Oahu Cruises, Sailing & Water Tours

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Oahu Activities

Attractions

Guides

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Waikiki Friday Fireworks Boat Cruise from Oahu
4.6 (56)

Waikiki Friday Fireworks Boat Cruise from Oahu

Experience the iconic Waikiki fireworks like never before on our sunset sail aboard a 55-foot double-decker catamaran. With spacious decks and a underwater viewing room,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (56)
from
$59
Waikiki: Golden Hour Sunset Cocktail Cruise
4.9 (26)

Waikiki: Golden Hour Sunset Cocktail Cruise

Cast off on a breathtaking 90-minute sunset cruise off the coast of Waikiki! Enjoy unparalleled comfort aboard our 50-foot double-decker boat, featuring a Titanic-style bow...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (26)
from
$59
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 Friday Fireworks Boat Cruise from Oahu
4.3 (7)

Waikiki Friday Fireworks Boat Cruise from Oahu

Experience the iconic Waikiki fireworks like never before on our sunset sail aboard a 55-foot double-decker catamaran. With spacious decks and a underwater viewing room,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.3 (7)
from
$59
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
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
Waikiki 2-Hour Sunset Sailing Catamaran – Swim & Sail Adventure
4.8 (559)

Waikiki 2-Hour Sunset Sailing Catamaran – Swim & Sail Adventure

There’s no better place to take a dip than the crystal-clear waters of Waikiki—and no better way to experience a Hawaiian sunset than from the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (559)
from
$56
Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran
4.9 (155)

Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran

Step aboard Hawea, our hand-built 50′ catamaran, for a 90-minute afternoon sail that blends the laid-back spirit of Waikiki with the festive energy of happy...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (155)
from
$55.35
Bikini Bottom Public Party Dance Cruise + LIVE DJ
4.7 (79)

Bikini Bottom Public Party Dance Cruise + LIVE DJ

- LIVE DJs on board, amazing dance music and sound systems - Bar on Board with 2 Free Drinks - Sunny, warm weather and breathtaking...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (79)
from
$55
Sunset Whale Watch in Waikiki, Whales Guaranteed or Free Return
Likely to Sell Out
Likely to Sell Out
4.9 (111)

Sunset Whale Watch in Waikiki, Whales Guaranteed or Free Return

Free return trip if no whales are sighted! Our beautiful double decker tour boat is the best platform for viewing whales! Experience Humpback Whales in...

90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
4.9 (111)
from
$54
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value
4.9 (250)

Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle,...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (250)
from
$53.36
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
Waikiki: 2-Hour Whale Watching with Guaranteed Sightings on Oahu
4.7 (1,265)

Waikiki: 2-Hour Whale Watching with Guaranteed Sightings on Oahu

Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a lifetime experience that you will never...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (1,265)
from
$53.31
1-Hour Diamond Head Sail from Waikiki Beach on Ke Kai Catamaran
5.0 (71)

1-Hour Diamond Head Sail from Waikiki Beach on Ke Kai Catamaran

Join us for a 1-hour fun-filled sail departing directly off of Waikiki Beach! Enjoy a breezy midday diamond head sail with complimentary drinks on YELLOW...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (71)
from
$52.70
Waikiki Sunset Boat Cruise
Likely to Sell Out
Likely to Sell Out
5.0 (183)

Waikiki Sunset Boat Cruise

No vacation is complete without experiencing a vibrant Hawaiian sunset from the water. Unobstructed views create the best photo opportunities! Listen to great music as...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (183)
from
$50
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
4.9 (255)

Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast

As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (255)
from
$49.99

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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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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