Hawaii Cruises, Sailing & Water Tours

476 Results
Sort by:
Featured
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

Whale Watching on "The World Famous North Shore of Oahu", Hawaii
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.8 (5)

Whale Watching on "The World Famous North Shore of Oahu", Hawaii

Our company is uniquely owned by Native-Hawaiian watermen. As the only company of its kind on the island, we hope you'll support local. Our owners,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (5)
from
$135
5-Hour Lanai Snorkel & Dolphin Adventure
Maui, USA
4.9 (71)

5-Hour Lanai Snorkel & Dolphin Adventure

This morning snorkeling tour is the perfect Lana'i snorkel tour that gets you back to Maui before noon! This tour features 1-2 snorkel spots near...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.9 (71)
from
$265.46
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
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
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
Kauai Sea Kayaking 10 mile tour - Na Pali Iki (Polihale to Milolii)
Kauai, USA
5.0 (21)

Kauai Sea Kayaking 10 mile tour - Na Pali Iki (Polihale to Milolii)

A rigorous adventure is recommended for the very active. Polihale State Park to Miloli'i is a 10-mile round trip paddleA one-day 10 mile guided sea...

6 to 8 hours
6 to 8 hours
6 to 8 hours
5.0 (21)
from
$295
Waikiki to Diamondhead: Sunset BYOB Cruise
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (2)

Waikiki to Diamondhead: Sunset BYOB Cruise

Want a spectacular sunset cruise? Our cruise offers multi level viewing of the dramatic Waikiki coastline and spectacular sunset on the water views. We offer...

2 to 190 minutes • Free Cancellation
2 to 190 minutes • Free Cancellation
2 to 190 minutes • Free Cancellation
5.0 (2)
from
$138.95
Private Sunset Luxury Cruise of Oahu
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (3)

Private Sunset Luxury Cruise of Oahu

Enjoy a relaxing cruise along the North Shore of Oahu. Take in the breathtaking views of Oahu from the water where you can see Mt....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$400
Friday Night Waikiki Fireworks Cruise
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.2 (12)

Friday Night Waikiki Fireworks Cruise

Set sail for an unforgettable evening on our Waikiki Fireworks Cruise! Every Friday night, join us for a scenic cruise that takes you out into...

1 to 2 hours • Free Cancellation
1 to 2 hours • Free Cancellation
1 to 2 hours • Free Cancellation
4.2 (12)
from
$79
2hr Luxury Private Sailing Catamaran for 7-12 People
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (3)

2hr 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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$1,495
Mauna Kea Signature Coastline Cruise Day & Sunset Options
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.6 (8)

Mauna Kea Signature Coastline Cruise Day & Sunset Options

Unwind in true island style on our Mauna Kea Coastline Cruise, departing from Kawaihae Harbor aboard Olohana — a 41-foot luxury powerboat designed for comfort...

90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
90 to 120 minutes • Free Cancellation
4.6 (8)
from
$89.10
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
Turtle Town Sunset Kayak & Snorkel: Wailea
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (5)

Turtle Town Sunset Kayak & Snorkel: Wailea

Golden hour in Maui is something you’ll never forget. Kayak the coastline, snorkel with sea turtles, and watch for whales as the sun sets. Experience...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
from
$89.25
Certified Diver 2 Tank Shallow Reef Dives Off Wai'anae
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (3)

Certified Diver 2 Tank Shallow Reef Dives Off Wai'anae

The best reef diving experience in Hawaiian waters! Join us on a guided tour of two beautiful reefs on the west shore of Oahu. As...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (3)
from
$141.10
Oahu Personalized Private North Shore Highlight Custom Tour
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (7)

Oahu Personalized Private North Shore Highlight Custom Tour

Explore the Seven Mile Miracle known as O`ahuʻs North Shore.  Winter brings big waves and world-class surfing, while the summer is calm and perfect for visiting...

6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
6 to 12 hours • Hotel pickup offered
5.0 (7)
from
$699
Private Group SUP Lessons for 4 by Waikiki Beachboys at the Royal
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.7 (6)

Private Group SUP Lessons for 4 by Waikiki Beachboys at the Royal

Learn how to stand up paddle with your own Waikiki Beachboy in the birth place of surfing.  We are located in the heart of Waikiki, just...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.7 (6)
from
$100.76

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