Oahu Cruises, Sailing & Water Tours

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Oahu Activities

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Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
Likely to Sell Out
Likely to Sell Out
4.9 (313)

Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea

Our rainbow sails can be spotted from miles away. While on board you may capture such nice photos with the rainbow sails and also the...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (313)
from
$73
Premier Waikiki Sunset Party Cruise with Live DJ and Full Bar
4.9 (332)

Premier Waikiki Sunset Party Cruise with Live DJ and Full Bar

Experience the ultimate Waikiki party cruise! Cruise along the stunning Honolulu coastline aboard a sleek, two-deck luxury powerboat - complete with wraparound seating, an open...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (332)
from
$72
Board from Waikiki Beach for Friday Night Fireworks Sail on Hāwea
4.8 (51)

Board from Waikiki Beach for Friday Night Fireworks Sail on Hāwea

See the Waikiki Fireworks from the Water! Witness the sky light up with the mahina (Hawaiian for “moon”) and enjoy the beautiful backdrop of the...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.8 (51)
from
$72
Waikiki Beach Sunset Sail on Ke Kai Catamaran
4.9 (445)

Waikiki Beach Sunset Sail on Ke Kai Catamaran

Sail Ke Kai for our Popular 90-minute Sunset Sail departing directly off of Waikiki Beach! Enjoy a stunning Hawaiian sunset on a yellow and purple...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (445)
from
$70
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
4.9 (18)

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (18)
from
$70
2 Hour Swim, Snorkel & Sail (Kewalo Harbor)
5.0 (3)

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$70
Friday Night Firework Cruise in Waikiki
4.8 (34)

Friday Night Firework Cruise in Waikiki

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline,...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.8 (34)
from
$70
Waikiki Glass Bottom Boat Sunset Cruise
4.7 (140)

Waikiki Glass Bottom Boat Sunset Cruise

Discover why Hawaii Glass Bottom Boats is one of the best Waikīkī boat tours and a must-do activity in Honolulu. Departing from Kewalo Harbor, just...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.7 (140)
from
$65
Waikiki Friday Night Fireworks Boat Cruise
4.7 (74)

Waikiki Friday Night Fireworks Boat Cruise

Join us for great music an unforgettable tropical sunset followed by a fireworks show from the water. This is definitely a must do if you...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
4.7 (74)
from
$65
Waikiki Sunset Cruise and Iconic Views with Swimming
5.0 (4)

Waikiki Sunset Cruise and Iconic Views with Swimming

Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$65
Kualoa Ranch: Ocean Voyage Tour
4.6 (78)

Kualoa Ranch: Ocean Voyage Tour

To start off with you’ll cross Moli’i fishpond, an 800 yr old example of ancient Hawaiian aquaculture, where you will learn about sustainable fishing practices...

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
4.6 (78)
from
$64
Waikiki Beach Catamaran Friday Night Fireworks Tour
5.0 (7)

Waikiki Beach Catamaran Friday Night Fireworks Tour

This sail only happens once a week and there’s no better way to take in the fireworks than from the waters aboard our catamaran, where...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (7)
from
$63
Honolulu Sunset Sail from Kewalo Harbor Including Drinks
4.9 (207)

Honolulu Sunset Sail from Kewalo Harbor Including Drinks

Our Sunset Sail tour is a fun and wild 90-minute sail where all drinks are complimentary! (Must be 21+ with valid ID to consume alcoholic...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (207)
from
$62
Waikiki Glass Bottom Boat Fireworks Tour
4.6 (25)

Waikiki Glass Bottom Boat Fireworks Tour

Our Friday Nights Fireworks tour outside of the Waikiki is truly a one of a kind experience. Join us and you’re sure to experience the...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.6 (25)
from
$61
Waikiki Friday Night Fireworks Cruise
4.7 (30)

Waikiki Friday Night Fireworks Cruise

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insights on local culture, marine life, and island tips. Bring...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.7 (30)
from
$60
Ko Olina Glass Bottom Sunset Tour - West Oahu Reef
5.0 (1)

Ko Olina Glass Bottom Sunset Tour - West Oahu Reef

Experience one of the best sunset tours in Ko Olina aboard our Glass Bottom Boat Sunset Tour on Oahu’s West Side. Departing from Ko Olina...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$60

