Hawaii Cruises, Sailing & Water Tours

476 Results
Sort by:
Traveler Rating
Filter
Languages Clear
Time of Day Clear
311
244
129
Duration Clear
31
384
136
2
2
Price Clear
$0 $500+
Rating Clear
368
463
467
Specials Clear
463
155
1
92
9
Features Clear
37
321
403
27
338
20
Accessibility Clear
11
181
340
Families Clear
323
116
125

Hawaii Activities

Attractions

Guides

Calendar

Maui Luxury Boston Whaler Private Charter for up to 6 Passengers
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (2)

Maui Luxury Boston Whaler Private Charter for up to 6 Passengers

Welcome to your very own private Maui adventure! Ali’i Nani, roughly translated to “Beautiful Royalty,” evokes elegance, prestige, and the ultimate in luxury. Whether you’re...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (2)
from
$2,295
Oahu Private First, Last and Transfer Day Tours with Luggage
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (2)

Oahu Private First, Last and Transfer Day Tours with Luggage

Make the first or last day of your vacation the best one, without any hassle or wasted time.  We all know the feeling of an early...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$799
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
Personalized Private Pearl Harbor National Memorial Oahu Tours
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (2)

Personalized Private Pearl Harbor National Memorial Oahu Tours

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7,...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$699
Private Stand Up Paddling Lesson in Makena
Maui, USA
5.0 (2)

Private Stand Up Paddling Lesson in Makena

Makena Bay is one of the most popular launching points for so many water activities as it offers such a great experience. Calm waters over...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
from
$182.71
Private Charter Full Day around Lanai 3 Snorkel Stops 7 Hrs
Maui, USA
5.0 (2)

Private Charter Full Day around Lanai 3 Snorkel Stops 7 Hrs

Visit the coast-line of Lanai on a full day 7-hour small group trip and go on a dolphin discovery adventure. You will be transported on...

7 hours • Free Cancellation
7 hours • Free Cancellation
7 hours • Free Cancellation
5.0 (2)
from
$6,500
Private South Shore Sail Charter
Oahu, USA
5.0 (2)

Private South Shore Sail Charter

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze,...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$1,000
Private Charter Humpback Whale Watching & Dolphin Search
Maui, USA
5.0 (2)

Private Charter Humpback Whale Watching & Dolphin Search

Our Exclusive Private Charter Sanity Vessel holds as many as 32 passengers.   Humpback Whale Watching and Dolphin Search minimum 2 hours with additional hourly rate...

2 to 8 hours • Free Cancellation
2 to 8 hours • Free Cancellation
2 to 8 hours • Free Cancellation
5.0 (2)
from
$1,992.67
Private cruise Gondola waikiki with cute tour guide & he sings!
Oahu, USA
5.0 (2)

Private cruise Gondola waikiki with cute tour guide & he sings!

Drift and relax under the starlight as you glide effortlessly on the tranquil waters of Waikiki. Gaze in awe under romantic moonlight while interacting with...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (2)
from
$670
Private Whale Watching Trip from Oahu
Oahu, USA
5.0 (2)

Private Whale Watching Trip from Oahu

6 Guests Maximum Private + Exclusive Unlike large group tours, this experience is limited to just 6 guests aboard a 32-foot World Cat, ensuring a...

90 to 150 minutes • Free Cancellation
90 to 150 minutes • Free Cancellation
90 to 150 minutes • Free Cancellation
5.0 (2)
from
$750
Maui Dolphins & Turtles - Makai Adventures
Maui, USA
5.0 (2)

Maui Dolphins & Turtles - Makai Adventures

Take a ride on our brand new boat, MAKAI, along the West Maui coast. Enjoy beautiful views while looking for dolphins and a quick stop...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (2)
from
$135
Mauna Kea Deluxe Whale Watch and Boat Cruise
Big Island of Hawaii, USA
5.0 (2)

Mauna Kea Deluxe Whale Watch and Boat Cruise

Set sail on the luxurious Olohana powerboat for the Mauna Kea Deluxe Whale Watch, where stunning views and unforgettable wildlife encounters await. This 2-hour cruise...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
from
$109
Private Sunset Cruise in Kona
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (1)

Private Sunset Cruise in Kona

Come aboard UliUli Moana with us and watch the sun go down behind the Kona Coast. All of our charters are private so this can...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$995
Ko Olina Glass Bottom Boat Tour - 1 Hour Reef Adventure
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (1)

Ko Olina Glass Bottom Boat Tour - 1 Hour Reef Adventure

Discover one of the top-rated ocean experiences in Ko Olina on this exciting 1-hour Glass Bottom Boat Reef Adventure along Oahu’s beautiful West Side. Departing...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (1)
from
$51
Catamaran Private Charter of NaPali Coast on Kauai
Likely to Sell Out
Likely to Sell Out
Kauai, USA
5.0 (1)

Catamaran Private Charter of NaPali Coast on Kauai

We have been operating our tours for over 39 years. We custom-built our vessels to provide you with the ideal sightseeing vessel for our Kauai...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (1)
from
$3,400
Afternoon Sail With the Whales from Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (1)

Afternoon Sail With the Whales from Lahaina Harbor

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$100.22

Frequently Asked Questions

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

Hawaii Activities
Attractions
Guides
Calendar
View more
View more
Language
Currency

Site Settings

Activity name

Currency

Activity name

Lowest Price Guarantee

Activity name

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

Activity name

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.

Cool Support

Ask us anything!

Activity name

Cool Robot