Oahu Cruises, Sailing & Water Tours

Pearl Harbor Arizona Memorial - Honolulu Tour - Submarine Access

Around 8am on December 7th, 1941, Japanese warplanes attacked Pearl Harbor and the Island of Oahu. The surprise attack killed 2,403 and marked the United...

5 to 6 hoursHotel pickup offeredFree Cancellation
5 to 6 hoursHotel pickup offeredFree Cancellation
5 to 6 hours • Hotel pickup offered • Free Cancellation
4.1 (595)
from
$74

Sea Safari, Dolphins, Turtles and Waikiki Cruise

Experience the beauty of Oʻahu South Shore as we sail toward Lēʻahi (Diamond Head) aboard the spacious Haleiwa Queen, a 50ft power catamaran, with 49...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
3.9 (116)
from
$46

Friday Night Waikiki Fireworks Cruise
Likely to Sell Out
Likely to Sell Out

Set sail for an unforgettable evening on our Waikiki Fireworks Cruise! Every Friday night, join us for a scenic cruise that takes you out into...

1 to 2 hoursFree Cancellation
1 to 2 hoursFree Cancellation
1 to 2 hours • Free Cancellation
4.1 (11)
from
$79

Mokulua Islands Self-Guided Kayak Adventure
Likely to Sell Out
Likely to Sell Out

Explore the Mokolua Islands on this adventurous self-guided tour. The island is a seabird sanctuary and the beach is also a resting spot for monk...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.0 (4)
from
$82

Affordable Afternoon Sail in Waikiki

Looking for an unforgettable experience that won’t break the bank? Join us aboard Island Magic for the Aloha Hour a scenic, one hour sail offering...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
3.7 (3)
from
$30

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 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
3.5 (2)
from
$695

Oahu: Ko Olina Kaula Kai Sunset Sail and Luau Experience
Likely to Sell Out
Likely to Sell Out

Set sail on the stunning leeward coast of Oʻahu during the Kaula Kai experience, combining a breathtaking sunset sail with a vibrant luau. Start your...

90 to 180 minutesFree Cancellation
90 to 180 minutesFree Cancellation
90 to 180 minutes • Free Cancellation
3.0 (1)
from
$139

Private Cruise Swim with Dolphin
Likely to Sell Out
Likely to Sell Out

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and anniversaries. An Impressive Swimming Experience with Wild...

3 hoursHotel pickup offered
3 hoursHotel pickup offered
3 hours • Hotel pickup offered
from
$3,900.52

3 Hour Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out

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 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
from
$1,995

Private Luxury Sunset Cruise Aboard Limitless
Likely to Sell Out
Likely to Sell Out

Set sail with on a private 2-hour sunset cruise, the perfect way to wind down your day in Hawaii. As the sun sinks toward the...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
from
$1,199

Private Morning Ceremony Sailing Charter

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
from
$1,000

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 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
from
$1,560

Ko Olina Catamaran Snorkel and Luau Experience

Your adventure begins aboard the luxury catamaran Ko Nau Lani for a guided snorkel sail along Oʻahu’s stunning leeward coastline. Explore vibrant reef waters with...

2 to 6 hoursFree Cancellation
2 to 6 hoursFree Cancellation
2 to 6 hours • Free Cancellation
from
$149

Private Luxury Sunset Cruise in Waikiki

Experience the ultimate luxury and exclusivity with a private yacht cruise in Waikiki, where you can bask in the breathtaking beauty of the Hawaiian sunset...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
from
$1,000

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 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
from
$1,299

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 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
from
$699

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These answers are based on answers previously given to Cool Hawaii customers' questions.

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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.