Hawaii Cruises, Sailing & Water Tours

Kailua Kona Whale Watching Boat Tour Experience
Big Island of Hawaii, USA

Witness the majestic humpback whales along the stunning coastline of Kona on this unforgettable 2-hour private whale watching tour. From December to April, experience the...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$700
Oahu: Ko Olina Kaula Kai Sunset Sail and Luau Experience
Likely to Sell Out
Likely to Sell Out
Oahu, USA

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
$125.10
Private Snorkel Tour 3 Hrs 1 stop from Kaanapali Beach
Maui, USA

Be Amazed at our private custom charter to the Island of Lanai on "Sanity" (snorkel vessel). Lanai with it's breathtaking shoreline, cliffs, cave, secluded beaches. ...

3 to 10 hoursFree Cancellation
3 to 10 hoursFree Cancellation
3 to 10 hours • Free Cancellation
3.7 (3)
from
$3,000
3 Hour Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out
Oahu, USA

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
Oahu, USA

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 Ni’ihau Scenic Snorkel
Likely to Sell Out
Likely to Sell Out
Kauai, USA

Fastest crossing and closest harbor to Ni'ihau! Your crew will be Nick and Jessie. We are experienced captains and snorkel guides.Visibility is usually 100’s of...

7 hoursFree Cancellation
7 hoursFree Cancellation
7 hours • Free Cancellation
from
$2,400
Private Morning Ceremony Sailing Charter
Oahu, USA

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 Luxury Sunset Cruise in Waikiki
Oahu, USA

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
$950
Ko Olina Catamaran Snorkel and Luau Experience
Oahu, USA

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
$134.10
Private Snorkeling Cruise in Waikiki
Oahu, USA

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
Private Charter Morning Snorkel and Wildlife Watch. Up to 18 Pax
Big Island of Hawaii, USA

Explore the Kona coast with experienced captains and guides. At least an hour of snorkel time at the best snorkel site chosen daily, based on...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
from
$1,800
Private Luxury Sunset Fireworks Cruise Aboard Limitless
Oahu, USA

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

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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.