Hawaii Cruises, Sailing & Water Tours

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Hawaii Activities

Attractions

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10 Passenger Max Customizable Private Charter
Big Island of Hawaii, USA
5.0 (13)

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 (13)
from
$1,739.55
Sunset Cruise along Waikiki Coastline
Oahu, USA
5.0 (13)

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 (13)
from
$125
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
Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar
Oahu, USA
5.0 (12)

Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (12)
from
$99
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
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
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

Experience the vibrant underwater world at Molokini Crater, a renowned marine preserve just a short boat ride from Kihei. With over 25 years of expertise,...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (10)
from
$249
3-Hour Luxury Private Custom Charter
Big Island of Hawaii, USA
5.0 (10)

3-Hour Luxury Private Custom Charter

There's no better way to see Hawaii than from the ocean. Breathless views of the island and it's terrain. But the beauty of Hawaii is...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (10)
from
$1,950
Double Reef Snorkel and Dolphin Watch in Kona
Big Island of Hawaii, USA
5.0 (10)

Double Reef Snorkel and Dolphin Watch in Kona

The Kona Coast is the home to an abundance of pristine tropical coral reefs which is the home to a variety of different fish species,...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (10)
from
$174.99
Kailua-Kona Adventure Whale Watch
Big Island of Hawaii, USA
4.9 (10)

Kailua-Kona Adventure Whale Watch

Meet Apollo, a 41 foot ribcraft purpose built for the ultimate adventure, and the newest member of the Hawaiian Adventures Team. Apollo’s 12.5 meter hull...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.9 (10)
from
$119
Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome
Likely to Sell Out
Likely to Sell Out
Maui, USA
4.9 (9)

Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome

Our Private Tours are always Private and Customized to suit everyone's abilities in your family/group. Whale Watching on a Paddleboard is the BEST and most...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (9)
from
$189
Two Site Snorkeling Adventure featuring the Molokini Crater
Maui, USA
4.9 (9)

Two Site Snorkeling Adventure featuring the Molokini Crater

Experience the vibrant underwater world at Molokini Crater, a renowned marine preserve just a short boat ride from Kihei. With over 25 years of expertise,...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (9)
from
$174
Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE
Big Island of Hawaii, USA
4.8 (9)

Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE

Welcome aboard the Ocean Encounters. This 46' Delta is your pathway to some of the best memories of a lifetime! On this private large group...

4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4.8 (9)
from
$2,436.50
Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE II
Big Island of Hawaii, USA
5.0 (9)

Kona Hawaii Fishing/Snorkel Large Group Private Charter on OE II

Spend the day out on the waters of the Kona Coast on the Ocean Encounters II, a 34' Radon. Your private, large-group boating and sport-fishing...

4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
5.0 (9)
from
$2,088.40
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
Self-Guided Kayaking Tour in Kailua Bay and Popoia Island
Oahu, USA
5.0 (9)

Self-Guided Kayaking Tour in Kailua Bay and Popoia Island

Meet in Kailua at the Active Oahu storefront where friendly staff will help you load your kayaks and gear. From there drive a few minutes...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (9)
from
$82

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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