Hawaii Catamaran Cruises

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Hawaii Activities

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South Shore Open Sail from Kewalo Harbor Including Drinks
Oahu, USA
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
Akialoa Mā’alaea Sunset Sail
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (22)

Akialoa Mā’alaea Sunset Sail

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (22)
from
$108.11
Whale Watching Catamaran Sail
Oahu, USA
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
Oahu, USA
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 Friday Fireworks Party Cruise with Live DJ & Full Bar
Oahu, USA
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
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
Oahu, USA
4.9 (9)

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 (9)
from
$56.36
Waikiki Beach Catamaran Friday Night Fireworks Tour
Oahu, USA
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
Sunset Sail Experience by Catamaran in Waikiki
Oahu, USA
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
Whale Watching on "The World Famous North Shore of Oahu", Hawaii
Likely to Sell Out
Likely to Sell Out
Oahu, USA
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
Private and Luxurious Sunset Cruise with Dolphin Watch
Oahu, USA
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
1 Hour Friday Night Fireworks Cruise w/ Complimentary Drinks
Oahu, USA
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
Private South Shore Sail Charter
Oahu, USA
5.0 (2)

Private South Shore Sail Charter

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze,...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$1,000
Private Whale Watching Trip from Oahu
Oahu, USA
5.0 (2)

Private Whale Watching Trip from Oahu

6 Guests Maximum Private + Exclusive Unlike large group tours, this experience is limited to just 6 guests aboard a 32-foot World Cat, ensuring a...

90 to 150 minutes • Free Cancellation
90 to 150 minutes • Free Cancellation
90 to 150 minutes • Free Cancellation
5.0 (2)
from
$750
Ko Olina Glass Bottom Boat Tour - 1 Hour Reef Adventure
Likely to Sell Out
Likely to Sell Out
Oahu, USA
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
Ko Olina Glass Bottom Sunset Tour - West Oahu Reef
Likely to Sell Out
Likely to Sell Out
Oahu, USA
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
Waikiki Glass Bottom Boat Cruise
Oahu, USA
4.7 (2,349)

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 (2,349)
from
$46

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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).
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  • 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.
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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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