Oahu Catamaran Cruises

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Oahu Activities

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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
Waikiki Sunset Cruise from Oahu
4.8 (69)

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
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (69)
from
$45
Waikiki Sunset Cruise from Oahu
4.8 (36)

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
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (36)
from
$45
1 Hour Waikiki Sail on Na Hoku 3 Catamaran
4.6 (42)

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
1 hour • Free Cancellation
1 hour • Free Cancellation
4.6 (42)
from
$45.50
Waikiki Glass Bottom Boat Cruise
4.7 (2,348)

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
1 hour • Free Cancellation
1 hour • Free Cancellation
4.7 (2,348)
from
$46
Waikiki Beach Glass Bottom Boat Tour
4.7 (945)

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
1 hour • Free Cancellation
1 hour • Free Cancellation
4.7 (945)
from
$46
Waikiki Beach Glass Bottom Boat Cruise
4.7 (330)

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
1 hour • Free Cancellation
1 hour • Free Cancellation
4.7 (330)
from
$46
Waikiki Glass Bottom Boat Tour
Likely to Sell Out
Likely to Sell Out
4.5 (154)

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
1 hour • Free Cancellation
1 hour • Free Cancellation
4.5 (154)
from
$46
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
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
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
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
1-Hour Diamond Head Sail from Waikiki Beach on Ke Kai Catamaran
5.0 (77)

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
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (77)
from
$52.70
Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB
4.9 (968)

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 (968)
from
$54.98
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
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
4.8 (6)

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
4.8 (6)
from
$56.36

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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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