Oahu Cruises, Sailing & Water Tours

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Oahu Activities

Attractions

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1 Hour Friday Night Fireworks Cruise w/ Complimentary Drinks
5.0 (5)

1 Hour Friday Night Fireworks Cruise w/ Complimentary Drinks

Manu Kai offers a fun-filled 1 hour Friday evening tour to experience the famous Friday Night Fireworks show by the Hilton Hawaiian Village. Enjoy complimentary...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (5)
from
$60
Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed
4.9 (1,736)

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

Experience one Cool Hawaii's 2025 Top 20 Best Excursions in the country. This Oahu Catamaran snorkel tour offers unbeatable value and family-friendly fun from Waikiki....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (1,736)
from
$60
Waikiki: BYOB Sunset Cruise
4.9 (707)

Waikiki: BYOB Sunset Cruise

Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on a boat out at sea....

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (707)
from
$59
Waikiki Friday Fireworks Boat Cruise from Oahu
4.6 (57)

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
4.6 (57)
from
$59
Waikiki: Golden Hour Sunset Cocktail Cruise
4.9 (32)

Waikiki: Golden Hour Sunset Cocktail Cruise

Cast off on a breathtaking 90-minute sunset cruise off the coast of Waikiki! Enjoy unparalleled comfort aboard our 50-foot double-decker boat, featuring a Titanic-style bow...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (32)
from
$59
BYOB Sunset Cruise Waikiki
Likely to Sell Out
Likely to Sell Out
5.0 (22)

BYOB Sunset Cruise Waikiki

Escape the hustle of the shoreline with a relaxing golden hour coastal boat cruise. With limited spots aboard, you'll enjoy an uncrowded, front-row seat to...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (22)
from
$59
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
Magic Island Honolulu Stand Up Paddling
5.0 (26)

Magic Island Honolulu Stand Up Paddling

Join us for a morning paddle with Hawaiian sea turtles! This beginner class is perfect for anyone interested in trying standup paddling (SUP) for the...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (26)
from
$57
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
4.9 (12)

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
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (12)
from
$56
Waikiki 2 Hour Sunset Sailing Catamaran Swim and Sail Adventure
4.8 (590)

Waikiki 2 Hour Sunset Sailing Catamaran Swim and Sail Adventure

There’s no better place to take a dip than the crystal-clear waters of Waikiki—and no better way to experience a Hawaiian sunset than from the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (590)
from
$56
Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran
4.9 (164)

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
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (164)
from
$55
Bikini Bottom Public Party Dance Cruise + LIVE DJ
4.7 (79)

Bikini Bottom Public Party Dance Cruise + LIVE DJ

- LIVE DJs on board, amazing dance music and sound systems - Bar on Board with 2 Free Drinks - Sunny, warm weather and breathtaking...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (79)
from
$55
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 Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB
4.9 (983)

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
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (983)
from
$55
Sunset Whale Watch in Waikiki, Whales Guaranteed or Free Return
Likely to Sell Out
Likely to Sell Out
4.9 (111)

Sunset Whale Watch in Waikiki, Whales Guaranteed or Free Return

Free return trip if no whales are sighted! Our beautiful double decker tour boat is the best platform for viewing whales! Experience Humpback Whales in...

90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
4.9 (111)
from
$54
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value
4.9 (253)

Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle,...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (253)
from
$53

