Hawaii Cruises, Sailing & Water Tours

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Hawaii Activities

Attractions

Guides

Calendar

Private Oahu Pearl Harbor and Island Sightseeing Combination Tour
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (15)

Private Oahu Pearl Harbor and Island Sightseeing Combination Tour

Combine any route or tour into one incredible, unforgettable day.  Visit Pearl Harbor, then head up to the North Shore, or even cruise around the...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (15)
from
$699
Diamond Head Sunset Sail
Oahu, USA
5.0 (14)

Diamond Head Sunset Sail

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (14)
from
$695
2.5-Hour Whale Watching On A 41' Super-Raft
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.8 (14)

2.5-Hour Whale Watching On A 41' Super-Raft

A Whale of a Time in Hawaii! Step aboard our luxurious 41ft Super-Raft for a fun filled adventure on the water. Enjoy the thrill of...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (14)
from
$135.14
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.8 (14)

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (14)
from
$1,150
Private Na Pali Coast Boat Charter 4.5 Hour Adventure
Likely to Sell Out
Likely to Sell Out
Kauai, USA
5.0 (14)

Private Na Pali Coast Boat Charter 4.5 Hour Adventure

Experience the Na Pali Coast on a private 4.5-hour adventure built exclusively for your group. Blast along towering cliffs, explore sea caves, and take in...

4 hours 30 minutes • Free Cancellation
4 hours 30 minutes • Free Cancellation
4 hours 30 minutes • Free Cancellation
5.0 (14)
from
$4,395.91
4-Hour Kona Private Charter
Big Island of Hawaii, USA
5.0 (14)

4-Hour Kona Private Charter

Perfect for all size of couples, families or extended families. Experience Kealakekua Bay, the best place to snorkel on the Big Island or find a...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (14)
from
$1,340.37
2 Hour Big Island Dolphin Watching and Sea Turtle Snorkel Tour
Big Island of Hawaii, USA
5.0 (13)

2 Hour Big Island Dolphin Watching and Sea Turtle Snorkel Tour

Embark on an unforgettable adventure with our 2-hour afternoon tour along Kona's West Coast, where you'll discover the excitement of dolphin watching and snorkeling. Step...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (13)
from
$88
Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
Likely to Sell Out
Likely to Sell Out
Oahu, USA
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
Royal Humpback Whale Exploration
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.8 (12)

Royal Humpback Whale Exploration

Humpback whales visit Hawaii from Alaska for a brief time in the winter. this is the time to take in the majestic Humpbacks. Hilo Ocean...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (12)
from
$179.49
Sunset Cruise along Waikiki Coastline
Oahu, USA
5.0 (12)

Sunset Cruise along Waikiki Coastline

Embark on an unforgettable journey aboard our intimate sunset cruise, where the Hawaiian sky transforms into a stunning canvas of gold, pink, and violet hues....

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (12)
from
$124
Akialoa Mā’alaea Sunset Sail
Maui, USA
5.0 (12)

Akialoa Mā’alaea Sunset Sail

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (12)
Private Catamaran Sunset Sail in Waikiki
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (11)

Private Catamaran Sunset Sail in Waikiki

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (11)
from
$900
Private Whale Watching Activity: 6 passengers max
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (11)

Private Whale Watching Activity: 6 passengers max

Our Captain and mates have travelled all over the polynesian islands to experience other whale-watching tours and have used all the information we've learned from...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (11)
from
$523.56
Private Na Pali Coast Tour
Likely to Sell Out
Likely to Sell Out
Kauai, USA
5.0 (11)

Private Na Pali Coast Tour

We are one of the few companies who offer affordable private charter rates! Our 28 foot boat is big enough to comfortably fit 6 people...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (11)
from
$2,700
10 Passenger Max Customizable Private Charter
Big Island of Hawaii, USA
5.0 (11)

10 Passenger Max Customizable Private Charter

• Vessel Designed for Exploration: HAWAII MARINE LIFE CHARTERS uses a 31’ Ocean Craft RHIB—the same "super-raft" used by military and law enforcement. This design...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (11)
from
$1,739.55
2-Tank Dive K2 Power Catamaran featuring the Molokini Crater
Maui, USA
4.9 (10)

2-Tank Dive K2 Power Catamaran featuring the Molokini Crater

Your world-class staff is friendly, knowledgeable, conscientious and excited to take clients diving. We take a maximum of twelve divers per cruise ensuring a more...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (10)
from
$249

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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