Oahu Cruises, Sailing & Water Tours

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Oahu Activities

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Private Catamaran Charter in Waikiki (1-6 Guests)
Likely to Sell Out
Likely to Sell Out
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
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed
4.7 (242)

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well as ample seating and shade on board. Knowledgeable staff with plenty...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (242)
from
$79
waikiki Gondola Cruise with free flower lei, drinks & pastries
5.0 (84)

waikiki Gondola Cruise with free flower lei, drinks & pastries

Not looking for another Luau, but you are looking for fun and One of the Best things to do in waikiki........ Waikiki is known for...

45 to 60 minutes • Free Cancellation
45 to 60 minutes • Free Cancellation
45 to 60 minutes • Free Cancellation
5.0 (84)
from
$137.50
Waikiki Friday Night Fireworks Boat Cruise
4.7 (67)

Waikiki Friday Night Fireworks Boat Cruise

Join us for great music an unforgettable tropical sunset followed by a fireworks show from the water. This is definitely a must do if you...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
4.7 (67)
from
$65
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
Private Sunset Boat Cruise in Waikiki Honolulu
Likely to Sell Out
Likely to Sell Out
4.9 (17)

Private Sunset Boat Cruise in Waikiki Honolulu

A beautiful private boat tour with some incredible views of Waikiki and Honolulu at night. In addition to the beauty of the open water, the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (17)
from
$261.25
Magic Island Honolulu Stand Up Paddling
Likely to Sell Out
Likely to Sell Out
5.0 (24)

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 (24)
from
$57.36
Private Snorkel Trip from Oahu on a Yacht
5.0 (26)

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 (26)
from
$2,041.88
Fireworks Waikiki Gondola Cruise, free flower lei, drinks, pastry
4.9 (64)

Fireworks Waikiki Gondola Cruise, free flower lei, drinks, pastry

One of the Best things to do in waikiki This cruise is for small groups of up to 4 passengers per gondola. We can accommodate...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (64)
from
$128
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
Likely to Sell Out
Likely to Sell Out
4.9 (18)

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (18)
from
$70
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
4.5 (33)

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.5 (33)
from
$119.95
Waikiki private Day Tour and Sunset sail for couples
Likely to Sell Out
Likely to Sell Out
5.0 (17)

Waikiki private Day Tour and Sunset sail for couples

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (17)
from
$300
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
Small-Group Dolphin Turtle & Whale Safari w/ Marine Biologists
5.0 (49)

Small-Group Dolphin Turtle & Whale Safari w/ Marine Biologists

Leave the crowds behind. Small 10 guest, semi-private groups. Departures 7 and 11 am. Private bathroom, shade, comfort and speed to go where dolphins, turtles,...

3 hours 15 minutes • Free Cancellation
3 hours 15 minutes • Free Cancellation
3 hours 15 minutes • Free Cancellation
5.0 (49)
from
$245
Waikiki Sunset Boat Cruise
5.0 (35)

Waikiki Sunset Boat Cruise

Witness Waikiki's iconic sunset from the water while we take you along the beautiful coastline of Honolulu. Cruise by the beautiful Diamond Head and the...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (35)
from
$49
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
4.7 (67)

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above...

5 hours 30 minutes • Hotel pickup offered • Free Cancellation
5 hours 30 minutes • Hotel pickup offered • Free Cancellation
5 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.7 (67)
from
$196.63

Frequently Asked 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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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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