Oahu Cruises, Sailing & Water Tours

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Oahu Activities

Attractions

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Private Gondola Cruise waikiki, free flower lei, Drinks, pastries
4.9 (21)

Private Gondola Cruise waikiki, free flower lei, Drinks, pastries

Explore the Polynesian Riviera of Waikiki in small groups of 1 to 4 people per gondola and immerse your senses in this gentle, calm activity....

45 to 60 minutes • Free Cancellation
45 to 60 minutes • Free Cancellation
45 to 60 minutes • Free Cancellation
4.9 (21)
from
$402
Uniquely Personalized Private Island Tour on Oahu, Hawaii
Likely to Sell Out
Likely to Sell Out
5.0 (46)

Uniquely Personalized Private Island Tour on Oahu, Hawaii

Plan Your Personalized Private Tours around any activity or event that you want.  You can even combine this option with other activities you find on...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (46)
from
$699
Mermaid Video shoot and Snorkel Adventure
4.7 (20)

Mermaid Video shoot and Snorkel Adventure

Aloha! Have you ever wondered what it’s like to be a mermaid? Here is your opportunity! Come Try Snorkeling plus your very own Mermaid Swimming...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.7 (20)
from
$79.20
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
$180
Dolphin Watching & Turtle Snorkeling
4.8 (70)

Dolphin Watching & Turtle Snorkeling

In the clear waters of West Oahu, enjoy dolphin watching and snorkeling experience and get to see the wildlife and tropical island fishes. You might...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
4.8 (70)
from
$166.49
Snorkeling with Turtle/Water Scooter/Paddleboard Adventures Oahu
4.8 (16)

Snorkeling with Turtle/Water Scooter/Paddleboard Adventures Oahu

Experience an unforgettable Hawaiian snorkeling adventure with exclusive extras like our electric-powered sea scooters, stand up paddle boards, and more! We also provide the famous...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
4.8 (16)
from
$85
Oahu Whale Watch Tour & Waikiki Sunset Boat Tour
4.9 (16)

Oahu Whale Watch Tour & Waikiki Sunset Boat Tour

Humpback whales have journeyed thousands of miles to the warm waters of Hawaii to give birth to their calves. If we're fortunate, we might even...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.9 (16)
from
$80
Private Whale Watching Activity: 6 passengers max
Likely to Sell Out
Likely to Sell Out
5.0 (11)

Private Whale Watching Activity: 6 passengers max

Our Captain and mates have travelled all over the polynesian islands to experience other whale-watching tours and have used all the information we've learned from...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (11)
from
$523.56
BYOB Sunset Cruise Waikiki
Likely to Sell Out
Likely to Sell Out
5.0 (17)

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 (17)
from
$59
Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
Likely to Sell Out
Likely to Sell Out
5.0 (13)

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (13)
from
$53.36
Oahu Custom Private Circle Island and Mini Circle Island Tours
Likely to Sell Out
Likely to Sell Out
5.0 (20)

Oahu Custom Private Circle Island and Mini Circle Island Tours

See all O`ahu has to offer and enjoy a ride around the Ko`olau Mountain Range.  Visit the South or North Shore on a Mini Circle...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (20)
from
$699
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People
Likely to Sell Out
Likely to Sell Out
4.8 (14)

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (14)
from
$1,150
Private Catamaran Sunset Sail in Waikiki
Likely to Sell Out
Likely to Sell Out
5.0 (11)

Private Catamaran Sunset Sail in Waikiki

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (11)
from
$900
Private Boat Charter in Waikiki for Snorkeling and Events
Likely to Sell Out
Likely to Sell Out
5.0 (6)

Private Boat Charter in Waikiki for Snorkeling and Events

Discover the beauty of Waikiki with a private boat day charter, perfect for snorkeling, coastal cruising, events, and seasonal whale watching from January to March....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (6)
from
$1,300
Private Oahu Pearl Harbor and Island Sightseeing Combination Tour
Likely to Sell Out
Likely to Sell Out
5.0 (15)

Private Oahu Pearl Harbor and Island Sightseeing Combination Tour

Combine any route or tour into one incredible, unforgettable day.  Visit Pearl Harbor, then head up to the North Shore, or even cruise around the...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (15)
from
$699
Private Sunset Luxury Cruise of Oahu
Likely to Sell Out
Likely to Sell Out
5.0 (3)

Private Sunset Luxury Cruise of Oahu

Enjoy a relaxing cruise along the North Shore of Oahu. Take in the breathtaking views of Oahu from the water where you can see Mt....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$400

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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Gather your information

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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We'll review your materials and get in touch as soon as possible.

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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