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
151
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

Whale Watching Tour - Big Island, Hawaii
Big Island of Hawaii, USA
4.9 (181)

Whale Watching Tour - Big Island, Hawaii

It is finally that time of year where the beautiful humpback whales make their return to the Hawaiian islands after migrating from Alaska! Step aboard...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (181)
from
$99
Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar
Oahu, USA
5.0 (12)

Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (12)
from
$99
Guaranteed Whale-Watching Tour by Raft from Kihei, Maui
Maui, USA
4.9 (690)

Guaranteed Whale-Watching Tour by Raft from Kihei, Maui

Enjoy a prime opportunity to see humpback whales as they migrate through Hawaiian waters from Alaska between December and May. Setting out from Kihei, cruise...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (690)
from
$99.64
Whale Watching from Ma'alaea Harbor
Maui, USA
4.8 (573)

Whale Watching from Ma'alaea Harbor

Experience Maui's top-rated whale watch with the experts departing from Ma'alaea Harbor. These informative and fun two-hour whale watches are led by a team of...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (573)
from
$99.97
2 Hour Prime Time Maui Whale Watching
Maui, USA
5.0 (129)

2 Hour Prime Time Maui Whale Watching

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (129)
from
$99.99
Waikiki Turtle Snorkeling Adventure(8am)
Likely to Sell Out
Likely to Sell Out
Honolulu, USA
5.0 (88)

Waikiki Turtle Snorkeling Adventure(8am)

Discover an all-in-one Waikiki ocean adventure with our Turtle Snorkeling Tour. Cruise aboard our spacious and comfortable catamaran to Turtle Canyon, where you’ll have the...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
5.0 (88)
from
$100
Waikiki Whale Watching Cruise with Snack & Trolley Transportation
Likely to Sell Out
Likely to Sell Out
Honolulu, USA
4.8 (67)

Waikiki Whale Watching Cruise with Snack & Trolley Transportation

View wild humpback whales in their natural habitat on Oahu's stunning gold coast off of Waikiki. Our energetic crew will entertain you with hula and cultural chant...

2 hours • Hotel pickup offered • Free Cancellation
2 hours • Hotel pickup offered • Free Cancellation
2 hours • Hotel pickup offered • Free Cancellation
4.8 (67)
from
$100
Midday Whale Watch: Mā’alaea Harbor
Likely to Sell Out
Likely to Sell Out
Maui, USA
4.9 (103)

Midday Whale Watch: Mā’alaea 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
4.9 (103)
from
$100.22
Morning Whale Watch: Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
Maui, USA
4.9 (29)

Morning Whale Watch: 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
4.9 (29)
from
$100.22
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
Midmorning Whale Watch from Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
Maui, USA
4.5 (2)

Midmorning Whale Watch 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
4.5 (2)
from
$100.22
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
Waikiki Heritage and Diamond Head Wildlife Sail
Oahu, USA
4.8 (31)

Waikiki Heritage and Diamond Head Wildlife Sail

Set sail along the iconic Waikiki coastline for a laid-back 1.5-hour afternoon on the water. This experience emphasizes relaxation, scenic views of Oʻahu’s south shore,...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (31)
from
$101.15
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.5 (37)

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.5 (37)
from
$101.96
Paragon Lahaina Sunset Sail
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (25)

Paragon Lahaina Sunset Sail

Join us aboard our flagship sailing catamaran, Paragon, for an unforgettable Maui sunset sail from Lahaina Harbor. Enjoy the afternoon hours at sea in the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (25)
from
$102
Whale Watching Experience
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (154)

Whale Watching Experience

The Magic Merman is the only raft-style boat that departs from Ka'anapali Beach. Exploring with us is the best way to get as close to...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (154)
from
$102.20

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