Maui Cruises, Sailing & Water Tours

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Maui Activities

Attractions

Guides

Calendar

Lanai Snorkeling Half Day with Sea Scooter
5.0 (8)

Lanai Snorkeling Half Day with Sea Scooter

Winner of 2018 Travel & Hospitality Award Winner & Certificate of Excellence Cool Hawaii Award for 9 years in a row. Our 50 ft Sanity...

4 hours 15 minutes • Free Cancellation
4 hours 15 minutes • Free Cancellation
4 hours 15 minutes • Free Cancellation
5.0 (8)
from
$192.80
From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
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
From Ma'alaea Harbor: Sunset Whale Watch Tour Aboard the Malolo
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
Maui: Whale Watching Cruise with Open Bar from Ka'anapali Beach
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
5.0 (1,597)

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 (1,597)
from
$232.50
Midday Whale Watch: Mā’alaea Harbor
Likely to Sell Out
Likely to Sell Out
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
'Alihilani Lahaina Sunset Sail
Likely to Sell Out
Likely to Sell Out
5.0 (179)

'Alihilani Lahaina Sunset Sail

We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sails. Our spacious catamarans make for...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (179)
from
$117.30
Maui: Coast of Ka'anapali Beach Sunset Dinner Sail
Likely to Sell Out
Likely to Sell Out
4.7 (213)

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 (213)
from
$168.16
Whale Watching Experience
Likely to Sell Out
Likely to Sell Out
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
5 Hour Molokini Snorkel & Turtle Tour in Maui
5.0 (206)

5 Hour Molokini Snorkel & Turtle Tour in Maui

Maui Snorkel Charters has been perfecting the Maui Snorkeling experience since 2010. If there is any question you'd like to ask, don't hesitate to call...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (206)
from
$173.01
HIGH QUALITY Whale Watch Adventure Aboard Luxury Super Raft
Likely to Sell Out
Likely to Sell Out
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
Maui: Turtle Reef Kayak Tour of Makena
4.9 (326)

Maui: Turtle Reef Kayak Tour of Makena

This fun and educational Maui kayaking tour starts at Makena Landing and paddles around the bay area. The calm, clear ocean is perfect for various...

2 hours 45 minutes • Free Cancellation
2 hours 45 minutes • Free Cancellation
2 hours 45 minutes • Free Cancellation
4.9 (326)
from
$121
Molokini Snorkel and Performance Sail: Mā’alaea Harbor
4.9 (218)

Molokini Snorkel and Performance Sail: Mā’alaea Harbor

Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredible snorkeling destinations. The unique, crescent shaped crater is a natural marine preserve,...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.9 (218)
from
$200
The Best 2.5 Hour Molokini Snorkel Tour & Whale Watch
Likely to Sell Out
Likely to Sell Out
5.0 (62)

The Best 2.5 Hour Molokini Snorkel Tour & Whale Watch

You are able to Snorkel in better areas than the "big boats" Most customers love the hydrophone we stick in the water to listen to...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (62)
from
$169.59
Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)
Likely to Sell Out
Likely to Sell Out
4.8 (60)

Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)

Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui sunset begin to paint the sky. As you step...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (60)
from
$289
South Shore Turtle Kayak and Snorkel Experience
4.9 (183)

South Shore Turtle Kayak and Snorkel Experience

In the morning, the guide will lead you on a leisurely paddle through Makena Bay along its beautiful coastline with views of Molokini and Haleakala...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.9 (183)
from
$118.84

Frequently Asked Questions

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  • 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).
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  • 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.

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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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