026
50th anniversary celebration
The fireworks show was beautiful. The atmosphere on the boat was lovely. The music we so enjoyed. Everyone young to old was having a good time dancing together. We had a wonderful time.
Read more
Outstanding
New York City
Moana’s Deluxe Breakfast Snorkel & Sail Adventure
P6415SKjosephr, May 2026
Outstanding
The crew was great. Very tentative and personable. Recommend this crew to anyone visiting.
Read more
Moana are kind, caring an professional!
New York City
Moana’s Deluxe Breakfast Snorkel & Sail Adventure
elizabethmU4332EU, May 2026
Moana are kind, caring an professional!
I had the best time snorkelling and sailing with the Moana Sailing Company. Everything from start to finish was handled with professionalism and care. I was very nervous because I'd had a bad experience snorkelling off a local beach. There was no life guard. I went on my own, left hubby on the beach. Went out too far and couldn't swim in due to currents. An angel came along on a kayak to help me in to shore. The ladies who worked on Moana were so kind and helpful with lots of encouragement and support. Thank you! I highly recommend Moana for your next sailing & snorkelling adventure. They are wonderful!!
Read more
Chill and Affordable
New York City
Affordable Afternoon Sail in Waikiki
kendraf415, May 2026
Chill and Affordable
We had a fantastic experience. The boat isn't too big and it isn't crowded. There are fun nets in the front that you can sit on. The captain also found some whales for us to watch and adjusted the trip so we could see the whales. We also could bring our own drinks and there weren't any further gimicks to make us spend more money.
Read more
Kayaking Awesome Adventure!
New York City
Mokulua Islands Self-Guided Kayak Adventure
Chase_P, Apr 2026
Kayaking Awesome Adventure!
It was a great adventure! For a novice kayaker. We were able to manage the trip. Would definitely tell more people to do the same as us!
Read more
Fireworks in the night!
New York City
Waikiki Fireworks Cocktail Cruise
Susan_M, Apr 2026
Fireworks in the night!
2nd time doing this cruise. Drinks flowing, sparks flying fireworks shooting! Great crowd to share this experience with
Read more
Mermaid experience
New York City
Mermaid Video shoot and Snorkel Adventure
Lisa_W, Apr 2026
Mermaid experience
My experience was awesome, the guide was patient, he was kind, and he help us to make beautiful memories with the mermaid photo shoot.
Read more
W boat ride
New York City
Sea Safari, Dolphins, Turtles and Waikiki Cruise
brevins2026, Mar 2026
W boat ride
Saw a big ole couple of whales and a sea turtle so pretty cool good music too
Read more
A morning on the ocean.
New York City
Sea Safari, Dolphins, Turtles and Waikiki Cruise
michaelmY186VC, Jan 2026
A morning on the ocean.
I had a great experience on my Sea Safari. The guide was very knowledgeable and had a great rapport with our group. I would recommend this tour to anyone who wants to see dolphins and Sea turtles.
Read more
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