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
156
1
92
9
Features Clear
36
320
403
27
338
20
Accessibility Clear
11
181
340
Families Clear
323
116
125

Hawaii Activities

Attractions

Guides

Calendar

4 Hour Private Snorkeling Tour in Kona
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (3)

4 Hour Private Snorkeling Tour in Kona

Come aboard UliUli Moana for a luxury private snorkeling tour. Everything you need for the day is provided. You and your party can show up...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (3)
from
$1,800
Private Charter Morning Snorkel and Wildlife Watch. Up to 18 Pax
Big Island of Hawaii, USA

Private Charter Morning Snorkel and Wildlife Watch. Up to 18 Pax

Explore the Kona coast with experienced captains and guides. At least an hour of snorkel time at the best snorkel site chosen daily, based on...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
from
$1,800
Private Charter: Customizable Big Island Boat Adventure
Big Island of Hawaii, USA
5.0 (23)

Private Charter: Customizable Big Island Boat Adventure

Are you looking to relax with your family or friends? Our modern powered catamaran is designed for open ocean conditions that will allow our passengers...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (23)
from
$1,882
Private Sea’fari Expedition • 8 Guests Included (Expandable)
Oahu, USA
4.9 (56)

Private Sea’fari Expedition • 8 Guests Included (Expandable)

Guided by those who know it best., weaving history, science, and tradition. Dolphins that have danced in these waters for generations, humpback whales navigating ancient...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (56)
from
$1,900
Half Day Private Cruise Tour with Snorkeling and Fishing in Kona
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (3)

Half Day Private Cruise Tour with Snorkeling and Fishing in Kona

Come aboard UliUli Moana for a luxury private snorkeling tour. Everything you need for the day is provided. You and your party can show up...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (3)
from
$1,900
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
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
3 Hour Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out
Oahu, USA

3 Hour 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...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
from
$1,995
Custom Private Multi Day Tours on the island of Oahu Hawaii
Oahu, USA
5.0 (5)

Custom Private Multi Day Tours on the island of Oahu Hawaii

Your Multi-Day Tours make sure you have the most fun possible, see everything you want, as well as have a driver for things like dinner, golf,...

3 days • Hotel pickup offered
3 days • Hotel pickup offered
3 days • Hotel pickup offered
5.0 (5)
from
$1,997.50
Private Snorkel Trip from Oahu on a Yacht
Oahu, USA
5.0 (27)

Private Snorkel Trip from Oahu on a Yacht

Get with Oahu's ultimate charter on a 46-foot world renown yacht in a private tour while enjoying the waters of West Oahu on this 3.5...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (27)
from
$2,041.88
The Ultimate Private Adventure
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (48)

The Ultimate Private Adventure

With Kona Ocean Adventures, we are not just another tour but a true Adventure! This charter is for up to 6 guests. If you have...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (48)
from
$2,052.53
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
Private Na Pali Coast Tour
Likely to Sell Out
Likely to Sell Out
Kauai, USA
5.0 (13)

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 (13)
from
$2,160
6 Hour Private Charter in Kona
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (5)

6 Hour Private Charter in Kona

When you book with us, you are really in control of how you want your favorite day on vacation to go! We can completely customize...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (5)
from
$2,200
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
Private Charter 12 Passenger X-Treme Vessel 3 Hours
Likely to Sell Out
Likely to Sell Out
Maui, USA
4.7 (11)

Private Charter 12 Passenger X-Treme Vessel 3 Hours

Travel & Hospitality Award Winner, BBB A+ Rated, Winner of  and 2018 Certificate of Excellence Cool Hawaii Award....

3 days 4 hours • Free Cancellation
3 days 4 hours • Free Cancellation
3 days 4 hours • Free Cancellation
4.7 (11)
from
$2,300

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