Oahu Catamaran Cruises

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Oahu Activities

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Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming
Likely to Sell Out
Likely to Sell Out
4.9 (210)

Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming

Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (210)
from
$79
Ko Olina Glass Bottom Boat Tour - 1 Hour Reef Adventure
5.0 (1)

Ko Olina Glass Bottom Boat Tour - 1 Hour Reef Adventure

Discover one of the top-rated ocean experiences in Ko Olina on this exciting 1-hour Glass Bottom Boat Reef Adventure along Oahu’s beautiful West Side. Departing...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (1)
from
$51
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
4.9 (257)

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
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (257)
from
$49.99
Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran
4.9 (161)

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 (161)
from
$55.35
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed
4.7 (242)

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well as ample seating and shade on board. Knowledgeable staff with plenty...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (242)
from
$79
South Shore Open Sail from Kewalo Harbor Including Drinks
4.8 (25)

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
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (25)
from
$47.50
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
Polynesian Canoe Day Sail
5.0 (28)

Polynesian Canoe Day Sail

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (28)
from
$200
Whale Watching Catamaran Sail
4.8 (21)

Whale Watching Catamaran Sail

2hr whale watching sail aboard the Ho'oNaea Catamaran. Enjoy Oahu's majestic North Shore and encounter the Hawaiian Humpback whales up-close from the of the decks...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (21)
from
$105
Polynesian Canoe Morning Sail
5.0 (18)

Polynesian Canoe Morning Sail

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (18)
from
$200
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
Whale Watching on "The World Famous North Shore of Oahu", Hawaii
Likely to Sell Out
Likely to Sell Out
4.8 (5)

Whale Watching on "The World Famous North Shore of Oahu", Hawaii

Our company is uniquely owned by Native-Hawaiian watermen. As the only company of its kind on the island, we hope you'll support local. Our owners,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (5)
from
$135
Sunset Sail Experience by Catamaran in Waikiki
4.8 (6)

Sunset Sail Experience by Catamaran in Waikiki

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (6)
from
$92.31
Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar
5.0 (12)

Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (12)
from
$99
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
Private and Luxurious Sunset Cruise with Dolphin Watch
5.0 (5)

Private and Luxurious Sunset Cruise with Dolphin Watch

Departing from Ko Olina Marina, this private sunset charter is reserved entirely for your group of up to 25 guests to experience the absolute best...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
5.0 (5)
from
$2,875

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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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Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

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The following conditions apply to all lowest price guarantee refund requests:

  • 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).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Hawaii promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

Sorting, ranking, and search results

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

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.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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