Frequently Asked Questions

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

Recent activity reviews
Awesome tour
New York City
Waikiki Friday Night Fireworks Boat Cruise
sherrmoore41, Sep 2026
Awesome tour
Great boat cruise and amazing views! Hospitality was great. I highly recommend Charter Oahu! Captain and crew are awesome.
Read more
Night on a cruise
New York City
Waikiki Friday Night Fireworks Boat Cruise
BruceR14, Sep 2026
Night on a cruise
Terrific captain and crew. Beautiful to sat in the ocean waters watching fireworks.
Read more
THE only way to see the...
New York City
Board from Waikiki Beach for Friday Night Fireworks Sail on Hāwea
Jena_M, Sep 2026
THE only way to see the...
THE only way to see the fireworks. Such a blast! You can bring drinks on board with you or get them on the boat. Perfect amount of time to cruise around the Hawaiian waters right as the sun is going down. 10/10
Read more
Great experience with awesome views!
New York City
Waikiki Beach Sunset Sail on Ke Kai Catamaran
kristinanM712SY, Sep 2026
Great experience with awesome views!
It was a wonderful experience and a fun atmosphere.
Read more
Fantastic cruise on a catamaran!!
New York City
Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
geom224, Sep 2026
Fantastic cruise on a catamaran!!
If you want an amazing experience with an even more amazing crew that are very interactive and friendly then this is the sailing company you won’t want to miss booking with. It was from beginning to end a very exciting and enjoyable sunset cruise. It’s a memorable experience that will be long lived.
Read more
Short but Sweet
New York City
Board from Waikiki Beach for Friday Night Fireworks Sail on Hāwea
Rochelle_K, Sep 2026
Short but Sweet
This was a nice way to end a week long vacation. The fireworks were nice but the crew is what really made this short boat ride fun. Thanks Chris and crew.
Read more
Great experience!
New York City
Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
jenniferV546OD, Aug 2026
Great experience!
Lucy and the crew were friendly and capable and the sale was awesome! Highly recommend this great experience. Drinks were worth the VIP upgrade!
Read more
There for a great time not a long time!
New York City
Honolulu Sunset Sail from Kewalo Harbor Including Drinks
243bref, Aug 2026
There for a great time not a long time!
Definitely get your moneys worth on this ride. Was there for about a week and went twice that’s how fun and chill it was. Captains and Crew were amazing, funny, friendly and overall a great experience. They even remembered my bf and I from the first trip that’s how attentive they are also. WOULD DEFINITELY RECOMMEND!!! 5 stars all around!
Read more
So much fun. Amazing...
New York City
Waikiki Beach Sunset Sail on Ke Kai Catamaran
Sabrina_S, Aug 2026
So much fun. Amazing...
So much fun. Amazing time. Meet great people from all over on the boat. Stunning reviews. Highly recommend.
Read more
Highly recommend the Na Hoku II!
New York City
Honolulu Sunset Sail from Kewalo Harbor Including Drinks
N8265AAjoed, Aug 2026
Highly recommend the Na Hoku II!
We had a great time! The crew was fantastic and the drinks flowed freely. Everybody was rocking out and the party never stopped!
Read more
Sunset Cruise
New York City
Premier Waikiki Sunset Party Cruise with Live DJ and Full Bar
688shakarag, Aug 2026
Sunset Cruise
10/10….great experience, drinks, and the dj was lit! Loved it
Read more
Amazing!
New York City
Waikiki Friday Night Fireworks Cruise
Buford_A, Aug 2026
Amazing!
That you can bring your own drinks and food on the boat. Enjoy the ride and a create memories with your special someone!
Read more
Had an amazing time not...
New York City
Premier Waikiki Sunset Party Cruise with Live DJ and Full Bar
Joshua_L, Aug 2026
Had an amazing time not...
Had an amazing time not knowing what to expect. Their team was spectacular! I met so many people from all over the world, and with an age range that didn't matter. The 2 hrs spent felt like 4. From the music, dancing, the drinks, the gorgeous views of the sunset, the city lights to seeing wildlife, I would definitely go back and bring friends and family. Thank you captain Zach, Kamalu, Kaipo and DJ Viicio!
Read more
Must do experience in Hawai’i
New York City
Waikiki Sunset Cruise and Iconic Views with Swimming
Trek786244, Aug 2026
Must do experience in Hawai’i
Excellent experience. I was solo but fun for the whole family. Kids as young as 4/5 were jumping in the ocean and swimming! We saw a few turtles. Great ambiance, watching the sun set in Hawai’i is a once in a lifetime experience!
Read more
Beautiful experience. Book now!
New York City
Waikiki Sunset Cruise and Iconic Views with Swimming
Michelle_F, Aug 2026
Beautiful experience. Book now!
The sunset cruise was a beautiful experience. The employees on the boat were very helpful. Captain was funny.
Read more
Great way to view the sunset
New York City
Waikiki Glass Bottom Boat Sunset Cruise
Alexis_E, Jul 2026
Great way to view the sunset
If you're looking for a relaxing and memorable experience, I highly recommend a sunset boat ride. The views were absolutely beautiful, especially as the sun set over the ocean. We were lucky enough to see several sea animals, which made the trip even more special. The ride was peaceful, fun, and a great way to unwind while taking in Hawaii's natural beauty. It was the perfect way to end the day, and I would definitely do it again!
Read more
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