Hawaii Cruises, Sailing & Water Tours

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Hawaii Activities

Attractions

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Maui Intimate Luxury Powerboat Private Charter
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (1)

Maui Intimate Luxury Powerboat Private Charter

Step aboard 'Amore', your private charter and discover Maui’s coastline in comfort and style. Designed for versatility, this premium vessel offers an expansive bow with...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$1,615.50
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
Likely to Sell Out
Likely to Sell Out
Oahu, USA
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
Private Snorkeling Cruise in Waikiki
Oahu, USA

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 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
from
$1,560
Private Kealakekua Bay Captain Cook Snorkeling
Big Island of Hawaii, USA
5.0 (46)

Private Kealakekua Bay Captain Cook Snorkeling

There is no better way to explore Hawaii’s #1 snorkel destination than with an affordable private charter from HAWAII MARINE LIFE CHARTERS. Vessel Designed for...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
5.0 (46)
from
$1,541.11
Big Island: 4-Hour Private Charter Adventures in Kona Coast
Big Island of Hawaii, USA
5.0 (9)

Big Island: 4-Hour Private Charter Adventures in Kona Coast

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter....

4 hours
4 hours
4 hours
5.0 (9)
from
$1,500
2hr Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (3)

2hr Luxury Private Sailing Catamaran for 7-12 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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$1,495
Private Oahu Sunset Charter with Tasting and Drinks
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (53)

Private Oahu Sunset Charter with Tasting and Drinks

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people...

120 to 150 minutes • Free Cancellation
120 to 150 minutes • Free Cancellation
120 to 150 minutes • Free Cancellation
5.0 (53)
from
$1,413.61
Kona Hawaii Deep Sea Luxury Fishing Trip on Bite Me 5
Big Island of Hawaii, USA
4.8 (6)

Kona Hawaii Deep Sea Luxury Fishing Trip on Bite Me 5

In 2024 our vessel underwent a complete retrofit. We offer custom charters to fit all your needs. Experienced and novice alike, you will be guided...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.8 (6)
from
$1,392.18
Offshore Fishing Adventures With Ohana Deep Sea Fishing
Likely to Sell Out
Likely to Sell Out
Oahu, USA
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
Private Boat Charter in Waikiki for Snorkeling and Events
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (6)

Private Boat Charter in Waikiki for Snorkeling and Events

Discover the beauty of Waikiki with a private boat day charter, perfect for snorkeling, coastal cruising, events, and seasonal whale watching from January to March....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (6)
from
$1,300
Private Luxury Sunset Fireworks Cruise Aboard Limitless
Oahu, USA

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 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
from
$1,299
Kona - 8 Hour Private Fishing Charter in Kailua-Kona, Hawaii
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.6 (9)

Kona - 8 Hour Private Fishing Charter in Kailua-Kona, Hawaii

If there is anything you would specifically like us to accommodate, please let us know in advance and we will do everything possible to meet...

8 hours • Free Cancellation
8 hours • Free Cancellation
8 hours • Free Cancellation
4.6 (9)
from
$1,295
Luxury Private Boat Charter in Big Island Hawaii
Big Island of Hawaii, USA
5.0 (60)

Luxury Private Boat Charter in Big Island Hawaii

Please forget about the crammed up tourist boats, and come with us! 6 Guest MAX, Luxurious Snorkel Boat! The most Affordable & Luxurious Snorkel Charter...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (60)
from
$1,200
Oahu: Private North Shore Boat Charter
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (6)

Oahu: Private North Shore Boat Charter

Our North Shore adventure tours are perfect for people of all ages. Bring your family or friends and create new memories. Turn the tour into...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (6)
from
$1,200
2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (2)

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 (2)
from
$1,200
Private Luxury Sunset Cruise Aboard Limitless
Likely to Sell Out
Likely to Sell Out
Oahu, USA

Private Luxury Sunset Cruise Aboard Limitless

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

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.

We Make It Easy!

Gather your information

Locate your Cool Hawaii Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

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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