Hawaii Cruises, Sailing & Water Tours

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Hawaii Activities

Attractions

Guides

Calendar

Polynesian Canoe Day Sail
Oahu, USA
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
The Best 11 am 1.5 Hour Whale Watching Tour
Likely to Sell Out
Likely to Sell Out
Maui, USA
4.8 (27)

The Best 11 am 1.5 Hour Whale Watching Tour

Most customers enjoy the hydrophone we put into the water to hear the whales sing the most. We answer any whale questions and will be...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (27)
from
$97.30
Private Snorkel Trip from Oahu on a Yacht
Oahu, USA
5.0 (27)

Private Snorkel Trip from Oahu on a Yacht

Get with Oahu's ultimate charter on a 46-foot world renown yacht in a private tour while enjoying the waters of West Oahu on this 3.5...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (27)
from
$2,041.88
Big Island: Marine Wildlife Excursion
Big Island of Hawaii, USA
5.0 (27)

Big Island: Marine Wildlife Excursion

Whale season is never over for Captain Zodiac. Join us for a unique experience of a lifetime where we venture into the unknown! Enjoy a...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (27)
from
$153.49
Magic Island Honolulu Stand Up Paddling
Oahu, USA
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
$57.36
Paragon Lahaina Sunset Sail
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (25)

Paragon Lahaina Sunset Sail

Join us aboard our flagship sailing catamaran, Paragon, for an unforgettable Maui sunset sail from Lahaina Harbor. Enjoy the afternoon hours at sea in the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (25)
from
$102
Private Catamaran Charter in Waikiki (1-6 Guests)
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (25)

Private Catamaran Charter in Waikiki (1-6 Guests)

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (25)
from
$900
Wa'a Rides and Charters - Hawaiian Outrigger Canoe Excursions
Big Island of Hawaii, USA
4.9 (25)

Wa'a Rides and Charters - Hawaiian Outrigger Canoe Excursions

Paddling a Hawaiian Outrigger Canoe or Wa'a from the site where King Kamehameha united the Hawaiian Islands and watched over his kingdom is a chance...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (25)
from
$69
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
Sunset sail Aboard Manakai Catamaran
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (24)

Sunset sail Aboard Manakai Catamaran

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (24)
from
$49.82
Sunset Gondola Cruise waikiki with cute tour guide & he sings!
Oahu, USA
4.9 (24)

Sunset Gondola Cruise waikiki with cute tour guide & he sings!

Sometimes you just want to immerse your senses in softer, calmer activities. Now you can enjoy a relaxing & romantic experience leisurely cruising along the...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (24)
from
$250
Private Charter: Customizable Big Island Boat Adventure
Big Island of Hawaii, USA
5.0 (23)

Private Charter: Customizable Big Island Boat Adventure

Are you looking to relax with your family or friends? Our modern powered catamaran is designed for open ocean conditions that will allow our passengers...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (23)
from
$1,882
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
2-Hour Dolphin Watching and Double Reef with Snorkel in Hawaii
Big Island of Hawaii, USA
5.0 (22)

2-Hour Dolphin Watching and Double Reef with Snorkel in Hawaii

Step aboard our 31’ Ocean Craft RHIB, designed for comfort, stability, and an exceptional on-water experience. With overhead shade and forward-facing seats, you’ll enjoy a...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (22)
from
$549.80
Kealakekua Bay Captain Cook Snorkel Adventure
Big Island of Hawaii, USA
5.0 (22)

Kealakekua Bay Captain Cook Snorkel Adventure

Captain Cook’s Monument, and the legendary “Place of Refuge” are in one of the most sought-after snorkeling destinations in all the world, Kealakekua Bay. This spot...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (22)
from
$286.44
Maui Eco-Raft: Turtle Snorkel + Whale Watch Tour (*New 2n1 )
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (21)

Maui Eco-Raft: Turtle Snorkel + Whale Watch Tour (*New 2n1 )

Award winning two tours in one (2 in 1), SNORKEL & WHALE WATCH Eco-Raft Tour. We visit snorkel spots on Lanai or Maui where you...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (21)
from
$204.54

Frequently Asked Questions

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

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

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Email [email protected] with the documents, your name, and your home address.

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Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

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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