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
147
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

Akialoa Mā’alaea Sunset Sail
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (22)

Akialoa Mā’alaea Sunset Sail

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (22)
from
$108.11
2 Hour Afternoon Lahaina Whale Watch
Maui, USA
5.0 (105)

2 Hour Afternoon Lahaina Whale Watch

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 (105)
from
$79.99
Dolphin Watch Cruise with Waterslide & Snorkeling on Oahu
Honolulu, USA
4.9 (159)

Dolphin Watch Cruise with Waterslide & Snorkeling on Oahu

Our double-decker boat, Poseidon, offers multiple viewing angles for spotting dolphins during your Oahu dolphin watching cruise! Once we reach the snorkeling location, enjoy our...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
4.9 (159)
from
$179
West Maui Sunset Whale Watch
Maui, USA
5.0 (148)

West Maui Sunset Whale Watch

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 (148)
from
$79.99
waikiki Gondola Cruise with cute tour guide & he sings!
Oahu, USA
5.0 (84)

waikiki Gondola Cruise with cute tour guide & he sings!

Not looking for another Luau, but you are looking for fun and One of the Best things to do in waikiki........ Waikiki is known for...

45 to 60 minutes • Free Cancellation
45 to 60 minutes • Free Cancellation
45 to 60 minutes • Free Cancellation
5.0 (84)
from
$250
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
Hawaii DISCOVER Beginner + Certified 2 Tank Shallow Scuba Diving
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.7 (41)

Hawaii DISCOVER Beginner + Certified 2 Tank Shallow Scuba Diving

What sets us apart: 1. Bespoke dive sites on Oahu 2. Unlike 98% of the snorkeling and diving tour operators in Hawaii, our crew are...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.7 (41)
from
$239
Waikiki Friday Night Fireworks Boat Cruise
Oahu, USA
4.7 (72)

Waikiki Friday Night Fireworks Boat Cruise

Join us for great music an unforgettable tropical sunset followed by a fireworks show from the water. This is definitely a must do if you...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
4.7 (72)
from
$65
Kayak and Snorkeling Tour-Olowalu Maui
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (19)

Kayak and Snorkeling Tour-Olowalu Maui

Gabriel's Ohana prides itself in offering a more personal and hospitality driven adventure. Parties of 10 or less! NO TIME LIMIT! Escape the crowds and...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (19)
from
$139
Luxury Catamaran Whale Watch
Maui, USA
4.9 (90)

Luxury Catamaran Whale Watch

From December through April, the waters off Maui come alive with the sights and sounds of the majestic humpback whales, and there’s no better way...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (90)
from
$119
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
Waikiki private Day Tour and Sunset sail for couples
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (17)

Waikiki private Day Tour and Sunset sail for couples

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (17)
from
$300
Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (21)

Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini

REEF EXPLORER is a brand new 60 ft. Super Raft and is currently the fastest and newest luxury raft in Hawaii. Allowing guests to sit...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (21)
from
$2,866.67
Kauai's South Side Whale and Dolphin Zodiac Boat Adventure
Kauai, USA
4.6 (164)

Kauai's South Side Whale and Dolphin Zodiac Boat Adventure

Experience the awe of Kauai’s whale watching season as you journey just off the island’s coast to witness the migration of Hawaii’s humpback whales. Each...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.6 (164)
from
$158.43
Private Sunset Boat Cruise in Waikiki Honolulu
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.9 (17)

Private Sunset Boat Cruise in Waikiki Honolulu

A beautiful private boat tour with some incredible views of Waikiki and Honolulu at night. In addition to the beauty of the open water, the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (17)
from
$123.50
Maui Turtle Snorkel & Sail with Lunch & Open Bar
Maui, USA
4.8 (40)

Maui Turtle Snorkel & Sail with Lunch & Open Bar

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (40)
from
$122.40

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