Hawaii Cruises, Sailing & Water Tours

476 Results
Sort by:
Price (Low to High)
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
320
403
27
338
20
Accessibility Clear
11
181
340
Families Clear
323
116
125

Hawaii Activities

Attractions

Guides

Calendar

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
Kona - 5 Hours Private Fishing Charter in Kailua-Kona
Big Island of Hawaii, USA
4.9 (38)

Kona - 5 Hours Private Fishing Charter in Kailua-Kona

Our charters start at 5 hours to provide you with the greatest opportunity to catch fish during your experience. If there is anything you would...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.9 (38)
from
$950
Private Luxury Sunset Cruise in Waikiki
Oahu, USA

Private Luxury Sunset Cruise in Waikiki

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 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
from
$950
Sunset Cruise & Manta Night Snorkeling Charter
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (17)

Sunset Cruise & Manta Night Snorkeling Charter

You enjoy sunset cruising, and then, You enjoy the world famous Manta ray night snorkeling by private charter on our comfortable Luxury boat. It will...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (17)
from
$990
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
Venture Wildlife Snorkel Charter from Ko Olina
Oahu, USA
5.0 (4)

Venture Wildlife Snorkel Charter from Ko Olina

6 Guests Maximum **From December 15th to March 31st,** join us for our seasonal favorite Whale Watch + Snorkel, where your experience can be as...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$995
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 Morning Ceremony Sailing Charter
Oahu, USA

Private Morning Ceremony Sailing Charter

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 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
from
$1,000
Kona Hawaii Deep Sea Fishing Escapade on the Bite Me 6
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (34)

Kona Hawaii Deep Sea Fishing Escapade on the Bite Me 6

Enjoy the day site seeing and fishing for Kona's popular gamefish on this boat known for providing a fun family adventure. Kid's welcome. Spectators have...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (34)
from
$1,044.18
Sunset Sightseeing Cruise in Kawaihae
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (1)

Sunset Sightseeing Cruise in Kawaihae

2hr coastal sunset cruise. View the Kohala coast from the ocean. Experience an epic Hawaiian sunset with the great possibility of viewing the infamous "green...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$1,050
Kona - 6 Hour Private Fishing Charter Kona, Hawaii
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (18)

Kona - 6 Hour Private Fishing Charter Kona, Hawaii

We offer anglers and families to enjoy every aspect of being on the ocean. In the winter months we quite often see Humpback whales and...

6 hours • Free Cancellation
6 hours • Free Cancellation
6 hours • Free Cancellation
5.0 (18)
from
$1,095
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 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
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

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