Hawaii Cruises, Sailing & Water Tours

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Hawaii Activities

Attractions

Guides

Calendar

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
Maui, USA
4.4 (790)

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

Sip on cocktails and take in the world-famous Maui sunset as our attentive crew serves you a delicious three-course meal table-side. Come aboard the Quicksilver...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.4 (790)
from
$139.95
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
Maui, USA
4.8 (32)

Four Winds Maui Afternoon Snorkel Tour to Coral Gardens

Our afternoon Maui snorkel tour on the Four Winds goes to Coral Gardens (or Molokini Crater; location is weather dependent). This tour is a lighter...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.8 (32)
from
$143.14
From Ma'alaea Harbor: Sunset Whale Watch Tour Aboard the Malolo
Maui, USA
4.2 (68)

From Ma'alaea Harbor: Sunset Whale Watch Tour Aboard the Malolo

Enjoy this 2-hour guided adventure in a high-speed catamaran to watch the whales in their natural habitat. Depending on the whales’ behavior during your whale...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.2 (68)
from
$49.95
Unlimited Guided Snorkeling Tour for Beginners Plus
Maui, USA
4.9 (40)

Unlimited Guided Snorkeling Tour for Beginners Plus

Prefer not to feel like cattle? Gabriel’s Ohana is a small family owned and operated company. We provide a quality of customer service unmatched. Our...

1 to 3 hours • Free Cancellation
1 to 3 hours • Free Cancellation
1 to 3 hours • Free Cancellation
4.9 (40)
from
$85.25
Maui: Whale Watching Cruise with Open Bar from Ka'anapali Beach
Maui, USA
4.8 (844)

Maui: Whale Watching Cruise with Open Bar from Ka'anapali Beach

The BEST possible way to experience the majestic Pacific Humpback Whales up close and personal. The waters off shore of Ka'anapali Maui are host to...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (844)
from
$103.47
Molokini Crater + South Maui Coast Adventure from Kihei, Maui
Maui, USA
5.0 (1,599)

Molokini Crater + South Maui Coast Adventure from Kihei, Maui

Speed through the water from Maui to the Molokini Crater for a small-group snorkeling adventure where the underwater visibility often exceeds 180 feet (55 meters)!...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (1,599)
from
$210.36
Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.9 (309)

Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea

Our rainbow sails can be spotted from miles away. While on board you may capture such nice photos with the rainbow sails and also the...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (309)
from
$72.96
Kauai Napali Coast Boat Tour and Snorkeling
Likely to Sell Out
Likely to Sell Out
Kauai, USA
5.0 (223)

Kauai Napali Coast Boat Tour and Snorkeling

We have been operating our tours for over 39 years. We custom built our vessels to provide you with the ideal touring vessel for our...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (223)
from
$215
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
2-Hour Oahu Sunset Catamaran Sail
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.9 (134)

2-Hour Oahu Sunset Catamaran Sail

Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (134)
from
$130
Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming
Likely to Sell Out
Likely to Sell Out
Honolulu, USA
4.9 (210)

Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming

Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (210)
from
$79
Small Group Waikiki Sunset Sailing Tour
Likely to Sell Out
Likely to Sell Out
Oahu, USA
4.9 (118)

Small Group Waikiki Sunset Sailing Tour

Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (118)
from
$99
HIGH QUALITY Whale Watch Adventure Aboard Luxury Super Raft
Likely to Sell Out
Likely to Sell Out
Maui, USA
5.0 (149)

HIGH QUALITY Whale Watch Adventure Aboard Luxury Super Raft

Simply the best whale watch in Maui! Hop aboard Maui's newest and only custom built Super Raft for an exciting up close whale watch adventure....

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (149)
from
$95
Ko Olina Glass Bottom Boat Tour - 1 Hour Reef Adventure
Likely to Sell Out
Likely to Sell Out
Oahu, USA
5.0 (1)

Ko Olina Glass Bottom Boat Tour - 1 Hour Reef Adventure

Discover one of the top-rated ocean experiences in Ko Olina on this exciting 1-hour Glass Bottom Boat Reef Adventure along Oahu’s beautiful West Side. Departing...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (1)
from
$51
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
Kealakekua Bay Captain Cook Snorkel Exclusive
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA
5.0 (404)

Kealakekua Bay Captain Cook Snorkel Exclusive

With the world-renowned and historic destination of Kealakekua Bay just minutes from our point of departure, the Captain Cook Exclusive is a personal, exciting, and...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (404)
from
$124.87

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Sorting, ranking, and search results

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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.

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