Oahu Cruises, Sailing & Water Tours

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Oahu Activities

Attractions

Guides

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Discover Popoia Island and Kailua Bay by Kayak Guided Tour
5.0 (3)

Discover Popoia Island and Kailua Bay by Kayak Guided Tour

Kayak in the crystal clear waters of Kailua Bay with one of our guides and visit one of Oahu's smallest offshore islands. It's only a...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (3)
from
$169
Waikiki to Diamondhead: Sunset BYOB Cruise
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Waikiki to Diamondhead: Sunset BYOB Cruise

Want a spectacular sunset cruise? Our cruise offers multi level viewing of the dramatic Waikiki coastline and spectacular sunset on the water views. We offer...

2 to 190 minutes • Free Cancellation
2 to 190 minutes • Free Cancellation
2 to 190 minutes • Free Cancellation
5.0 (2)
from
$138.95
Oahu Private First, Last and Transfer Day Tours with Luggage
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Oahu Private First, Last and Transfer Day Tours with Luggage

Make the first or last day of your vacation the best one, without any hassle or wasted time.  We all know the feeling of an early...

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
$799
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
Waikiki Sunset Cruise and Iconic Views with Swimming
5.0 (2)

Waikiki Sunset Cruise and Iconic Views with Swimming

Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
from
$65
2 Hour Swim, Snorkel & Sail (Kewalo Harbor)
5.0 (2)

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
from
$70
Private South Shore Sail Charter
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 cruise Gondola waikiki, free flower lei, drinks, pastries
5.0 (2)

Private cruise Gondola waikiki, free flower lei, drinks, pastries

Drift and relax under the starlight as you glide effortlessly on the tranquil waters of Waikiki. Gaze in awe under romantic moonlight while interacting with...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (2)
from
$395.30
Beginner Scuba and Snorkeling Ocean Adventure in Honolulu
5.0 (2)

Beginner Scuba and Snorkeling Ocean Adventure in Honolulu

Discover the best of Honolulu’s underwater world in one unforgettable experience—perfect for first-timers! This 2-in-1 ocean adventure combines beginner-friendly scuba diving and snorkeling in the...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (2)
from
$116.10
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
5.0 (2)

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
5.0 (2)
from
$56.36
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
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
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
2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
Likely to Sell Out
Likely to Sell Out
5.0 (1)

2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$1,200
Ko Olina Glass Bottom Sunset Tour - West Oahu Reef
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
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 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

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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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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