Oahu Cruises, Sailing & Water Tours

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Oahu Activities

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Private and Luxurious Sunset Cruise with Dolphin Watch
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
Private Waikiki 5 Hour Charter on board Ocean Therapy
5.0 (1)

Private Waikiki 5 Hour Charter on board Ocean Therapy

Snorkel or SCUBA Dive Along the Waikiki Coast Up to 6 Guests | 5+ Hours | Certified Divers & Snorkelers Welcome Escape the crowds and...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (1)
from
$2,800
Private Snorkel Trip from Oahu on a Yacht
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
Custom Private Multi Day Tours on the island of Oahu Hawaii
5.0 (5)

Custom Private Multi Day Tours on the island of Oahu Hawaii

Your Multi-Day Tours make sure you have the most fun possible, see everything you want, as well as have a driver for things like dinner, golf,...

3 days • Hotel pickup offered
3 days • Hotel pickup offered
3 days • Hotel pickup offered
5.0 (5)
from
$1,997.50
3 Hour Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out

3 Hour Luxury Private Sailing Catamaran for 7-12 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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
from
$1,995
Private Sea’fari Expedition • 8 Guests Included (Expandable)
4.9 (56)

Private Sea’fari Expedition • 8 Guests Included (Expandable)

Guided by those who know it best., weaving history, science, and tradition. Dolphins that have danced in these waters for generations, humpback whales navigating ancient...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (56)
from
$1,900
Ohana Yachts Sport Fishing & Luxury Charters
5.0 (21)

Ohana Yachts Sport Fishing & Luxury Charters

With the largest Sport Fisher in the Islands, we can accommodate your whole family with a personalized experience....

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (21)
from
$1,675.39
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
Likely to Sell Out
Likely to Sell Out
5.0 (1)

3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$1,595
Private Snorkeling Cruise in Waikiki

Private Snorkeling Cruise in Waikiki

Embark on an unforgettable adventure with your very own private snorkeling tour to the legendary Turtle Canyon in beautiful Waikiki! Picture yourself diving into the...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
from
$1,560
2hr Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out
5.0 (3)

2hr Luxury Private Sailing Catamaran for 7-12 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
5.0 (3)
from
$1,495
Private Oahu Sunset Charter with Tasting and Drinks
5.0 (53)

Private Oahu Sunset Charter with Tasting and Drinks

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people...

120 to 150 minutes • Free Cancellation
120 to 150 minutes • Free Cancellation
120 to 150 minutes • Free Cancellation
5.0 (53)
from
$1,413.61
Luxury Diamond Head Sunset Sail
5.0 (3)

Luxury 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 (3)
from
$1,398
Offshore Fishing Adventures With Ohana Deep Sea Fishing
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Offshore Fishing Adventures With Ohana Deep Sea Fishing

-Welcome aboard our well-equipped fishing charter boat and set off into the open seas with our expert captain and crew. - Explore prime fishing spots...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (1)
from
$1,360
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 Luxury Sunset Fireworks Cruise Aboard Limitless

Private Luxury Sunset Fireworks Cruise Aboard Limitless

Take your evening on the water to the next level with a private 3-hour Sunset + Fireworks Cruise. This trip combines the serene beauty of...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
from
$1,299
Oahu: Private North Shore Boat Charter
Likely to Sell Out
Likely to Sell Out
5.0 (6)

Oahu: Private North Shore Boat Charter

Our North Shore adventure tours are perfect for people of all ages. Bring your family or friends and create new memories. Turn the tour into...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (6)
from
$1,200

Frequently Asked Questions

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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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