Hawaii Cruises, Sailing & Water Tours

472 Results
Sort by:
Price (High to Low)
Filter
Languages Clear
Time of Day Clear
307
232
132
Duration Clear
30
380
135
1
2
Price Clear
$0 $500+
Rating Clear
361
456
461
Specials Clear
458
146
1
98
11
Features Clear
39
303
407
26
338
21
Accessibility Clear
12
173
339
Families Clear
314
116
126

Hawaii Activities

Attractions

Guides

Calendar

Discover Popoia Island and Kailua Bay by Kayak Guided Tour
Oahu, USA
5.0 (3)

Discover Popoia Island and Kailua Bay by Kayak Guided Tour

Kayak in the crystal clear waters of Kailua Bay with one of our guides and visit one of Oahu's smallest offshore islands. It's only a...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (3)
from
$169
Maui Sunset Dinner Cruise - A Hawaiian Hula Experience
Maui, USA
4.6 (723)

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

For a one-of-a-kind Maui Sunset Cruise and cocktail dinner party aboard Pride of Maui, the most spacious and stable catamaran on Maui. Freshly prepared and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (723)
from
$168
Oahu: Atlantis Submarine Adventure in Waikiki
Oahu, USA
4.5 (1,239)

Oahu: Atlantis Submarine Adventure in Waikiki

Explore Waikiki’s marine mysteries while diving more than 100 feet underwater in an air-conditioned, eco-friendly, battery-powered submarine! A special added bonus of this tour experience...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.5 (1,239)
from
$167.81
Maui: Coast of Ka'anapali Beach Sunset Dinner Sail
Lahaina, USA
4.7 (185)

Maui: Coast of Ka'anapali Beach Sunset Dinner Sail

Embark on an unforgettable two-hour Sunset Sail, promising a serene and memorable experience. Relax as our crew sets sail for two hours of smooth and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (185)
from
$167.16
Afternoon Whale Watching Tour in Maui with Dinner
Maui, USA
5.0 (3)

Afternoon Whale Watching Tour in Maui with Dinner

Witness the majesty of humpback whales in their natural habitat during this Afternoon Whale Watching Tour in Maui. From December 15 to April 15, enjoy...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$167.16
Kona Hawaii Per Person Shared Fishing with Bite Me Sportfishing
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.2 (49)

Kona Hawaii Per Person Shared Fishing with Bite Me Sportfishing

None of your friends and family want to go fishing with you? Don't have to be "the one" who reels it in but want to...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.2 (49)
from
$166.95
Dolphin Watching & Turtle Snorkeling
Honolulu, USA
4.8 (70)

Dolphin Watching & Turtle Snorkeling

In the clear waters of West Oahu, enjoy dolphin watching and snorkeling experience and get to see the wildlife and tropical island fishes. You might...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
4.8 (70)
from
$166.49
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
Likely to Sell Out
Likely to Sell Out
Maui, USA
4.8 (965)

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

Sea Maui’s Sunset Dinner Cruise is our premium dining & Sunset experience. Leave behind the hustle and bustle of the land when you're welcomed onboard...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (965)
from
$166.31
Sunset Cocktail Cruise on our Sailing Catamaran
Big Island of Hawaii, USA
4.8 (63)

Sunset Cocktail Cruise on our Sailing Catamaran

Enjoy the warm tropical breezes and unparalleled views of the Big Island as you sail along the Kohala Coast aboard our legendary sailing catamaran Seasmoke....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (63)
from
$165
Wailua River & Waterfalls Kayak Tour: Expert-Guided Adventure
Kauai, USA
4.9 (815)

Wailua River & Waterfalls Kayak Tour: Expert-Guided Adventure

Rainbow Kayak Tours has been providing guided tours of the Wailua River for 20 years. Our experienced guides are well versed in the flora and...

5 to 6 hours • Free Cancellation
5 to 6 hours • Free Cancellation
5 to 6 hours • Free Cancellation
4.9 (815)
from
$164.87
Premium Kona Coast Morning Snorkel
Big Island of Hawaii, USA
5.0 (196)

Premium Kona Coast Morning Snorkel

Adventure down the Southern Kona Coast on our fleet of covered boats for everyone’s comfort. Snorkel the pristine Puʻuhonua O Honaunau (The Place of Refuge)...

4 hours 30 minutes • Free Cancellation
4 hours 30 minutes • Free Cancellation
4 hours 30 minutes • Free Cancellation
5.0 (196)
from
$164.72
Sound of the Ocean Whale Watch Sail
Maui, USA
5.0 (1)

Sound of the Ocean Whale Watch Sail

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$163.68
Lahaina Maui Sea Turtle Snorkel Sail Adventure w/Lunch & Open Bar
Maui, USA
4.9 (102)

Lahaina Maui Sea Turtle Snorkel Sail Adventure w/Lunch & Open Bar

Ready for an unforgettable day of sailing, snorkeling, island lunch, and open bar aboard our luxury sailing catamaran? Perfect for families, couples, kids, first-time snorkelers,...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.9 (102)
from
$163.20
PRIVATE ACCESS: Huleia River Hidden Valley Falls Kayak & Hike
Kauai, USA
4.7 (159)

PRIVATE ACCESS: Huleia River Hidden Valley Falls Kayak & Hike

Experience an authentic Kauai adventure as you paddle tandem kayaks along the serene Hule‘ia River, journeying deep into the island’s untamed jungle. Surrounded by lush...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.7 (159)
from
$162.28
Manta Ray Night Snorkel Tour from Kona
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
4.8 (244)

Manta Ray Night Snorkel Tour from Kona

The manta ray night snorkel was voted "One of the Top 10 Things To Do in Your Life" by the Travel Channel! Experience the Kona...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (244)
from
$160.50
Hanalei Bay Morning Kayak and Snorkel Tour
Kauai, USA
4.9 (594)

Hanalei Bay Morning Kayak and Snorkel Tour

Our Hawaiian family takes great pride in sharing Hanalei’s rich history and culture with you. Our ocean-river combo tour departs from our private dock and...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.9 (594)
from
$160.49

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