Oahu Cruises, Sailing & Water Tours

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Oahu Activities

Attractions

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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
Oahu Personalized Private North Shore Highlight Custom Tour
Likely to Sell Out
Likely to Sell Out
5.0 (7)

Oahu Personalized Private North Shore Highlight Custom Tour

Explore the Seven Mile Miracle known as O`ahuʻs North Shore.  Winter brings big waves and world-class surfing, while the summer is calm and perfect for visiting...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (7)
from
$699
Personalized Private Pearl Harbor National Memorial Oahu Tours
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Personalized Private Pearl Harbor National Memorial Oahu Tours

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7,...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$699
Friday Night Waikiki Fireworks Sail

Friday Night Waikiki Fireworks Sail

Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a spectacular Hawaiian sunset and the Friday Night Fireworks onboard a...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
from
$699
Diamond Head Sunset Sail
5.0 (14)

Diamond Head Sunset Sail

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (14)
from
$695
Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
5.0 (3)

Waikiki Sail and Snorkel Adventure Best of Hawaii 2023

Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with an array of tropical fish. The clear waters of Turtle...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (3)
from
$695
Private Whale Watching Sailing Adventure
3.5 (2)

Private Whale Watching Sailing Adventure

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
3.5 (2)
from
$695
Private Whale Watching Safari from North Shore Oahu
5.0 (5)

Private Whale Watching Safari from North Shore Oahu

If on Oahu look no further than departing off the less traveled North Shore side for the best Whale Watching on island. The North shore...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
from
$600
Private Turtle Canyon Snorkel Tour - Up to 6 Passengers
5.0 (34)

Private Turtle Canyon Snorkel Tour - Up to 6 Passengers

This is your adventure! With our private boat tour, you and your group are in control of your experience. Cruise the breathtaking Waikiki coastline on...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (34)
from
$599
Private Tiki Bar Sunset Cruise in Honolulu
5.0 (1)

Private Tiki Bar Sunset Cruise in Honolulu

**Private boat tour for up to 6 people** Larger group? Call for options. Escape the crowds and traffic of the city and jump on amazing...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (1)
from
$599
Oahu Customizable Private Community Service Voluntourism Offer
Likely to Sell Out
Likely to Sell Out
5.0 (4)

Oahu Customizable Private Community Service Voluntourism Offer

Want to give something back to Hawai`i?  So do we!  We will each donate 1.5 hours of any tour on the cause of your choice,...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (4)
from
$549
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
Battleships of WWII at Pearl Harbor from Maui
5.0 (1)

Battleships of WWII at Pearl Harbor from Maui

Join us on a powerful historic journey starting with the surprise Japanese attack on Pearl Harbor December 7, 1941 that catapulted the U.S. into World...

7 to 9 hours • Free Cancellation
7 to 9 hours • Free Cancellation
7 to 9 hours • Free Cancellation
5.0 (1)
from
$459.99
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson
5.0 (4)

#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$450
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
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

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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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