Frequently Asked Questions

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

Recent activity reviews
Good times
New York City
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu – Best Value
T9716AEwendyb, Sep 2026
Good times
Met a great friend there, love my experiences with Holokai 🤗🤗🤗🤗
Read more
Dream like experience
New York City
Waikiki: BYOB Sunset Cruise
Bob_F, Sep 2026
Dream like experience
Fantastic experience! Sunset was so beautiful! They did a wonderful job of cruising along the coast and giving great views of Waikiki and Diamondhead. Topped off by the spectacular view of the sun setting over the ocean. The boat does bounce a lot as you cruise through the waves; be aware if you easily get seasick. But, especially for such a reasonable price, it's an incredible value.
Read more
Relaxing and fun trip
New York City
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
cynthiapU6287MJ, Sep 2026
Relaxing and fun trip
Had a great crew and a beautiful sunset. Views of Diamondhead and Waikiki. Met some nice people too.
Read more
Relaxing sunset cruise
New York City
Waikiki: BYOB Sunset Cruise
laurielD3317CG, Sep 2026
Relaxing sunset cruise
Beautiful trip! Lots of nice people!
Read more
Perfect turtle adventure
New York City
Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed
A8398GJmichaelh, Sep 2026
Perfect turtle adventure
Great experience with Captain Krash and crew (Margaret and Tony)!
Read more
O’ahu Catamaran Turtle snorkel was terrific
New York City
Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed
annn2000, Sep 2026
O’ahu Catamaran Turtle snorkel was terrific
We really enjoyed the boat ride and the snorkeling experience! Captain Krash, crew - Lucy, Margaret, and Tony were excellent hosts and guides. Will definitely do it again.
Read more
Best Sunset Cruise
New York City
Waikiki 2 Hour Sunset Sailing Catamaran Swim and Sail Adventure
Departure08141550656, Sep 2026
Best Sunset Cruise
Amazing Trip . Best Crew So Worth it.
Read more
A good time
New York City
Waikiki 2 Hour Sunset Sailing Catamaran Swim and Sail Adventure
maneh_a, Sep 2026
A good time
Wonderful sailing experience + swim. Had a chance to slide & jump into the water which was nice. Watched the sunset on the boat as we were coming back. Just a great experience.
Read more
Best tour by far.
New York City
Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB
172narellem, Sep 2026
Best tour by far.
The most amazing tour. Our party of ten was looked after so well. There was a transport mishap getting to the port but the staff were so fantastic and waited for everyone to arrive. The cruise itself was fantastic. Captain Krash was a wealth of information and the crew were the bomb!! Thankyou so much. We loved it.
Read more
Beautiful Sun cruise…worth it
New York City
Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB
Daniel_O, Sep 2026
Beautiful Sun cruise…worth it
Great crew, music… a must Lucy and Captain ♥️ highly recommend… can’t say enough… worth every cent and more
Read more
10/10 experience. The...
New York City
Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran
Hallie_B, Aug 2026
10/10 experience. The...
10/10 experience. The crew were amazing! The drinks were great and the views were beautiful! Would def book again!
Read more
Stunning sunset sail
New York City
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu – Best Value
Sightseer60729966936, Aug 2026
Stunning sunset sail
Fun and friendly crew on a gorgeous evening sunset sail.
Read more
The Crew
New York City
BYOB Sunset Cruise Waikiki
Brian_B, Aug 2026
The Crew
Caption Nate, Alabama and Michigan were the best! I would do this experience again just on the crew alone!!!
Read more
This was sooooo much fun!...
New York City
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
Gayle_S, Aug 2026
This was sooooo much fun!...
This was sooooo much fun! The crew was lively and attentive to our needs and the views were beautiful! If you want a fun event do this. It is a party atmosphere. If you have young children you might want a different boat.
Read more
Such a good time. Tanner,...
New York City
Waikiki: Golden Hour Sunset Cocktail Cruise
Melissa_L, Aug 2026
Such a good time. Tanner,...
Such a good time. Tanner, Annabelle, and Captain Nick were a good time. Good music. Good drinks. Good people. Highly recommend.
Read more
loving the sunset
New York City
Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran
darcip97, Aug 2026
loving the sunset
We had a great time. A bit cloudy and windy, but overall fantastic. Perhaps we could have stayed out a bit longer because the sun was setting as we were coming back into the dock. And the sun set behind the mountains nearby, so we missed seeing the sunset over the water like we hoped. Though we did see some sea turtles.
Read more
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Lowest Price Guarantee

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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
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If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

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